Discover
How to Start an Airbnb
How to Start an Airbnb
Author: Brittany Wenninger
Subscribed: 10Played: 150Subscribe
Share
© 2025 Copyright 2024 All rights reserved.
Description
Want to learn how to Find, Run, and Manage a Airbnb? This podcast has you covered! Welcome to The Airbnb Roadmap, your ultimate guide to building, scaling, and thriving in the world of short-term rentals (STRs). Hosted by Brittany Wenninger, a real estate expert and highly-rated Airbnb Superhost with over 350 glowing reviews and a 4.95-star rating, this podcast is your go-to resource for all things Airbnb, VRBO, and beyond.
Each week, Brittany delivers actionable advice, industry secrets, and practical strategies to help you start and grow your short-term rental business. From setting up your first property and navigating local regulations to mastering marketing strategies and creating unforgettable guest experiences, we cover it all.
Whether you’re just curious about hosting on Airbnb, managing multiple VRBO properties, or looking to scale your STR portfolio, this podcast answers questions like:
”How do I get started with Airbnb or VRBO?”
”What are the best ways to market my STR/ Airbnb?”
”Beginner Guide to STRs”
”Beginner Guide to Airbnb”
”Airbnb 101 or STR 101”
”What are the steps needs to start a Airbnb”
With solo episodes packed with Brittany’s expertise and interviews with top hosts, real estate pros, and hospitality industry leaders, The Airbnb Roadmap is here to help you design a profitable and sustainable short-term rental business.
If you’re ready to create financial freedom, master the art of hosting, and build a thriving STR portfolio, this is the podcast for you. It’s time to unlock the secrets to short-term rental success!
Subscribe today and start building the Airbnb business—and life—you’ve been dreaming of.
49 Episodes
Reverse
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
Hey friends, it’s Brittany Wenninger with Front Porch Realty powered by Real Broker LLC, and today we’re talking all things winter prep for your Airbnb or short-term rental. Wisconsin winters are no joke (and neither is falling off a ski lift, which I may or may not have done 🤦♀️). Whether your property is fully booked or sitting vacant, you need to protect your investment before the first freeze hits. In this episode, I share my funniest snowboarding fail, a near-disaster client story about frozen pipes, and my ultimate checklist to get your property ready for the cold season.
Key Takeaways
Turn off and drain outdoor water spigots before the first freeze and cover them with insulated faucet covers.
Keep gutters clear of leaves and debris to prevent ice dams and slippery messes.
Never turn off the breaker or furnace during winter—it can lead to frozen pipes, cracked toilets, and major damage.
Replace furnace filters and consider scheduling a quick tune-up for peace of mind.
Install Wi-Fi thermostats to monitor temps remotely and receive alerts if the home drops below 50°F.
Line up your snow removal service early—and tell them it’s an Airbnb so guests don’t get plowed in.
Communicate snow removal times with guests so they don’t think someone is breaking in at 4 a.m. with a shovel.
Add cozy winter touches like blankets, cocoa, and cider for that warm welcome.
Swap your listing photos to feature winter scenes for better booking performance.
Why Listen to This Episode?
If you’ve ever dealt with frozen pipes, last-minute snow chaos, or guest complaints in the middle of a blizzard—this episode will save your sanity (and your 5-star rating). You’ll walk away with a clear plan to winterize your Airbnb and a few laughs about what not to do on a ski lift.
Mentioned in the Episode
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes
Let’s Connect
Thinking about getting your Airbnb winter-ready? DM me on Instagram at @theairbnbroadmap with your winter prep questions or your funniest snow story! I’d love to cheer you on and help you protect your property this season.
Work With Me
Ready to find or launch your next short-term rental in Wisconsin? I’d love to help you analyze deals, understand local STR rules, and set up your investment for success. Learn more at frontporchrealtywi.com.
Chapters
00:01 – Brittany’s love-hate relationship with Wisconsin winters 02:14 – The ski lift disaster (aka the red snow pants story) 04:36 – Outdoor prep: shutting off spigots & clearing gutters 05:19 – Storytime: the frozen pipe nightmare 07:40 – Don’t turn off your breaker before winter! 08:41 – Indoor prep: furnace filters & tune-ups 09:17 – Smart thermostats that save your property 10:48 – The overlooked cost: snow removal plans 12:49 – Communicating with guests about snow crews 15:03 – Stocking cozy amenities for winter stays 17:00 – Updating your Airbnb photos for winter bookings 18:01 – Final thoughts: protect your investment & enjoy the season
Subscribe and Share
If you enjoyed this episode, tap “follow” and leave a review on Apple Podcasts or Spotify! And if you know another host who’s panicking about the first snowfall, share this episode with them—they’ll thank you later!
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
Airbnb just dropped one of its biggest updates ever, and it impacts every single host. As of this week, Airbnb has officially shifted to a host-only service fee model, meaning guests no longer pay the platform fee at checkout… we do. In this episode, I break down what this new fee structure means, how it affects your payout, and what actions you need to take right now to protect your profits.
Oh, and yes, I share a quick life update involving paint, patience, and a soon-to-be movie-theater room that almost broke me.
Key Takeaways
🏠 Airbnb has moved from a split-fee model (guest + host) to a host-only model
💸 Hosts will now pay 15.5% in service fees, up from 3%
⚖️ You must adjust your nightly rates to maintain the same payouts
✏️ Add clear language to your listings like “No guest service fee – what you see is what you pay”
🧠 Guests will see cleaner pricing, but hosts must stay strategic to avoid losing income
⚙️ Pricing tools like PriceLabs or Hospitable can help automatically adjust rates
Why Listen to This Episode?
This change affects your revenue immediately. If you don’t raise your nightly rate or update your listing language, you’ll lose profit — plain and simple. In this episode, I help you understand the “why” behind Airbnb’s move, the ripple effect it’ll have across the platform, and how to get ahead of it before your competitors even realize what’s happening.
Mentioned in the Episode
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes
Let’s Connect
Thinking about how to adjust your pricing or update your listing strategy after this Airbnb change? DM me on Instagram at @theairbnbroadmap with your questions or share how you’re handling it — I’d love to cheer you on and help you out!
Work With Me
Ready to turn your short-term rental goals into reality? ✅ Check out The Airbnb Roadmap Accelerator — my self-paced course designed to help you find, launch, and manage your first (or next) Airbnb with confidence. It’s under $500 and packed with step-by-step guidance for building real income through hosting.
Chapters
00:00 – Intro + life update (painting disasters & patience) 02:00 – The big Airbnb change: host-only fees 04:00 – What this means for your payouts 05:30 – How to adjust pricing strategically 08:00 – Updating your listing to say “No guest service fee” 13:00 – Why Airbnb made this move 16:00 – Competing with hosts who don’t update prices 20:00 – Example listing verbiage you can use 22:00 – Final thoughts + adapting quickly
Subscribe and Share
If this episode helped you understand Airbnb’s new pricing shift, follow the show and share it with another host who needs to hear this update. Let’s make sure every host stays profitable through these changes!
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
This week’s episode is less “how-to” and more “real life.” I’m giving you a peek behind the scenes into one of the wildest weeks I’ve had in a while — juggling an AWS outage that shut down half my systems, onboarding my first assistant, and closing on our newest Airbnb property (technically two Airbnbs in one!). From appraisal headaches to cat pee clean-up, this episode is pure behind-the-scenes chaos — but in the best, most relatable way possible.
Key Takeaways
Tech reliance is real: The AWS outage reminded me just how much my business depends on automations and online tools.
First assistant milestone: I officially hired my first assistant to help with Front Porch Realty and all the moving parts (except my Airbnb babies — those are still all me).
Two-for-one Airbnb deal: We closed on our newest investment property — a main home plus an ADU above the detached garage — meaning two Airbnb listings from one purchase.
Financing curveballs: An AI lending review revoked our appraisal waiver last minute, creating chaos before closing — but persistence paid off.
Post-closing bliss (and cat pee): The house was spotless (thank you, seller!) but I still found myself under the stairs battling lingering pet smells — and learning the power of KILZ and safety goggles.
Future plans: The garages are being transformed into a game room, gym, and sauna combo. Goal: Launch Airbnb #4 and #5 by December 1st!
Why Listen to This Episode?
If you’ve ever wondered what really happens behind the scenes of short-term rental investing — this is it. It’s messy, unpredictable, and full of lessons that make you laugh later. Sometimes success isn’t about strategy — it’s about staying calm (and maybe wearing a mask when using KILZ).
Mentioned in the Episode
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes
Let’s Connect
Thinking about partnering on an Airbnb or wondering how to manage your own? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me
Ready to start or scale your own short-term rental? 👉 Check out the Airbnb Roadmap Accelerator — my self-paced course that walks you through everything from finding the right property to launching with confidence.
Chapters
00:00 – Intro + Chaos of the AWS Outage 02:15 – Hiring My First Assistant 04:30 – Closing on the New Airbnb Property 06:40 – The Appraisal Waiver Drama 09:10 – Finding Comps and Finishing the Deal 11:30 – Post-Closing Wins and Clean-Up Realities 13:45 – The Cat Pee Chronicles 15:30 – Game Room + Sauna Design Plans 17:00 – Sneak Peek of Next Week’s Episode 19:00 – Wrapping Up and What’s Ahead
Subscribe and Share
If you enjoy hearing the real, unfiltered side of building an Airbnb business, make sure to subscribe, leave a review, and share this episode with someone who needs a good laugh (or a reminder that every investor has chaotic days).
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
Insurance can feel like alphabet soup, until something goes wrong. In this interview, I sit down with Nick Sommer of Country Financial (and one of my buyers!) to break down exactly what short-term rental owners need: how to structure coverage for STRs vs. primary/secondary homes, must-have endorsements, loss-of-income realities, and why an umbrella policy can be the difference between a scare and a disaster. Nick also shares the personal house-fire story that led him into insurance and the simple annual habit that can save you months of headache during a claim.
Key Takeaways
Match the policy to the use. Don’t insure an STR like an owner-occupied or long-term rental—claims can be denied if the use doesn’t match the application.
Four core buckets: dwelling (rebuild cost ≠ market value), personal property (replacement cost, not garage-sale value), liability (aim higher than default limits), and loss of income (raise limits for STR-level revenue).
Critical endorsements for hosts:
Sump pump/sewer backup (not standard)
Service line coverage
Flood insurance is separate
Loss of income is evidence-based. Keep AirDNA/comps, booking statements, and P&Ls to substantiate payouts.
Umbrella = legal shield. Choose limits that reflect your net assets (homes, vehicles, retirement, cash, other properties). It covers defense costs and many personal-liability scenarios.
Document everything. Once a year, do a whole-home video walkthrough and maintain a furnishings spreadsheet with links, prices, and statuses.
Choose financially solid carriers. Check claim strength/ratings (e.g., AM Best) and prioritize service over “cheapest quote.”
Get it in writing. Confirm coverage answers via email; recordings aren’t yours, emails are.
Why Listen to This Episode?
Because “I have insurance” isn’t a plan. If you’ve ever wondered whether your STR is actually covered for what you do, hot tubs, guest injuries, burst pipes, tornadoes, income loss—this episode turns jargon into plain English and gives you a checklist to bring to your agent.
Mentioned in the Episode
Country Financial – Nick Sommer (Licensed in IL, WI, KS)
Email: nick.sommer@countryfinancial.com
Office: 815-633-9404
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes
Let’s Connect
Thinking about insurance for your short-term rental? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me
Buy/Sell in Wisconsin with Front Porch Realty (powered by Real Broker LLC).
STR Coaching: Airbnb Roadmap Accelerator (self-paced) + Mentorship options.
Agent Referrals: I’ll connect you with STR-savvy agents statewide.
Chapters
00:00 Recording setup + why this topic matters
02:11 Nick’s background & the house-fire that changed everything
06:07 Home policy types (primary, secondary, rental/STR, condo)
08:14 STR must-haves: liability, rebuild cost, endorsements
11:25 Loss of income for STRs (how payouts are calculated)
14:03 Replacement cost for furniture & annual documentation
16:41 My furnishings spreadsheet system (order → received)
20:24 Get coverage answers in writing (E&O and why it matters)
21:20 “STR-specific” insurers vs. traditional carriers—what to compare
27:42 Umbrella policy explained (and how to size limits)
31:21 Real-life slip-and-fall & weather scare—why we upgraded
36:26 Annual reviews: as life changes, so should coverage
38:40 How to contact Nick + final tips
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
In this episode, I’m pulling back the curtain on one of the most overlooked—but most powerful—parts of launching your Airbnb: photo-shoot day. From choosing the right photographer to creating scroll-stopping first images, I’m sharing my wins, mistakes, and all the tips I wish I’d known sooner. You’ll hear how every property teaches me something new, why lifestyle photos are worth the effort, and what small “wow” details make your listing stand out online.
Key Takeaways
Not all photographers are created equal—hire one who understands short-term rental lifestyle photography, not just MLS shots.
Your photos are your first impression and can make or break bookings.
Add emotion and storytelling: stage cozy moments, use props, and capture connection.
Eliminate distractions: smooth linens, no crumbs, cords tucked away, fans off, lights on.
Elevate visuals: put an image or logo on TV screens, add real flames in fireplaces, and include small “wow” touches.
Lifestyle shots with people (“models”) can dramatically boost connection and conversions.
Do a full walkthrough before shooting, review photos as you go, and treat photo day like your property’s wedding day.
Your first photo doesn’t have to be the exterior—choose the most scroll-stopping feature (game room, living room, kayaks, etc.).
Why Listen to This Episode?
Because you can have the most stunning Airbnb in the world—but if your photos don’t tell the story, you’re leaving money on the table. I’ll help you avoid rookie mistakes, guide your photographer like a pro, and give your listing the kind of images that turn browsers into bookings.
Mentioned in the Episode
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes
Let’s Connect
Thinking about upgrading your Airbnb photos or planning your first photoshoot? DM me on Instagram @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me
Ready to launch or relaunch your short-term rental the right way? Check out my Airbnb Roadmap Accelerator course at theairbnbroadmap.com for step-by-step guidance on finding, furnishing, and listing your property like a pro.
Chapters
00:00 – Intro & Life Update 01:30 – Why Photo Day Matters 03:10 – Not All Photographers Are Equal 06:30 – Real Estate vs Short-Term Rental Photography 08:00 – Prepping Your Home for Shoot Day 09:50 – Wow Factors That Pop (Flames, TV Images, Logos) 14:00 – Lifestyle Shots & Models 17:00 – Simple Staging Ideas Without People 20:00 – Treat Photo Day Like Your Wedding Day 24:30 – Choosing Your Scroll-Stopping Cover Photo 27:00 – Final Tips & Where to Grab the Checklist
Subscribe & Share
If this episode gave you fresh ideas for your next Airbnb photoshoot, please subscribe, leave a review, and share it with another host who’s ready to elevate their listing. Your support helps the show reach more people who are building beautiful, booked-out Airbnbs.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary In this episode, I break down Wisconsin’s short-term rental rules from the top down—statewide requirements (DATCP Tourist Rooming House license and inspections), the county layer (zoning, room tax, and when conditional use permits come into play), and the township layer (minimum night stays, resident agent requirements, occupancy limits, and other quirky rules). I also share our real-life CUP hearing story in Columbia County, why HOAs are risky, what “annexation” or jurisdiction changes can mean for you, and the #1 mistake that can get you shut down before you ever launch.
Key Takeaways
You must have a Wisconsin Tourist Rooming House (TRH) license through DATCP before listing—period.
County rules vary: some are light-touch, others require a Conditional Use Permit (CUP) with hearings and neighbor notices.
Township rules can be the strictest: night-minimums, local resident-agent radius, spacing from other STRs, owner-occupancy, and bizarre self-management limitations.
Always confirm legal guest capacity (septic size, bedrooms, or square footage can control it).
HOAs can change the rules overnight—avoid if you plan to operate an STR.
If a small town is being annexed (e.g., to a nearby city), get “grandfathering” status in writing.
Why Listen to This Episode? If you’re eyeing a Wisconsin Airbnb, this is the playbook for staying compliant, avoiding fines, and protecting your investment before you hit “Publish.”
Mentioned in the Episode
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes
Let’s Connect Thinking about Wisconsin STR rules & permits? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me Want step-by-step guidance? My self-paced Airbnb Roadmap Accelerator is under $500 and covers everything from setup to scaling. If you close on your first STR with an agent I connect you to, you’ll get a 100% refund at closing.
Chapters 00:00 Life update + property under contract 05:46 State level: DATCP Tourist Rooming House license (what it is, inspections) 12:39 County level: zoning, room tax, and when CUPs are required 15:35 CUP story time: neighbor letters, hearings, and outcomes (Columbia County) 24:46 Township level: night minimums, resident agents, spacing/ownership quirks 31:51 HOAs: why they’re risky for STRs 33:05 Annexation & grandfathering: small town becoming part of a city 35:28 Legal occupancy: how towns/counties calculate guest limits 36:50 Don’t list before permits; protecting your launch 38:10 Course + free-at-closing offer
Subscribe and Share If this helped, share it with a friend who’s eyeing a Wisconsin Airbnb and hit follow so you don’t miss the next episode!
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
In today’s episode, I’m taking you behind the scenes of our newest “two-for-one” Airbnb deal — a primary home plus an ADU over the detached garage — and walking you step-by-step through exactly what to do the moment you go under contract on an STR. If you’ve ever thought escrow was a waiting period, think again. I break down inspections, appraisal, insurance, financing, and the overlooked prep that saves weeks and brings in revenue faster: design, ordering essentials, project planning, and lining up contractors. I’m literally doing all of this right now with Clay (hello color-coded spreadsheet!) so you can copy the plan and hit the ground running on day one.
Key Takeaways
Escrow ≠ downtime. Treat it like your launch runway to save weeks and protect cash.
Inspection strategy: General + specialists (well/septic, fireplace/chimney) to avoid 5-figure surprises.
Appraisal + financing: Know your numbers, keep credit quiet, confirm down payment, closing costs, and reserves.
Insurance for STRs: Homeowners ≠ STR coverage—get quotes and bind the right policy before closing.
Design early: Share capacity goals and inspo with your designer; use Matterport/accurate measurements to avoid costly misorders.
Order essentials now: Linens (2–3 sets/bed), kitchen packs, smart locks, routers, TVs, blackout curtains—“select all, add to cart.”
Project plan: Room-by-room scope, sequence (paint → floors), timelines, and 2–3 contractor quotes with price-match asks.
Real timeline: Accepted offer to close is often 30–45 days—use every one of them.
Why Listen to This Episode?
If you want your STR live (and profitable) ASAP, this gives you a proven, copy-and-paste escrow checklist and launch plan. You’ll learn the exact moves I’m making on our new two-for-one ADU property so you can avoid delays, budget hits, and stressful “now what?” moments on closing day.
Let’s Connect
Thinking about launching during escrow? DM me on Instagram @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me
Airbnb Roadmap Accelerator (self-paced): My start-to-scale system with checklists, templates, and the full Escrow Checklist.
Buyer/Investor Representation (WI): Want help finding and underwriting STR-worthy properties? I’ve got you.
Launch & Design Support: Need a designer, cleaner, or vendor team? Ask me for intros.
Chapters
00:00 Intro + our new “two-for-one” ADU deal
02:10 Escrow isn’t downtime: mindset shift
03:30 Non-negotiables: inspections (general + well/septic + fireplace/chimney)
06:50 Appraisal + financing: reserves, do’s & don’ts
09:20 STR-specific insurance (bind before closing)
11:40 Design during escrow: capacity goals, inspo, Matterport, measurements
15:10 Ordering essentials now: linens, kitchen packs, tech, blackout curtains
18:00 The room-by-room project plan: sequencing + contractors
21:30 Timeline math: using the full 30–45 days
23:00 My current launch timeline (close Oct 10 → target Dec 1)
25:00 Wrap + Accelerator invite
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
In this personal, behind-the-scenes episode, I share how I went from a Six Flags kid in Gurnee, Illinois, to UW-Platteville grad, to wedding and hotel work, to a miserable janitorial sales job… to finally finding my lane as a real estate agent and short-term rental investor. I walk through the domino moments—meeting a Zillow agent who became my mentor, getting laid off during COVID, almost opening a paint-your-own-pottery studio, discovering Airbnbs, and how we bought our first, second, and third properties (plus a “two-for-one” partnership that’s in motion). If you’re curious how someone actually pivots into STRs without a trust fund or a $200k salary, this one’s for you.
Key Takeaways
Your path won’t be linear—and that’s okay. Every “wrong” job taught me what I truly wanted (and what I didn’t).
Mentors matter. A single Zillow tour led to the agent who mentored me and changed my career trajectory.
Don’t chase money, chase fit. Long-term rentals weren’t our fit—hospitality was. STRs clicked.
Start imperfectly. Our first market wasn’t ideal, but it got us in the game and funded the next doors.
Momentum compounds. Property #1 led to #2, then #3—then partnerships for #4 and #5.
Niche = clarity. When I niched into STRs, the work got easier, more fun, and way more effective.
Why Listen to This Episode?
If you’ve ever thought, “I didn’t go to school for this—am I too late?” or “I don’t have a perfect plan or pile of cash,” this is your permission slip. You’ll hear what it really looks like to pivot industries, learn in public, and build an STR portfolio step by step—messy mic moments and all.
Mentioned in the Episode
Start your Airbnb Profile: Receive $48 back when starting your Airbnb profile and I'll have your back every step of the way!
Link: https://www.airbnb.com/r/brittanyb15480?s=6&t=061n0g
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect
Thinking about getting into short-term rentals? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me
Buy or sell an STR in Wisconsin with me at Front Porch Realty (powered by Real Broker LLC).
Invest anywhere in the U.S.—I’ll connect you with a vetted STR-savvy agent in my network.
Take my self-paced course, Airbnb Roadmap Accelerator (under $500): step-by-step from deal finding to launch and systems.
Close on your first STR with an agent I connect you to, and you’ll get 100% of your course tuition refunded.
Want a warm intro to a local pro, lender, or CPA? Message me “INTRO” on IG.
Chapters
00:00 — Mic on (finally), what today’s episode is (and isn’t)
02:46 — Teaser: our new two-for-one STR deal with friends in Texas
04:30 — Growing up in Gurnee, Six Flags summers, loving thrills not lines
05:06 — College, weddings, events… and realizing weekends weren’t mine
07:12 — Hotel front desk: the spark for hospitality
09:29 — The toxic sales job that broke me (and taught me)
10:59 — Pottery studio dream, mentorship, and a near-miss lease
15:45 — COVID pivot: the blessing in disguise
18:09 — Buying our home, meeting the Zillow agent who changed everything
20:19 — Joining a team, getting laid off, and momentum begins
22:41 — BiggerPockets binge: LTR vs STR and choosing our lane
25:03 — Why STRs fit my skills and personality
25:59 — Writing our first offer at Dunkin before a wedding (we got it)
28:18 — Property #2: funding, chaos, and lessons
30:44 — Property #3 during pregnancy, simple loan structure, smooth launch
33:09 — Leaving the team, launching my own company
34:54 — Niching into STRs and never looking back
37:21 — Why I started this podcast: stop repeating answers, start scaling help
39:44 — The truth: first market wasn’t ideal—and that’s normal
42:11 — What’s next: scaling to properties #4 and #5, and the course offer
Subscribe and Share
If this gave you the nudge to start—or restart—your STR journey, hit Follow/Subscribe, drop a quick 5-star review, and share this episode with a friend who keeps saying “one day.” Your support helps more beginners find transparent, hype-free advice.
How to Redeem the Offer
Text ROADMAP to 608-492-0260 (tell them you came from The Airbnb Roadmap) to get 1 free month off a 3-month accounting subscription and the STR Accounting & Tax Cheat Sheet.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
In this episode, I sit down with my bestie, Kari—owner of BOOKED (Accounting & Tax), to demystify bookkeeping and taxes for first-time short-term rental investors. We get real about what matters on day one (hint: separate bank account!), when you actually need QuickBooks, how to track receipts without losing your mind, and the biggest tax levers for STRs (material participation, real estate professional status, and bonus depreciation). Kari also shares transparent pricing, an exclusive promo code: ROADMAP, and a free cheat sheet that recaps the episode. If you’ve ever wondered, “What should I be tracking, and how do I not overpay at tax time?”, this one’s your playbook.
Key Takeaways
Separate your money from day one. Open a dedicated business bank account for your STR. Keep every dollar in/out separate from personal spending.
You don’t have to start with software. A simple spreadsheet + a folder of receipts works for your first property. Scale into QuickBooks Online when transactions grow (BOOKED passes along firm-level discounts).
Save every receipt. Little expenses add up—and they matter during month-end, tax time, and if you’re ever audited.
Know where you land: Schedule E vs Schedule C. Most STRs file on Schedule E (rental). If you provide hotel-like services (meals, concierge during stays), that can push you toward Schedule C (business) with self-employment tax.
Material participation can be huge. If you actively manage and meet IRS tests, your STR losses (including depreciation) may offset other income.
Real Estate Professional Status (REPS). If you qualify, you may be able to apply STR losses against W-2/active income, game-changer for some hosts.
Bonus depreciation is back in a meaningful way. Eligible furnishings/appliances can be expensed in the year placed in service, talk to your accountant about what qualifies.
Mileage is money. Track business drives to/from your property. The QuickBooks mobile app can automate this.
Personal use complicates taxes. The more you use the property for yourself, the more expense allocations you’ll have to make, be intentional.
Cash flow is seasonal. Don’t blow your peak-season profits, budget for the quiet months.
Why Listen to This Episode?
Because you want clean books, maximum deductions, and fewer headaches. You’ll learn exactly what to track, when to outsource, and how to avoid the “I’ll fix it at tax time” premium. Kari’s firm is built for “baby businesses” and first-time hosts, fast replies, transparent pricing, and real-world guidance.
Mentioned in the Episode
BOOKED (Accounting & Tax) — full-service accounting, payroll, taxes, entity setup, ongoing support; transparent pricing and fast response times
Promo code: ROADMAP — text this keyword for 1 free month off a 3-month accounting subscription (month-to-month; no long-term lock-in)
Kari Richard
Email: kari@bookedaccountingandtax.com
Website: https://bookedaccountingandtax.com/
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect
Thinking about bookkeeping and taxes for your short-term rental? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me
Buy/Sell/Invest in Wisconsin: Front Porch Realty (powered by Real Broker LLC) , I help investors and homeowners win smart.
Airbnb Roadmap Accelerator (self-paced): Learn how to find, launch, and manage your first STR with confidence, systems, templates, and step-by-step guidance.
1:1 Guidance: Need strategy on a deal, setup, or regulations? Ask about consults and mentorship options.
Chapters
00:00 – Cold open, why we’re keeping the bloopers 😄
02:06 – Meet Kari + why BOOKED serves “baby businesses” and first-time hosts
07:32 – The real first step: separating finances (and why receipts matter)
10:50 – Entity basics & getting set up; simple spreadsheet vs software
15:23 – Tools: QuickBooks Online, discounts, and what makes reconciliations faster
24:29 – STR tax levers overview: participation, REPS, depreciation
27:05 – Schedule E vs Schedule C—what changes and when
30:01 – Bonus depreciation this year: what hosts should ask their accountant
32:21 – Material participation & REPS: tracking hours and what counts
34:09 – Deductions rundown: mortgage interest, taxes, insurance, HOA, utilities, cleaning, travel, mileage
36:24 – Pitfalls: personal use, mixed expenses, misclassification, seasonal cash flow
43:57 – Tax planning wins: when to buy, when to expense, how to think ahead
48:51 – Transparent pricing: $25/mo support plan, $89/mo popular package, month-to-month
54:54 – Promo code ROADMAP + free STR accounting cheat sheet
56:19 – Wrap and where to get help fast
Subscribe and Share
If this episode helped you feel more confident about your numbers, follow/subscribe, drop a 5-star review, and share it with a fellow host who needs an accounting upgrade. Your shares help more first-time investors find this show. 💛
How to Redeem the Offer
Text ROADMAP to 608-492-0260 (tell them you came from The Airbnb Roadmap) to get 1 free month off a 3-month accounting subscription and the STR Accounting & Tax Cheat Sheet.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary Big changes are coming to Airbnb’s fee structure—and hosts need to be ready. Starting October 27, 2025, Airbnb is scrapping the split-fee model and moving to a single host-only fee of 15.5%. In this episode, I break down exactly what this means for you as a host or future investor, how it impacts your nightly rates, and what adjustments you need to make to protect your bottom line. I also share my personal take on the pros and cons of this shift, how it stacks up against Vrbo and Booking.com, and practical steps you can take inside tools like Hospitable and PriceLabs to stay competitive.
Key Takeaways
Airbnb is moving from a split fee (3% host / 12–14% guest) to a 15.5% host-only fee.
Example: A $100/night listing will net hosts only $84.50 after October 27, 2025 (down from $97).
To protect profits, hosts should increase nightly rates by about 12.5%.
Competitor platforms: Vrbo is now the cheapest at 8%, Booking.com is 15%, and Airbnb jumps to 15.5%.
Expect market “chaos” for 6+ months as some hosts raise rates and others don’t.
Guests may perceive Airbnb as “more expensive,” not realizing it’s a fee shift.
Hosts using Hospitable/PriceLabs can automate price increases across platforms.
Why Listen to This Episode? If you’re an Airbnb host—or planning to invest in your first short-term rental—this fee change directly impacts your ROI, pricing strategy, and competitiveness in the market. This episode gives you a clear action plan to avoid losing profits and stay ahead while other hosts may be caught off guard.
Mentioned in the Episode
Sign up with Hospitable: Every dollar counts when it comes to investing. Save $30 when you sign up under the link below! Save time and money today!
Link: https://hospitable.com/?grsf=brittany-qvwa2r
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect Thinking about how Airbnb’s new fees will impact your property? DM me on Instagram at @theairbnbroadmap with your questions or share your pricing strategy! I’d love to cheer you on and help you adjust.
Work With Me Want step-by-step support in scaling your Airbnb business? Check out the Airbnb Roadmap Accelerator—my course designed to help you confidently launch and manage your STR with the systems, tools, and strategies I use in my own business.
Chapters 00:01 Life update: Back issues + missed episode 04:45 The big Airbnb fee change explained 07:32 Real-world math: $100/night before vs. after fees 09:33 Market chaos: Competing with hosts who don’t update pricing 11:04 Comparing Airbnb to Vrbo & Booking.com 13:25 Direct booking movement and why Airbnb is cracking down 15:40 Why Airbnb might advertise this as “no more guest fees” 18:00 Homework: How to adjust your rates in Hospitable & PriceLabs 20:00 Final thoughts and prep for October 27
Subscribe and Share Enjoyed this breakdown? Make sure to subscribe to The Airbnb Roadmap on Apple Podcasts or Spotify, and share this episode with a fellow host who needs to hear it before the new fees hit.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST ○ Link: Airbnb Roadmap Accelerator Course
Hey, it’s Brittany! Big news—Clay and I are officially searching for another Airbnb, this time with our close friends in Texas as our first capital partners. They’re diving into their first short-term rental, and we’re learning the ropes of partnerships together.
That update ties directly into today’s topic: the current real estate market and how to negotiate smart as an STR investor. From seller credits to creative escrow solutions, I’m sharing the exact strategies that help you keep cash in your pocket without scaring off sellers. If you’re thinking about making a move, this episode will help you play it smart in today’s buyer-friendly market.
🔑 Key Takeaways for STR Investors ● It’s a buyer’s market ○ Inventory is up, homes are sitting longer, and sellers are motivated. ○ Nationally, over half of homes are selling below asking price, with average discounts around $45K.
Seller credits are powerful ○ Instead of lowering price, ask for credits toward closing costs or prepaids. ○ Preserves your cash for renovations and setup.
Escrow extra credits ○ If credits exceed closing costs, escrow them for designers, painters, or contractors.
Negotiate cleaning ○ Add language requiring a professional deep clean before closing, saving you weekends of scrubbing.
Ask for sellers to cover property taxes ○ Even $5K saved in year one helps cash flow as your STR ramps up.
Anchor your offers ○ Start lower than your target. If you need $375K, offer $350K and let the seller “meet in the middle.”
🎧 Why Listen to This Episode? Because smart negotiations can save you thousands. From seller credits to strategic pricing, I’ll walk you through tested plays that keep cash in your pocket, protect your time, and set your STR up for success from day one.
📌 Mentioned in the Episode
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
🤝 Let’s Connect Thinking about buying an STR in today’s market? DM me on Instagram at @theairbnbroadmap with your questions or send me a property you’re eyeing. I’d love to cheer you on and help you out.
🛠 Work With Me Want to start or scale your short-term rental business? Check out the Airbnb Roadmap Accelerator to learn how to find, launch, and manage STRs with confidence.
⏱ Chapters 00:00 – Life Update, New STR Partnership in Texas 04:30 – Market Snapshot, Inventory, Discounts, Interest Rates 09:45 – Seller Credits 101 13:15 – Escrow Strategies for Extra Credits 18:00 – Negotiating Professional Cleaning Into the Contract 20:30 – Have the Seller Cover Year-One Property Taxes 24:50 – Offer Anchoring to Hit Your Target Price 27:40 – My Emotional Offer Story (and What It Cost Us) 30:30 – Smarter Deals in Today’s Market
🔁 Subscribe and Share If you enjoyed this episode, subscribe to The Airbnb Roadmap on your favorite podcast platform and share it with a fellow investor who wants to nail their next deal!
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Hey, it’s Brittany! Today we’re tackling one of the least glamorous—but most critical—parts of running a short-term rental: trash management. I know, it’s not the hot tub or the Instagram-worthy décor, but it’s a behind-the-scenes system that can make or break your guest experience and your reviews.
From knowing how local trash service works before you even buy a property, to setting up systems so guests never wonder where to toss a banana peel, I’m sharing everything I’ve learned (the hard way) about handling garbage like a pro.
You’ll hear real-world stories from my own properties and my clients’—including raccoon break-ins, maggot disasters, and the guest who tried to charge me $5 for taking out the trash. This episode will help you prevent avoidable complaints, keep your neighbors happy, and maintain a 5-star cleanliness rating.
🔑 Key Takeaways for STR Quality Control
Do your homework before buying
Is trash collection included in taxes or do you need a private vendor?
How often is trash picked up? Weekly or biweekly recycling?
Does the trash truck even service the property location?
Match capacity to your guest load
Large homes = more trash.
Add extra bins for properties with 8+ guests to avoid overflow and review dings.
Label your bins clearly
Not all towns use color-coded lids.
Guests appreciate clear recycling instructions.
Assign bin duty
Decide who will roll bins out and back—guests, cleaners, neighbors, or a trash service.
Budget for extra pay if cleaners handle it.
Set rules for what goes in the trash
Ban items like fish carcasses or large objects that attract pests or cause smells.
Consider signage on bins for clear guest guidelines.
🎧 Why Listen to This Episode?
Because trash isn’t glamorous—but it’s essential. Getting it wrong costs you time, money, and 5-star reviews. Getting it right keeps guests happy, neighbors quiet, and your property running smoothly without last-minute scrambles.
📌 Mentioned in the Episode
Maximize your profits and get that money! Get your first month FREE and receive $10 off your first paid month when you click on the link below!
Link: PriceLabs
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
🤝 Let’s Connect
Thinking about improving your Airbnb’s trash system? DM me on Instagram at @theairbnbroadmap with your questions or share your setup! I’d love to cheer you on and help you out.
🛠 Work With Me
Want to start or scale your own short-term rental business? Check out the Airbnb Roadmap Accelerator to learn how to find, launch, and manage your STRs with confidence.
⏱ Chapters
00:00 – Why Trash Management Matters 01:36 – The Three Pre-Purchase Trash Questions 06:50 – City vs. Rural Trash Realities 11:12 – When Trash Service Isn’t an Option 13:50 – Matching Bin Capacity to Guest Count 15:50 – Labeling & Recycling Rules 17:20 – Who Rolls the Bins Out? 21:25 – Rural Property Trash Solutions 26:20 – What Can & Can’t Go in the Bins 29:20 – Trash Done Right vs. Trash Done Wrong 30:18 – Building Trash Costs Into Your STR Budget
🔁 Subscribe and Share
If you enjoyed this episode, subscribe to The Airbnb Roadmap on your favorite podcast platform and share it with a fellow host who needs a trash system upgrade!
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Hey, it’s Brittany! Welcome back to The Airbnb Roadmap! Today I’m diving into something wildly underrated but absolutely essential to your short-term rental success: quality control.
We’re talking about the behind-the-scenes details that make or break your reviews—like burnt-out lightbulbs, gross trash cans, and remotes with dead batteries (yep, I’ve missed them all). I’m walking you through the exact five-part system my husband and I use to make sure our properties stay in top shape—even when life is chaotic and we’re juggling renovations, new properties, and baby snuggles.
If you’ve ever been blindsided by a guest complaint you thought you had covered, this episode is going to help you tighten things up and level up your guest experience.
🔑 Key Takeaways for STR Quality Control
Cleanliness: Don’t just rely on “looks clean”—check under beds, inside drawers, tops of fans, and even the bottom of trash bins. Guests will notice.
Functionality: Run the dishwasher, flush toilets, check faucets for leaks, and definitely test light switches (learn from my mistakes). Every detail matters.
Inventory: Keep a running list of everything that’s supposed to be in the unit—towels, coffee pods, working remotes—and make sure what’s listed on Airbnb is actually there.
Guest Touchpoints: Check your welcome book, scent diffusers, Wi-Fi instructions, and QR codes. The little things set the tone.
Curb Appeal: First impressions start in the driveway. Is the grass cut? Are the cafe lights working? Is the porch swept? Don’t let a messy yard tank your reviews.
🎧 Why Listen to This Episode?
Because quality control isn’t about being perfect—it’s about being intentional. If you want fewer guest complaints, stronger reviews, and smoother operations, this checklist will give you a rock-solid foundation (plus a few laughs along the way).
📌 Mentioned in the Episode
Sign up with Hospitable: Every dollar counts when it comes to investing. Save $30 when you sign up under the link below! Save time and money today!
Link: https://hospitable.com/?grsf=brittany-qvwa2r
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
🤝 Let’s Connect
Thinking about improving your STR quality control systems? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
🛠 Work With Me
Want help setting up or scaling your Airbnb? I offer coaching and services designed for new and growing hosts. Learn more here.
⏱ Chapters
00:00 – Life update: Baby Melanie & Property #4 02:26 – The underrated importance of quality control 06:23 – Cleanliness: Where cleaners miss & what guests notice 08:45 – Functionality: My light switch mistake & what to test 15:37 – Inventory: What you say you have must match the listing 19:09 – Guest experience: QR codes, smells, and welcome books 20:45 – Curb appeal: Grass, lighting, keypads & more 23:39 – Creating systems: Google Forms & the Turno app 25:55 – Frequency of quality checks & final thoughts
🔁 Subscribe and Share
If this episode helped you catch a few blind spots in your Airbnb, share it with a fellow host and leave a review! Don’t forget to subscribe so you don’t miss future episodes that help you grow your short-term rental business with clarity and confidence.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary In this episode, I take you behind the scenes of my own wedding—yes, we got married at a short-term rental—and how that experience opened my eyes to a whole new income stream for Airbnb and Vrbo hosts. Whether you’re planning a wedding or looking to boost your property’s revenue, I’m sharing all the tips, lessons, and wild stories from our wedding weekend at a $9M mansion in Lake of the Ozarks.
Key Takeaways
How to creatively turn a short-term rental into a wedding venue
My personal Airbnb wedding story (complete with pool jumps and party chaos!)
What hosts should know before allowing weddings at their property
Pricing strategies, rules, and insurance tips for hosting weddings
How to list your property as a venue on Airbnb, Vrbo, and The Knot
Why Listen to This Episode? Because weddings are big business—and your Airbnb might be the next best venue. From firsthand experience to pro insights (I was a wedding planner!), I’m sharing exactly how you can tap into this market and make weddings work for your STR.
Mentioned in the Episode
Start your Airbnb Profile: Receive $48 back when starting your Airbnb profile and I'll have your back every step of the way!
Link: https://www.airbnb.com/r/brittanyb15480?s=6&t=061n0g
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect Thinking about turning your property into a wedding venue? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me Want help finding a short-term rental property that can double as a wedding venue? Or already have one and want to make it wedding-ready? Let’s talk. Head to theairbnbroadmap.com to work together or learn about my course.
Chapters 00:00 - Wedding season chaos & 9 weddings in one summer 02:25 - My background as a wedding planner 04:00 - Why we chose a short-term rental for our wedding 06:30 - How we found the perfect mansion on Lake of the Ozarks 09:15 - How we hacked our costs (our friends paid to stay!) 11:30 - The behind-the-scenes wedding planning chaos 13:00 - Pool party, wedding dress dive, and epic stories 16:00 - Why your Airbnb could be a wedding goldmine 17:40 - Setting your wedding rental rules & coordinator requirements 18:45 - How to list your STR on The Knot 20:00 - Final tips and encouragement to turn your Airbnb into a wedding venue
Subscribe and Share If this episode gave you a new perspective or idea, subscribe to The Airbnb Roadmap and leave a review! Share it with a friend who’s wedding planning—or thinking about turning their rental into a venue.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
In this episode of The Airbnb Roadmap, I’m joined by Matt Sanderson, founder of STRIQ (aka “Strike”), to dive deep into how his platform is revolutionizing short-term rental investing. We talk about how STRIQ can help you analyze properties in minutes (not months), why AI and big data are your new best friends, and how even beginner investors can use this tool to find cash-flowing Airbnbs faster. Matt also shares his journey from farm boy to tech founder and reveals game-changing updates coming soon to STRIQ!
Key Takeaways
What STRIQ (or “Strike”) actually is and why it’s a game-changer
How STRIQ combines MLS, revenue data, and analysis in one app
Why design and amenities are critical to Airbnb success
How to use seller credits to fund upgrades and save upfront costs
AI-driven features that help optimize listings and boost revenue
Where to invest in Wisconsin for under-the-radar opportunities
The power of owning just one property to change your financial future
Why Listen to This Episode?
If you're tired of wasting time analyzing deals manually, this episode shows how STRIQ can streamline your process and help you find the most profitable short-term rentals faster. Whether you're a seasoned investor or just getting started, Matt’s insights will open your eyes to the opportunities waiting in markets like Wisconsin, and beyond.
Mentioned in the Episode
STRIQ (Strike) platform: https://www.striq.com
Free Tier Access (Exclusive!): DM me or Matt for private access
Matt Sanderson
Email: matt.sanderson@striq.com
Instagram: https://www.instagram.com/striq.app/
Start your Airbnb Profile: Receive $48 back when starting your Airbnb profile and I'll have your back every step of the way!
Link: https://www.airbnb.com/r/brittanyb15480?s=6&t=061n0g
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Let’s Connect
Thinking about using STRIQ to analyze your next Airbnb deal? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me
Looking to buy, sell, or optimize a short-term rental in Wisconsin or beyond? Check out www.frontporchrealtywi.com to see how I can help with your next STR investment!
Chapters
00:00 - Meet Matt Sanderson & the STRIQ Story 03:00 - What STRIQ Actually Does 07:00 - Why Properties Next Door Perform Differently 10:30 - Case Study: A Real Deal Found on STRIQ 13:00 - Why Design Matters More Than Ever 18:00 - Wisconsin’s Best STR Markets 26:00 - Why NOW Is Still a Good Time to Buy 32:00 - Seller Credits & Saving Cash Upfront 39:00 - Using STRIQ’s AI for Listing Optimization 46:00 - The Future of STRIQ: Free Tier, AI Tools & Selling Properties 55:00 - How to Connect with Matt
Subscribe and Share
Enjoyed this episode? Be sure to follow The Airbnb Roadmap wherever you get your podcasts and share it with your investor friends! Every share helps more people find the show. 🎧
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary
This one stings a little. In today’s episode, I’m walking you through the exact scenario I’ve dreaded since becoming an Airbnb host: a guest checked into a dirty cabin. Not once, but twice. 😬 Despite all the systems, automations, and bulletproof planning, it still happened—and it sucked. But I’m sharing it all with you so you can learn from my mistakes and avoid a total guest meltdown. I also break down how we use the cleaning app Turno (formerly TurnoverBnB), how we handle inventory, and how to bounce back with grace when crap hits the fan.
Key Takeaways
What Turno is and how it automates your STR cleaning schedule
The #1 reason our cleaner missed not one—but two cleans
Why relying only on automation can backfire
Real guest reactions (the good, the bad, and the absolutely screaming)
How I use unread messages and Amazon orders to stay on top of inventory
Why I send supplies to my cleaner’s house, not the property
What to do when a guest wants a refund—and how to avoid a bad review
Lessons learned and what I’m doing now to prevent this from happening again
Why Listen to This Episode?
If you’re relying on automation tools like Turno to run your Airbnb cleaning schedule (or you’re considering it), you need to hear this. I thought I had every duck in a row—and still had a total system failure. This episode is your behind-the-scenes look at what happens when things go wrong and how to stay calm, fix the issue, and keep your business running.
Mentioned in the Episode:
Sign up with Hospitable: Every dollar counts when it comes to investing. Save $30 when you sign up under the link below! Save time and money today!
Link: https://hospitable.com/?grsf=brittany-qvwa2r
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect
Had a cleaning disaster of your own—or nervous it’ll happen to you? DM me on Instagram at @theairbnbroadmap with your story or your questions. I’ll cheer you on (and share my sympathy!).
Work With Me
Want to avoid the Airbnb disasters I talk about on the pod? Enroll in the Airbnb Roadmap Accelerator — the step-by-step, self-paced course for launching, managing, and scaling your short-term rental. 🎉 Podcast listeners get $50 off! Click here to join
Chapters
00:00 – My biggest STR fear came true 01:00 – How Turno works and what it automates 03:00 – Pros and cons of using Turno 06:00 – Managing inventory and ordering supplies 08:45 – Why I ship everything to my cleaner’s home 11:00 – What went wrong (guest checks in to a dirty cabin) 13:30 – Dealing with Verbo guest rage & refund process 18:30 – It happened AGAIN?! 21:00 – How we handled a second missed clean 23:00 – Communicating with your business partner under stress 25:00 – Final thoughts + how I’m preventing this in the future 25:23 – Airbnb Accelerator Course promo + discount
Subscribe and Share
Love this episode? Even when it’s a little messy? 😉 Make sure to subscribe, leave a review, and share this one with a fellow Airbnb host who’s navigating the ups and downs too. We’ve all been there—let’s grow from it together.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary: A full calendar and pretty photos don't tell the full story. In this episode, I’m walking you through exactly how to analyze an existing Airbnb before you make an offer—so you don’t get stuck with a dud that looked like a dream. From earning reports to guest reviews, occupancy rates, and team transitions, I’m sharing all the numbers and red flags to watch for. Plus, we talk about what makes a property a smart buy versus a sneaky liability (even if it looks like a turnkey investment).
Key Takeaways:
Why you should never trust the seller’s word alone—ask for proof
The specific financial docs to request (and how to read between the lines)
How guest reviews reveal hidden issues you can or can’t fix
Why occupancy rates matter more than revenue alone
What tools like AirDNA get wrong—and when to trust your gut
How to evaluate the location and legality of your short-term rental
Why inheriting a bad cleaner or noisy street can kill your guest experience
Why Listen to This Episode? If you're even thinking about buying an existing Airbnb, this episode will help you run the numbers, dodge the red flags, and decide if you’re walking into a win or a warning sign. It's everything I teach my buyers and students before they make an offer.
Mentioned in the Episode:
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect: Thinking about buying an existing Airbnb? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me: 🎓 Want to confidently analyze, purchase, and manage your own Airbnb—even if it’s not “turnkey”? Take my Airbnb Roadmap Accelerator course for less than $500 and learn everything you need (without the fluff)
Chapters: 0:00 – Welcome + car buying analogy 1:45 – Don’t trust sellers—ask for these documents 3:30 – Gross vs. net income + the power of a P&L 4:30 – How to read reviews for red flags 6:00 – What you can and can’t fix in a listing 6:40 – AirDNA + other tools (with caution!) 8:30 – Understanding seasonality and month-to-month dips 9:50 – Cleaning crews, contacts, and team handoffs 12:15 – Location rules, regulations & grandfathered status 13:30 – Final gut check: is it worth it? 14:45 – Reminder: fall = STR listing season
Subscribe and Share: Loved this episode? Be sure to follow, rate, and leave a review! Share this with someone who’s shopping for their first short-term rental—they’ll thank you later.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Thinking about buying an existing Airbnb? It sounds like a shortcut—but there's a lot most people don’t tell you. In this episode, I’m pulling back the curtain on what really happens when you try to purchase a property that’s already operating as a short-term rental. From licensing delays to disappearing reviews to misleading listing agents (yes, really), you’ll learn exactly what to look out for before making an offer.
Key Takeaways:
Why people sell their Airbnb properties—and what it reveals
The #1 misconception about “buying” an Airbnb listing
How to legally transfer future guests (and why it’s tricky)
Wisconsin’s licensing requirements and delays
Red flags in listings and misleading descriptions
How outdated permits and local regulations can ruin your plans
Why Listen to This Episode? You’ll walk away knowing how to protect yourself, ask smarter questions, and avoid investing in a “turnkey” short-term rental that turns into a hot mess. Whether you're actively shopping or just curious, this episode is packed with advice I give to my own real estate clients.
Mentioned in the Episode:
Aloha Protein Bars: Receive 20% off your first order when clicking on the link below. Trust me, you will love them!
Link: https://aloha.com/THEAIRBNBROADMAP
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect: Thinking about buying an existing Airbnb? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me: 🎓 Want to confidently analyze, purchase, and manage your own Airbnb—even if it’s not “turnkey”? Take my Airbnb Roadmap Accelerator course for less than $500 and learn everything you need (without the fluff)
Chapters: 0:00 – Welcome + listener shoutouts 1:55 – Why sellers part ways with short-term rentals 4:45 – Is it really profitable, or are they burned out? 6:50 – What most buyers miss (and what I see as an agent) 8:20 – The truth about transferring Airbnb listings 10:30 – Future guests, cancellations & managing expectations 12:20 – Should you honor existing pricing? (Yes!) 14:00 – The licensing delay no one talks about 17:30 – Red flags & misleading agent descriptions 19:25 – Grandfathered-in properties vs. current rules 22:20 – Wrapping up: Do it smart, not fast
Subscribe and Share: Enjoying the podcast? Don’t forget to follow, rate, and leave a review! Share this episode with someone thinking about buying a short-term rental—they need to hear this before they write that offer.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Episode Summary:Rental agreements might not be the flashiest part of hosting, but they can be your best protection when things go sideways. In this episode, I’m diving into the real reason you might want to consider having a custom agreement for your Airbnb—even if Airbnb already has built-in terms. I share exactly what we include in our own two-page rental agreement (yes, even the part about shooting cans in the woods 🙃), the legal gray areas, and why I ditched Hospitable’s signature portal. Plus, I spill the truth about what happens when guests don’t want to sign it, how it affects reviews, and when it’s worth the hassle.
Key Takeaways:
Why rental agreements aren’t required, but might still be worth it
What we include in ours (and why)—from quiet hours to pet policies
How to enforce a rental agreement if a guest breaks the rules
Airbnb’s current stance on outside agreements
When to avoid enforcing rules to protect your reviews
How to handle guests who don’t want to sign the agreement
Why Listen to This Episode? You’ll walk away with a better understanding of when a rental agreement is essential, how to build one that actually holds up, and the sneaky loopholes you should know about to keep both Airbnb and your guests happy.
Mentioned in the Episode:
Start your Airbnb Profile: Receive $48 back when starting your Airbnb profile and I'll have your back every step of the way!
Link: https://www.airbnb.com/r/brittanyb15480?s=6&t=061n0g
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect: Thinking about adding a rental agreement to your Airbnb? DM me on Instagram at @theairbnbroadmap with your questions or share your current setup! I’d love to cheer you on and help you out.
Work With Me: 🎓 Want to learn how to set up your Airbnb the right way—with automations that save you time and sanity? Check out my Airbnb Roadmap Accelerator course for under $500
Chapters: 0:00 – Baby hiccups & intro 1:25 – When we use rental agreements (and when we don’t) 3:10 – Why Airbnb’s built-in terms aren’t always enough 4:30 – What’s actually in our rental agreement 10:00 – Can you enforce it? (and is it worth it?) 14:30 – How star ratings play into rule enforcement 18:30 – My Hospitable rental agreement experience 21:50 – Airbnb’s latest rules about extra agreements 23:00 – What to do if guests don’t want to sign 25:00 – Direct booking? You definitely need an agreement 27:00 – Final thoughts + bonus pep talk
Subscribe and Share: Loved this episode? Be sure to follow, rate, and leave a review! And don’t forget to send this to another host who needs help navigating the fine print.
Airbnb Roadmap Accelerator Course
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Hey, it’s Brittany! In this episode of The Airbnb Roadmap, I sit down with Ashley Lang—a powerhouse real estate investor with a diverse and thriving portfolio. Ashley shares how she stumbled into short-term rentals by accident and ended up scaling to over 30 furnished rentals, most of which are now midterm stays. We talk about the transition from vacation to midterm rentals, how she built a full team to support her, and the mindset shifts that helped her (and her husband) take the leap into real estate full time.
Whether you’re a first-time investor or dreaming of scaling your portfolio while working less, this episode is packed with lessons from someone who’s built it step-by-step—and done it with intention.
Key Takeaways from My Conversation with Ashley Lang
Getting Started by Accident Can Be a Good Thing Ashley’s first Airbnb was meant to be a weekend getaway—but high demand flipped the script.
Good Design = Bookings Even back in 2018, Ashley’s thoughtfully designed space stood out and stayed booked. Her advice? Don’t underestimate the value of great aesthetics and guest-ready amenities.
Midterm Rentals Are a Hidden Gem After starting with short-term rentals, Ashley found her groove in midterm stays—less wear and tear, lower management needs, and consistent income.
Scaling Requires Systems (and People) Ashley shares how she gradually built a “mini army” of VAs, assistants, revenue managers, and marketers to take tasks off her plate so she could grow the business.
Diverse Portfolios Provide Peace of Mind Ashley’s mix of long-term, midterm, short-term rentals—and flips—gave her stability and options during market shifts.
Mindset is Everything One of Ashley’s top tips? Surround yourself with people doing what you want to do—and work on your mindset like it’s your job.
Manifestation Isn’t Woo-Woo—It Works We talk about the power of believing in your goals, visualizing success, and stepping into the version of yourself who already has what you want.
Why Listen to This Episode?
If you’ve ever wondered:
“Should I do short-term or midterm rentals?”
“How do I actually scale and not burn out?”
“Is it possible to quit my 9–5 with real estate?” Then this is your episode.
Ashley shares a behind-the-scenes look at how she grew her portfolio and team while staying aligned with her goals—and how you can too.
Mentioned in the Episode
Ashley Lang on Facebook: @theashleylang
AshleyLang32@gmail.com
www.ClearTrailProperties.com
www.RentwithKeystone.com
www.LuxLightTherapy.com
www.BuckandAshley.com
Want to learn how to launch an Airbnb?: Every dollar counts when it comes to investing. Save $50 with the Promo-code: 5STARPODCAST
Link: Airbnb Roadmap Accelerator Course
Connect with Me on Instagram: Follow me @airbnbroadmappodcast for behind-the-scenes content, tips, and updates.
Let’s Connect
Thinking about building a midterm or short-term rental portfolio? DM me on Instagram at @theairbnbroadmap with your questions or share your progress! I’d love to cheer you on and help you out.
Work With Me
Want help buying, analyzing, and launching your first (or next) short-term rental? Visit frontporchrealtyco.com or check out my course at airbnbroadmap.com.
Chapters
00:00 – Intro & Ashley’s accidental start 02:30 – From one rental to two (and then thirty!) 05:00 – Design, demand, and why midterms won 11:00 – Building her dream team 14:00 – Scaling with intention 18:00 – Why they diversified the portfolio 23:00 – Buck’s journey from W2 to full-time investor 25:00 – Top advice for first-time STR investors 28:00 – Manifestation and mindset shifts 30:00 – Where to find Ashley
Subscribe and Share
If you found this episode helpful, hit that subscribe button and share it with a friend who’s thinking about diving into real estate investing. You never know who needs to hear it today!







