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Startups For the Rest of Us

Startups For the Rest of Us
Author: Rob Walling
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© 2025 Startups For the Rest of Us
Description
The original podcast for bootstrapped and mostly bootstrapped startups, this show follow the stories of founders as they start, acquire, and grow SaaS companies. Hear when they fail, struggle, succeed, and take you with them through the tumultuous life of a SaaS founder. If you like Mixergy, This Week in Startups, or SaaStr, you’ll enjoy Startup for the Rest of Us.
433 Episodes
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Can churn ever be good in SaaS?
In this episode, Rob Walling is joined by fan favorite Derrick Reimer for a listener Q&A. They break down what it takes to compete with well-funded incumbents, how to decide whether to pivot or push forward, when a technical co-founder is truly necessary, the right time to think about trademarks, and the difference between “good churn” and “bad churn” especially when customers fall outside your ICP.
Episode Sponsor:
AI is completely changing how people discover brands and content online,
and Ahrefs has built a full-blown SaaS marketing platform to help you stay ahead.
With over 15 years of real-world web data, and AI that actually understands marketing, Ahrefs helps you measure your brand presence, build authority, and monitor reputation across search, social, and AI platforms like ChatGPT, Google AIOs, Perplexity, and more.
You can also dig into what’s driving your competitors’ visibility and spot market gaps before they do, helping you create content that ranks and drive new traffic to your business.
There's no need to juggle a bunch of disconnected tools- get Ahref’s all-in-one platform to make your brand unmissable in a fast-moving world.
Try it free at ahrefs.com/awt.
Topics we cover:
(3:35) – Competing with well-funded incumbents
(12:47) – Should you focus on competitors or customers?
(20:20) – Pivot, press on, or move on: how to decide
(29:09) – Finding and vetting a technical co-founder or partner
(39:04) – When should you pursue trademarks?
(44:24) – Is churn ever good for a startup?
Links from the Show:
MicroConf US 2026 - Portland, Oregon - Use Promo Code ROB50 for $50 off.
MicroConf Connect
BIMI (Brand Indicators for Message Identification)
SavvyCal
Derrick Reimer | LinkedIn
Derrick Reimer (@derrickreimer) | X
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
What if you could get all 15 years of this podcast bundled up into one episode?
In episode 800, Rob Walling goes solo for a special milestone installment of Startups For the Rest of Us. He covers the 12 foundational commandments that shape his approach to SaaS, hard-won lessons forged from years of building, investing in, and advising startups.
Topics we cover:
(3:46) – #1: Nuance beats absolutes
(6:52) – #2: Make hard decisions with incomplete information
(9:16) – #3: Avoid the classic traps
(12:22) – #4: Don't build without real evidence
(15:14) – #5: Marketing beats product
(19:08) – #6: Fewer customers, better customers
(21:01) – #7: Respect (and fear) the platform
(24:04) – #8: Build your network, not just your audience
(26:30) – #9: Overnight success takes a decade
(28:45) – #10: Stack small wins
(31:22) – #11: Be careful who you listen to
(33:15) – #12: The hardest battles are in your own head
Links from the Show:
MicroConf US 2026 - Portland, Oregon - Use Promo Code ROB50 for $50 off.
Invest in TinySeed Fund Three
SaaS Playbook
The Entrepreneur's Guide to Keeping Your Sh*t Together
Exit Strategy
Episode 685 | 7 Things You Should Never Do
Episode 700 | Playing the Long Game
Episode 735 | The 8 Levels of SaaS Platform Risk
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
What's next for OutboundSync?
In the Season 5 finale of TinySeed Tales, Rob Walling talks with Harris Kenny as OutboundSync blows past $500k ARR. Harris shares the wins and struggles of getting here, from choosing not to raise funding (for now), to planning a laser tag event no committee would approve, to what comes next on the road to $1M.
Topics we cover:
(1:49) – Crossing $500k ARR and building personal health habits
(5:36) – The big levers behind OutboundSync’s growth
(6:39) – Laser tag, not hotel happy hours
(13:01) – Deciding not to raise more funding (for now)
(16:25) – An overbuilt tech stack
(17:57) – Competitors, copycats, and growing a brand
(19:06) – The next chapter for OutboundSync
(23:29) – Ambition, TinySeed, and channeling energy
(25:14) – Harris’s advice for founders still grinding
Links from the Show:
Invest in TinySeed Fund Three
Coaching Call Bonus
OutboundSync
Harris Kenny | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
How do you bootstrap a SaaS to $1 million+ ARR?
In this episode, Rob Walling chats with Colin Bartlett about how he and his co-founder Andy transformed a side project monitoring tool into a seven-figure ARR business that now serves as an early warning system for outages across 6,000+ services.
From nearly abandoning the product during three stagnant years to discovering their killer differentiation, Colin's journey is a masterclass in patient iteration, finding product-market fit the hard way, and why sometimes the most boring infrastructure businesses make the best SaaS companies.
Episode Sponsor:
You’ve probably heard that ChatGPT can do all of your marketing. But that’s nonsense unless your strategy is blindly following tired, recycled, outdated strategies.
If you care about systematically creating a marketing engine that converts, not just throwing spaghetti at the wall to see what sticks, you need real humans who actually understand positioning, persuasion, and modern customer acquisition playbooks.
That’s Conversion Factory. They’re a SaaS marketing and design agency that have worked with over 50 startups, including several TinySeed companies.
Book a call at conversionfactory.co and mention this podcast for $1,000 off your first month. And if you’re at MicroConf Europe next week, make sure to connect with Corey Haines in the hallway track.
Topics we cover:
(3:08) – How StatusGator detects outages (and why users are part of the signal)
(6:23) – From side project to SaaS: the early days of building StatusGator
(8:46) – Shifting the ICP: Why developers weren’t the buyers
(11:44) – SEO as the engine behind thousands of trials
(17:00) – Hitting early MRR milestones and hiring the first marketer
(25:12) – How TinySeed funding unlocked a full product redesign
(32:05) – Building a dual funnel to boost ACV and win enterprise deals
(38:00) – Advice for other SaaS founders playing the long game
Links from the Show:
Invest in TinySeed Fund Three
MicroConf Mastermind Matching - Applications open until September 24th
StatusGator
Colin Bartlett | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
OutboundSync just hit $35k MRR—but the decisions are only getting harder.
In this episode of TinySeed Tales, Rob Walling and Harris Kenny dive into the messy middle of SaaS growth, where every opportunity comes with a trade-off. They explore the tension between raising funds you don't need, staying focused when good ideas keep coming, and building a business while raising a family.
Topics we cover:
(2:28) – From $20k to $35k MRR in three months
(2:53) – The bets that moved the needle
(4:56) – Infinite runway, SOC 2 wins, and building trust
(8:29) – Saying no to good ideas with limited bandwidth
(10:00) – Decision-making, value-driven growth, and agency DNA
(13:14) – Should Harris raise more funding or stay focused?
(15:52) – Why boring “pipes” matter in an AI world
(20:25) – Trade-offs, mindset, and building for scale
(25:35) – Hiring a sales coach and focusing on what works
(27:52) – Balancing startup stress with parenting
Links from the Show:
SaaS Institute
Coaching Call Bonus
OutboundSync
Harris Kenny | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
What if your SaaS isn’t growing because of the product, not the marketing?
In this solo adventure episode, Rob Walling unpacks why SaaS marketing feels harder than ever and why most advice out there will waste your time. He shares how he’d approach things if growth has stalled, the questions he’d ask first, and why real progress comes from proven fundamentals.
Episode Sponsor:
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Book your free strategy session at gearheart.io and mention this podcast to get 20% off discovery or embedded engineers for your team. That's gearheart.io.
Topics we cover:
(2:20) – Why marketing is harder than ever, and what’s changed
(3:40) – The Dunning-Kruger Effect
(11:30) – Marketing is not just convincing someone to buy what you've built.
(16:30) – Validating vs. throwing dice at a wall
(20:03) – Is there a ‘one right way’ to grow a business?
(25:00) – Be careful who you listen to
Links from the Show:
MicroConf Events
MicroConf Mastermind Matching
75+ SaaS Marketplaces
The SaaS Playbook
TinySeed
Rob Walling (@robwalling) | X
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
Harris hit $20k MRR. It’s real. What’s next?
In this episode of TinySeed Tales, Rob Walling celebrates with Harris Kenny after OutboundSync crosses $20k MRR ahead of schedule. They talk about why hitting a milestone can feel both exciting and overwhelming, the arrival fallacy, and how simple, consistent execution may be all it takes to reach $30k. Harris shares the bets that moved the needle, including Salesforce, SOC 2, and what hidden demand taught him about building integrations before anyone asked.
Topics we cover:
(1:32) – Crossing $20k MRR and aiming for $30k
(6:29) – The Salesforce bet
(8:17) – Runway, burn, and pricing upmarket
(10:34) – Raise capital or keep bootstrapping
(15:03) – SOC 2 as a sales unlock
(20:11) – Marketplace credibility and AppExchange
(22:05) – Hidden demand for Salesforce
(26:11) – The push to $30k and parity
Links from the Show:
Invest in TinySeed Fund 3
Coaching Call Bonus
MicroConf Events
OutboundSync
Harris Kenny | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
B2C, low price point, one-time payments… not the typical recipe for a life-changing exit.
In this episode, Rob Walling talks with longtime listener Zamir Khan, founder of VidHug (now Memento). Zamir’s story broke a lot of SaaS “rules”: B2C, low price point, one-time payments, and years of slow growth. He shares how he nearly gave up, the pandemic surge that changed everything, and the emotional ride that led to a life-changing exit.
Episode Sponsor:
AI is completely changing how people discover brands and content online,
and Ahrefs has built a full-blown SaaS marketing platform to help you stay ahead.
With over 15 years of real-world web data, and AI that actually understands marketing, Ahrefs helps you measure your brand presence, build authority, and monitor reputation across search, social, and AI platforms like ChatGPT, Google AIOs, Perplexity, and more.
You can also dig into what’s driving your competitors’ visibility and spot market gaps before they do, helping you create content that ranks and drive new traffic to your business.
There's no need to juggle a bunch of disconnected tools- get Ahref’s all-in-one platform to make your brand unmissable in a fast-moving world.
Try it free at ahrefs.com/awt.
Topics we cover:
(3:47) — From podcast listener to SaaS founder
(7:59) — The role of luck, timing, and the pandemic in growth
(18:37) — A birthday gift becomes a product
(23:54) — Charging early and surviving slow growth
(30:47) — From $1k a month to 80k daily users
(39:58) — Support load, stress, and the edge of burnout
(48:58) — Deciding to sell (and why timing mattered)
(52:57) — Life after the exit: slowing down and finding balance
Links from the Show:
TinySeed – Applications close tonight!
MicroConf Connect – The community for SaaS founders
The SaaS Playbook
Memento (formerly VidHug)
Zamir Khan (@zam1rkhan) | X
Zamir Khan | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
What happens when momentum hits and your biggest challenge becomes keeping up?
In this episode of TinySeed Tales, Rob Walling catches up with Harris Kenny, founder of OutboundSync. Revenue is growing, the team is moving fast, and enterprise leads are coming in. But with success comes complexity: support load, pricing strategy, and product demands are all increasing. Harris is hiring again, learning to say no, and figuring out how to keep the momentum without losing focus.
Topics we cover:
(1:40) – Closing his biggest deal ever and what it unlocked
(4:26) – Learning how to do enterprise sales
(6:20) – How SOC 2 made the product stronger
(12:18) – New hires are paying off
(18:23) – Building the Salesforce integration
(22:13) – Getting pull from the market, not pushing
(24:10) – Taking customers from unicorns
Links from the Show:
TinySeed SaaS Accelerator - Applications close on September 9th
Coaching Call Bonus
Invest in TinySeed
YNAB (You Need A Budget)
Dynamite Jobs
OutboundSync
Harris Kenny | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
Is GPT-5 a real risk for SaaS founders, or just the beginning of a new chapter?
In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into GPT-5’s mixed reviews, signs of stress in the A.I. bubble, and how Windsurf’s $2.4B exit left early employees with nothing. They also unpack why returning a VC fund is such a rare (and big) deal.
Episode Sponsor
This episode is brought to you by Gearheart.io, which specializes in helping early-stage founders validate ideas, prototype SaaS products, and build AI-powered MVPs with real user testing, so your code won’t crumble when your first customers show up.
Founded by entrepreneurs who’ve launched and exited their own startups, Gearheart has helped launch over 70 B2B SaaS products, including SmartSuite (which raised $38 million). They get where you’re at.
Book your free strategy session at gearheart.io and mention Startups for the Rest of Us to get 20% off discovery, validation, or prototyping services.
Topics we cover:
(3:12) – TinySeed returns Fund One
(9:40) – GPT-5: Upgrade or letdown?
(19:19) – Are we in an AI bubble?
(24:09) – The Windsurf debacle: $2.4B exit, $0 for early employees
(31:06) – The bigger problem: Are startups forgetting to share the upside?
(40:05) – Lifestyle vs. Ambitious Bootstrapping
Links from the Show:
TinySeed Fall 2025 Applications Live Q&A - Join us Wednesday September 3rd
TinySeed SaaS Accelerator - Applications are Open!
Invest in TinySeed
MicroConf
SaaS Institute
Discretion Capital
Einar Vollset | LinkedIn
Einar Vollset (@einarvollset) | X
Tracy Osborn
Tracy Osborn | LinkedIn
Tracy Osborn (@tracymakes) | X
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
In this episode of TinySeed Tales, Rob Walling reconnects with Harris Kenny, founder of OutboundSync, to explore the rapid evolution of his SaaS business just months after transitioning from agency work.
Harris shares how niching down to outbound-focused agencies unlocked sales momentum. He talks about hiring, his Salesforce breakthrough, SOC 2 prep, and why finally spending his TinySeed funding changed everything.
Topics we cover:
(2:27) – Launching a lower-priced version and building expansion revenue
(6:40) – How lead-gen shops are outpacing legacy rev ops
(12:01) – Hiring full-time: Dev speed, onboarding load, and customer success firepower
(18:15) – A surprise Salesforce breakthrough and what it means for product strategy
(24:42) – SOC 2 prep, pricing confidence, and finally spending the TinySeed check
Links from the Show:
Join the TinySeed Mailing List
Apply for TinySeed - Applications reopen September 1, 2025
OutboundSync
Harris Kenny | LinkedIn
Coaching Call Bonus
Dynamite Jobs
Vanta
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
How can you scale yourself as a founder?
In this episode, Rob Walling is joined by Yaniv Bernstein (co-founder and CTO of Violet, former COO, VP of Engineering, and Google leader) to unpack how a founder’s role must change as the company grows. From writing the code yourself to leading managers of managers, they dig into the tough transitions every founder faces, and what happens if you don’t adapt.
Topics we cover:
(3:27) – How the founder/CEO role changes as your SaaS scales
(8:44) – The turning point where systems and processes matter
(14:49 – When to hand off marketing, sales, or product as a founder
(19:44) – Why setting context is your #1 job as a founder-CEO
(28:19) – Why hiring right (and firing fast) makes or breaks scaling
Links from the Show:
SaaS Institute
MicroConf | The community for SaaS founders
MicroConf YouTube Channel
People Engineering
The SaaS Playbook
Yaniv Bernstein | LinkedIn
Yaniv Bernstein (@ybernsteindig) | X
The Startup Podcast
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
Welcome to Season 5 of TinySeed Tales, the documentary-style series where we follow one SaaS founder’s journey over 12 months to hear about the wins, the missteps, and everything in between.
In this season premiere, Rob Walling introduces Harris Kenny of OutboundSync. After running a successful agency, Harris makes the leap to go all-in on SaaS. It’s a high-stakes transition that many agency owners are never able to make.
Topics we cover:
(2:25) – From agency owner to TinySeed-backed SaaS
(6:38) – Walking away from consistent agency revenue to go all-in on SaaS
(13:51) – Going all-in vs. splitting focus
(16:13) – Why most agencies fail at SaaS
(28:15) – What’s working, what’s not, and what’s next
Links from the Show:
Join the TinySeed Mailing List - Applications reopen in September 2025
Apply for TinySeed
Coaching Call Bonus
MicroConf Connect
OutboundSync
The SaaS Playbook
Harris Kenny | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
What are the real risks of AI-generated code and “vibe coding”?
In this episode, Rob Walling is joined once again by fan-favorite Derrick Reimer to answer a fresh batch of listener questions. They dig into solo vs. co-founder trade-offs, managing scope creep, and how integrations can shape early traction.
Want to get your questions answered? Drop them here.
Topics we cover:
(2:33) – Do you need a co-founder to succeed in SaaS?
(5:18) – The Risks of AI-Generated Code and “Vibe Coding”
(13:50) – How to manage scope creep as a solo founder
(23:32) – Finding and retaining great contractors
(39:43) – How to build a startup culture with a bias for action
Links from the Show:
MicroConf Europe | Istanbul, Sep 28-30, 2025
TinySeed Tales Podcast
MicroConf Connect
TinySeed Fund
SavvyCal
Derrick Reimer | LinkedIn
Derrick Reimer (@derrickreimer) | X
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
How do you know it’s time to move on from a product that’s growing?
In this episode, Rob Walling chats with Braden Dennis, co-founder of Fiscal.ai (formerly FinChat), about a rare founder journey: bootstrapping, catching lightning in a bottle, and choosing to go big with venture capital. They dive into the emotional and strategic weight of shutting down a $1.5M ARR product, what shifts when you scale past 40 people, and why Braden prioritized long-term vision over short-term revenue.
Topics we cover:
(2:30) – From FinChat to Fiscal.ai: rebranding and repositioning
(6:50) – Why they raised a $10M Series A
(13:09) – From bootstrapped to venture-backed: what changes?
(19:56) – Becoming a real CEO at 25 employees
(26:44) – Why they shut down a $1.5M product
(30:30) – Lessons from having four co-founders
(33:13) – The benefits of joining TinySeed
Links from the Show:
MicroConf Connect
The Great CEO Within
TinySeed: SaaS Institute
Fiscal.ai (formerly FinChat)
Braden Dennis (@BradoCapital) | X
Braden Dennis | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
How do you really know when you’ve hit product-market fit?
In this episode, Rob Walling welcomes back Kevin Wagstaff, co-founder of Spectora, to answer listener questions about early traction in Facebook groups, finding product-market fit, handling criticism, and what it really took to bootstrap to a $90M exit.
Want to get your questions answered? Drop them here.
Topics we cover:
(3:15) – Early traction using Facebook groups
(7:17) – The tradeoff between growth and work-life balance
(12:26) – Participating inside Facebook groups run by rivals
(14:39) – Ranking for niche SEO terms
(19:06) – Funding the early days through consulting
(25:14) – Surviving churn in a seasonal, high-turnover market
Links from the Show:
SaaS Institute
Mark Cuban Blog Post
Kevin Wagstaff | LinkedIn
Kevin Wagstaff (@KevinWagstaff3) | X
Spectora
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
How do you choose between multiple product ideas?
In this solo episode, Rob Walling answers listener questions about picking between two SaaS ideas, product positioning, and how to know when to stop working on a project.
Want to get your question answered? Drop them here.
Topics we cover:
(3:06) – Choosing between two AI products
(9:38) – Will early niche positioning hurt future growth?
(14:51) – At what point would you consider lowering prices?
(22:35) – Narrowing your ICP and product focus
(28:07) – How do you spec agency projects?
(30:10) – Should you keep building on a changing platform?
Links from the Show:
MicroConf Europe | Istanbul, Sep 28-30, 2025
SaaS Launchpad
TinySeed
The SaaS Playbook
MicroConf Connect
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
What’s the real roadmap to lasting financial freedom?
In this episode, Rob Walling chats with Nick Maggiulli about his new book, The Wealth Ladder. Nick explains how to identify your current financial stage and what it really takes to move up. They dig into how wealth changes your spending habits, why exits (not salaries) drive significant changes in net worth, and how your definition of freedom might evolve over time.
Topics we cover:
(6:07) – Defining the six levels of wealth
(11:49) – Why earning more isn’t enough
(14:17) – How entrepreneurs build wealth
(15:15) – The “0.01%” spending rule
(31:13) – Can money actually make you happier?
Links from the Show:
Invest in TinySeed
Of Dollars And Data
The Wealth Ladder by Nick Maggiulli
Just Keep Buying by Nick Maggiulli
The E-Myth Revisited by Michael E. Gerber
Nick Maggiulli | LinkedIn
Nick Maggiulli (@dollarsanddata) | X
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
When is the right time to sell your profitable SaaS?
In this week's episode, Rob Walling talks with Pierre de Wulf, co-founder of ScrapingBee, about how they mostly bootstrapped their web scraping SaaS to $5 million ARR and an eight-figure all-cash exit. They explore the pivotal shift that took them from $7K MRR to nearly $1M ARR in just 15 months, what Pierre splurged on post-exit, and the emotional, legal, and strategic complexities of selling a company.
Topics we cover:
(3:31) – Why they chose to sell
(5:41) – Post-exit emotions and celebrations
(9:57) – Lessons from failed startups before ScrapingBee
(13:16) – From 8k to $1m ARR in 15 months
(17:14) – Building a scalable SEO content engine
(29:19) – Handling a major cease-and-desist
Links from the Show:
MicroConf Connect
MicroConf Talk by Pierre de Wulf
The Java Web Scraping Handbook
ScrapingBee Blog
TinySeed
Discretion Capital
Pierre de Wulf (@PierreDeWulf) | X
Pierre de Wulf | LinkedIn
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
Looking back on your entrepreneurship journey, which decisions made the biggest impact?
In this solo episode, Rob Walling breaks down the 10 decisions that shaped his success, like choosing action over perfection, learning fast from failure, and building a financial cushion to take smarter risks. It’s an honest look at what worked and the choices that made the biggest difference.
Topics we cover:
(2:53) – Stop reading, start shipping
(4:48) – Learn from mistakes and change course
(6:47) – Build a financial cushion
(8:38) – Write publicly about your journey
(13:04) – Make bigger, but manageable bets
(15:21) – Embrace the unsexy, grindy work
(18:05) – Identify blind spots to grow faster
(19:39) – Set clear goals and stick to them
(21:26) – Know when to persist, pivot, or quit
(24:40) – Don’t make decisions in emotional moments
Links from the Show:
MicroConf Connect
Start Small, Stay Small
Comic Lab Podcast
TinySeed Institute
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
this is a great podcast but i think you guys should engage with the topic first and then at the end of the show discuss how your lives are going and recent events etc.
this is awesome !
It's actually scary, and quite shocking, how little these guys know about GDPR. What a waste of listening time! You really shouldn't discuss a topic you know so little about.