Idea to Startup

Today, we're digging into the mailbag for your Thanksgiving commute. First, what idea would Brian start if he had to start an idea? We go deep on why a coffee truck idea is the best possible business for this moment. Next, we talk through how to get your spouse on board with your idea, and finally we hit on the best gifts for new entrepreneurs.Take that, Kyle. Tacklebox 50% off with code HOLIDAY2025Disciplined EntrepreurshipThe Personal MBAThe Power of HabitAtomic HabitsFour Thousand WeeksFocusmateWeber EG 1PluribusTimestamps0:30 Mailbag!01:25 Question One - What Idea Would Brian Start?03:05 The Four Idea Criteria06:40 Idea-Founder Fit07:51 A Coffee Truck14:50 Smooth Jazz15:25 Question Two - How do I get my spouse on board?19:26 Question Three - Best Gifts for Entrepreneurs

This episode is a toolkit for right-brain founders who get lost in ideas and struggle to execute. Brian shares three practical systems—AI as your left brain, the Regroup System, and the Ice Box—to help you make consistent progress, despite the whole right brain thing. This is a practical guide for turning creativity into momentum.Tacklebox (code HOLIDAY2025 for 50% off)The sailboat race I mentionTimestamps:00:30 How a Prolific Investor Invests04:47 Right Brain, Left Brain07:38 Jazz - CODE HOLIDAY202508:13 You Don’t Have a Goal11:30 Outsourcing your Left Brain to AI13:05 The Regroup System15:01 The Icebox16:59 The End

Today, we'll help you pick your startup's first customer segment. This decision dooms a huge percentage of first time entrepreneurs - if you don't understand what the job of your first customer segment is, you'll likely pick a customer incapable of doing it. Your first customer has a unique responsibility that no other customer will have - you need to choose them carefully.Conversely, if you choose the right first customer, you'll set yourself up for serious growth. We go through the five characteristics your first customer needs, give a preview of what your successful startup will look like, and help a listener find the first customer for their Myers Briggs startup. TackleboxGetting Real (museum curator reference)Everyman Espresso (☕️ 🐐)Timestamps00:27 First Time Entrepreneurs vs. Second Time Entrepreneurs03:20 The Idea: Personality-Based Management06:29 Why You, Why At All, Why Now08:55 Byldd09:55 The Story of Your Successful Startup15:35 The Five Necessary First Customer Characteristics16:41 Characteristic One: Pain21:51 Characteristic Two: The Knowledge Spectrum25:43 Characteristic Three: Measurement28:24 Characteristic Four: Influence29:48 Characteristic Five: Frequency31:45 The End

Today, we'll talk about the big question - should you start with a focused niche? There are pros and cons to the approach, but the perceived cons - "what if I get tired of the niche in a few years?" , "what if the niche doesn't lead to a bigger market?" , "isn't a niche just hiding from the bigger problem I want to solve?" have gotten louder lately. So, we'll address them. We'll go over what a good niche looks like, how to get one, and how to grow. Podcast Insider Sign UpTackleboxKurt Vonnegut Shape of StoriesSlice Podcast - How to Get Your First 1,000 Customers1:00 Kurt Vonnegut - The Shape of Stories2:38 The Niche Question4:15 The Jiro Problem5:20 Act 1 - A Chef's Startup7:48 Smooth Jazz8:15 Act 2 - What's a Niche For? 8:44 A Niche is a Shortcut to Trust11:49 A Niche to Seed Future Growth13:40 What a Good Niche Looks Like14:25 The Cook By Smelling Niche16:38 Act 3 - How to Grow From a Niche17:29 Grow Vertically or Horizontally?19:20 Grow through Influential Customers20:00 Spice Smelling Niche21:14 Act 4 - The Real Villain, and the Real Hero22:11 Trust in Future You

Hard problems are the only problems worth your time. Today, we'll talk about how to identify them and build a business around them. We'll dig in on decisions customers avoid and using those decisions to anchor early traction. We'll talk through Brian's favorite current business - a guy who buys used cars for you - and how to approach helping people with chronic pain.  Also, I'm writing a book! Want to help me? Sign up here. Tacklebox

Today, we talk about why you struggle so much with easy, seemingly straightforward tasks as a founder. You probably assume this is a productivity problem, but it's actually a nervous system problem - you've maxed out your Risk Threshold. We talk about how to navigate that and build a startup while being a human. Also, I'm writing a book!HELP BRIAN WRITE A BOOKTacklebox 00:30 - Brian’s Writing a Book02:34 - Why Easy Stuff is Hard05:02 - Your Risk Threshold07:15 - The Riskiness Equation11:27 - Why This Is So Bad and What To Do14:14 - The End

Most founders hope to get lucky. But luck isn't random - it can (and has to be) engineered. Today we'll break down exactly what luck is and how you can reverse engineer it. We'll help you identify Luck Gatekeepers and build your Luck Budget. You'll never think about entrepreneurial luck the same way again.Tacklebox (code Holiday for 50% off month one)Graham WeaverTimestamps:00:30 How to get lucky03:11 Story Time: Getting Press for 3Degrees11:06 Tacklebox12:32 The Five Types of Luck15:05 Luck for a Date Planning Service16:25 Luck Gatekeepers17:45 Luck Routines and your Luck Budget

Today, we'll help you build an SOP for testing startup ideas. We'll use an example from a listener - a startup in the homeschooling space - as a guinea pig. The best way to have a great startup idea this time next year is to test out a bunch of ideas in the interim. This SOP will help you do it, and scale the process.Tacklebox00:00 Tacklebox00:30 Pros and Amateurs02:08 Homeschool Idea05:47 The Story of Future You06:16 Entrepreneur Pro Tactic Number One - Working Backwards from Dreams07:42 Tacklebox08:50 SOPs14:19 An SOP for a Problem Worth Solving14:46 Customer Language15:55 SOP Problem Doc19:40 The Stakes23:00 The Startup Journal

Today, we'll talk about why so many entrepreneurs can't effectively explain what they're doing to their customers. The short answer is they speak the wrong language. Customers speak Problem, entrepreneurs speak Solution. It's like two people trying to have a conversation when one only speaks Latin and the other only speaks Dutch.We go through how to start speaking Problem, and show the power of Problem Language through a live idea test - two landing pages for an AI bot to help people get out of debt: one with Solution Language, one with Problem Language.  TackleboxThe Brain Audit00:00 Tacklebox00:37 How to Speak Problem01:21 The Brain Audit01:55 Farm Stand Problem Language06:03 The Idea: AI to Get Out of Debt07:38 Smooth Jazz08:07 Why You Won’t Use Problem Language10:31 Signs in NYC15:00 AI for Debt17:41 Landing Page Test19:18 The End: This Is Everywhere - Cold Email Examples

Today’s episode is for everyone who struggles to summarize their startup in a sentence. We lay out a framework to do this well with help from a sticker on the street, a hedge fund, and a Vietnamese coffee shop.TackleboxIdea to Startup Newsletter00:33 One Sentence Marketing01:10 Train to NYC03:04 The best marketing Brian’s seen in a while06:42 Smooth Jazz07:28 Choosing a Customer and the Knowledge Spectrum08:54 Air Quality Idea13:07 Inflection Points + The Conference Exercise14:09 The End - Vietnamese Coffee

Today, we'll teach you how to name your startup. This is from No Whisper Ideas, a post sent every Sunday by Brian. Customer Interviews Workshop (Starts Sep 15)No Whisper Ideas Weekly Post 

Today, we build a machine to help you actually run customer interviews.We’ll use AI to tackle the big blockers—accountability, CRM setup, outreach, transcription, and even how to pick your first customer. You’ll hear the idea Brian is testing with the interview machine, and we’ll walk through exactly how AI can make the process faster, more uncomfortable (in the right way), and a lot more effective. Plus, a bit on creativity and being human.Tacklebox Customer Interview Workshop (starts 9/15)ClaudeCalendlyGranola00:00 Intro00:30 Avoiding Criticism04:08 The Job of Customer Interviews09:12 Smooth Jazz09:30 Whisper Ideas11:35 The Idea:15:35 The AI Interview Machine17:34 Accountability19:13 Top of Funnel Outreach21:18 Interview Execution22:39 Synthesis23:43 The End

Today, we talk through a 4-part system to generate ideas - one that'll tap into your brain's natural ability to develop novel solutions rather than just waiting (hoping) inspiration will strike. We'll do it with a little help from a baseball training facility, a corked wine bottle, and an MRI startup. The Tacklebox Customer Interviews Workshop - Sept. Session is OPENIdea to Startup NewsletterFermenting IdeasPod: Customers speak ProblemPod: How to Create a Strategy for your StartupReadwiseIdea to Startup Bot00:26 Idea People02:47 A Baseball Training Facility04:45 Inversion07:46 Smooth Jazz9:24 Part 1: Identifying the Problem12:34 Part 2: Collecting17:22 Part 3: Chewing20:14 Part 4: Testing21:37 The End + How to Start

Today, we'll help you tackle the big question for entrepreneurs with startup ideas and jobs - when's it time to quit the job and focus on the startup full-time? You should think about this question the second you start working on an idea, and you should use the Skeptical Startup framework - a goal of $8k per month in 10 hours per week - as a guide. The Skeptical Startup framework is magical, and Brian will show how it'll help you focus with an example startup.  TackleboxIdea to Startup NewsletterIdea to Startup BotFarnam Street - Surface AreaThe AlchemistNatalie Imbruglia - Torn00:30 When to Quit Your Job03:25 Life Expenses Excel Sheet04:05 The Skeptical Startup Framework06:25 The Idea: Home AV Improvements07:44 Smooth Jazz08:22 The Logistics of $8k11:26 An AV Marketplace12:46 Reduce the Surface Area15:27 The Search16:30 A Lead for the AV Startup19:16 The End - Your Goals19:26 A Goal Framework

Today, we talk about the difference between Entrepreneur Brain and Normal Brain. Normal Brain is out to sabotage your startup. We teach you Entrepreneur Brain to make sure that doesn't happen. Tacklebox 10-Day Customer Interview WorkshopAli Abdaal - The Good Student vs. The Good Entrepreneur Mindset (text, Ali's email signup)Graham Weaver - How to Design a Winnable GameDaina Trout EpisodeTimestamps:00:30 Entrepreneur Brain vs. Normal Brain01:50 The $2 Million Dollar House05:30 Customer Interviews Workshop6:06 Situation #1: The Overwhelming To Do LIst10:57 Situation #2: When Things Don’t Work13:09 Situation #3: When You Feel Unprepared15:48 Situation #4: When You Are Low On Resources18:17 The End: Lotto Tickets

Today, we'll help you get two months of work done in a weekend. We break down a four-part sprint framework that is actually realistic and manageable for founders with full-time jobs and families or dogs or other responsibilities / dense, unpredictable lives. We also show how a sprint helped launch Habit Kangaroo, one of Brian's side projects, a few years back. The framework covers goal-setting, preparation, creating urgency through "hooks," and how to rely on people to stay happy. Share it with a potential cofounder and get to work. Tacklebox Customer Interview Sprint WorkshopGraham Weaver00:26 - Three Things: Thing One: A Weekend Sprint01:30 - Habit Kangaroo04:37 - Feedback Loops09:45 Smooth Jazz10:10 - Sprint Structure: Goal, Prep, Hook, Reliance10:15 - Goal12:36 - Prep14:56 - Hook16:53 - Reliance19:38 - The End - Happiness

Today, we'll help all the non-storytellers tell a compelling story about their business. We've got a framework that'll walk you through the ingredients of a compelling story, and a mise en place-inspired approach that'll help you get to story market fit. We've got some rules, some variables, some accelerants, and an example about a service that helps Airbnb hosts launch their own interior design businesses.  TackleboxIdea to Startup NewsletterBuilding a Story BrandYour New Life Will Cost You Your Old OneWork Clean - The Life-Changing Power of Mise en PlaceHow to Write Essays that Spread00:30 Storytelling for your startup03:24 The Two Reasons for the Barefoot Son Story07:09 Smooth Jazz07:37 The Three Ruls of Good Storytelling for Entrepreneurs08:45 Rule 1: Good Stories Are About Speed10:44 Rule 2: You Don’t Matter11:39 Rule 3: A Good Story is Earned12:22 Mise En Place14:10 The Ingredients of Your Story17:09 The Accelerants19:24 Airbnb Interior Design23:23 The End: Montaigne

Most startup advice says you need to be "maniacally focused" on one thing. I disagree. You need to balance your focus with some good old fashioned floundering. This episode is about the balance - when to focus and when to flounder - and how to build each skill. We even built a framework to help you out - The Four Rules of Floundering. The Let's Actually Run Customer Interviews Workshop - a 10-day program that'll help you actually, finally, run proper customer interviews. This will kickstart your business. $150 through July 31 with code "EARLY"Flounder Mode 0:00 Let’s Run Customer Interviews Workshop01:12 Mailbag02:44 How to Flounder03:56 The Idea: Community Investment Circles07:11 When is it time to become “maniacally focused”?10:35 The Four Rules of Floundering15:26 Floundering’s real value: longevity

One of the most-listened and shared episodes of 2024 - an episode that multiple people reached out months later to say "this single episode helped me launch my business." So, that's cool. It's on standing out in a crowded market, and it's on mice. Specifically, the guy who got rid of ours. There are four lessons, a framework, Customer Journey Mapping and the Feature Fold. TackleboxIdea to Startup NewsletterIdea to Startup BotSugar (but it stinks)00:30 Intro02:00 We’ve Got Mice05:15 The Mouse Man’s Funnel07:50 Smooth Jazz08:21 One - Build Your Funnel to Match Customer Emotion11:45 Good Questions For Your Funnel12:30 Two - Contrast from the Feature Fold14:30 Saving your Customers a Decision15:53 Three - Take Yourself Seriously19:14 Four - The Things Other People Stink At22:14 The End22:50 Recap of the Four Lessons

Today, we'll help you stop beating yourself up so that you have the space to take the creative, strategic risks your startup needs to be successful. We'll go through the Eight Eccentricities of Startups - stuff you beat yourself up over but shouldn't - and three practices to help you navigate them. We also talk about baseball, goldfish, and Guy Raz. TackleboxStop Beating Yourself Up Post00:30 Stop Beating Yourself Up02:53 The Beating Yourself Up Equation06:49 Smooth Jazz07:04 The Reality of Baseball09:18 The Eight Eccentricities of Startup Progress17:16 Three Practices to Break the Beat Yourself Up Cycle