- 28 minutes 24 secondsAn Operating System to Help You Move Faster By Focusing On Less (feat. a monkey reciting Hamlet)
Today is part 2 of our series helping you build an internal operating system. We identify the four things you'll need to have happen for your startup to gain momentum, then we organize those into a system that'll help you move fast based on inertia.
- Tacklebox
- Monkeys and Shakespeare
- 101 Essays That Will Change The Way You Think
- Delta 4 Status Level Jump
00:25 - Internal Operating System Part II
03:15 - Monkeys and Shakespeare
07:40 - Smooth Jazz
08: 05 - Reverse Engineering a System
10:45 - Where is the Monkey?
11:33 - The Four Things That Matter for an Early Stage Business
11:40 - Problem
12:01 - Delta 4 Status Level Jump
13:34 - Secret
16:35 - Optimize for Inertia
18:37 - 101 Essays That Will Change The Way You Think
20:00 - The Thousand Daily Votes
21:43 - The Last 15%
23:30 - Script the Beginning and End
24:30 - Feedback Loop Optimization11 June 2026, 9:00 am - 14 minutes 25 seconds15 Min(ish) Skill: Script the Start and End (ITS Classic)
Today, we'll talk about one of the most effective methods to do hard things we've found at Tacklebox: Scripting the start and end.
15 April 2026, 9:00 am - 20 minutes 43 secondsThrust and Drag, Part 1: A System to Keep Momentum
Today we'll talk about thrust and drag, the components of momentum. Momentum is the lifeblood for startups, but most people leave it to chance. By focusing on the inputs of momentum - thrust and drag - you can build systems to ensure you keep moving forward. Gaps kill startups. This system removes them.
8 April 2026, 9:00 am - 25 minutes 17 secondsA Framework to Make Sure You're Building Something Useful
Today, we'll talk through a framework that'll help you evaluate whether you're building something useful enough to anchor a business. Most startups fail because the thing they built doesn't make a big enough dent in their customers lives. We'll make sure you don't make this mistake with help from Habit Kangaroo, a startup Brian ran back in 2014, and a GMAT training program his friend ran that helped people get into Harvard.
0:30 Building a Wildly Useful Startup
2:12 Why Measuring Usefulness is Hard
7:00 Byldd
7:53 Habit Kangaroo
12:50 The Usefulness Framework
13:24 What is your Secret?
13:51 Three Categories of Secrets: Customer
14:45 Three Categories of Secrets: Acquisition
15:16 Three Categories of Secrets: Product
17:08 Rivers and Dams
19:00 GMAT over 700 Product
23:02 Hire Yourself25 March 2026, 9:00 am - 24 minutes 23 secondsRunning a Concierge MVP Live (feat. the four-step Concierge MVP framework) ITS Classic
Today, we'll run through a Concierge MVP example live on the pod. Brian chooses an idea specifically because someone wrote in and said it was "un-Concierageable," which isn't a word but is the reason this podcast exists.
We go through the four-part framework that'll help you build a Concierge MVP - The Three Components of Wild Success, Acquiring Customers, The Test, and Feedback Loops. And we get a little help from an alum helping people get grants and our old friend - the Monkey on the Pedestal.00:30 The Concierge MVP
02:05 The Grant Concierge MVP Example
04:56 Pushback
06:30 Smooth Jazz
07:00 David’s Idea
09:23 Concierge MVP Step One: The Three Components of Wild Success
10:43 Monkey and the Pedestal
14:08 Concierge MVP Step Two: Acquiring Customers
18:22 Concierge MVP Step Three: The Test
21:03 Concierge MVP Step Four: The Feedback Loop
22:52 The End - 85% of the Way There18 March 2026, 9:00 am - 22 minutes 28 secondsThree Shortcuts to Actually Help You Get Started On Your Idea
Today, we talk through the Silk Sheet Problem - how to do something new and hard when your life is fairly... comfortable. We help a listener get started on their idea - an AI tutor's assistant - with three shortcuts to set their life up in a way that makes it easier to start a startup than to not. We talk through Just-In-Time Prep, Forcing Functions, and life design. This episode is meant to be a blueprint for you to take action and keep momentum.
00:34 Intro
03:30 The Idea: AI for Tutors
07:27 Jazz - Customer Interview Workshop
07:57 Just-In-Time Prep
11:55 Search for Hooks
14:14 The Three Step System
15:40 Forcing Function Examples
18:13 Reinforcing Markers
20:06 The End: Jump in the Ocean5 March 2026, 10:00 am - 22 minutes 52 secondsStart a Startup in Ten Days with Four Questions (ITS super-classic)
Today we'll talk through how to test out and build a startup idea in ~10 days by answering four questions. We'll use an idea that's oddly popped up a bunch lately: Kitchen Organizer. We do this with a little help from a story about a poker player and my good friend, Penne Vodka Pete.
19 February 2026, 10:00 am - 25 minutes 31 secondsGiving Your Startup an Identity
Today, we’re talking about startup identity—why you need one, and how it makes every decision you face way easier. We’ll talk swimming and nervous systems, walk through the Decision Equation, and help our good friend Carl figure out which customer to start with for his AI tool that helps adults learn Spanish. Then we’ll wrap with a simple framework to help you clearly define your startup’s identity. It’s practical, a little weird, and really important. On to it.
Timestamps
00:30 Your Startup Identity
01:30 How to Swim
04:17 How to Learn Something New
06:34 Re-learning How to Make Decisions
08:45 Tacklebox
09:15 Carl’s Idea - AI for Learning Spanish
13:13 The Decision Equation
14:15 Picking a Customer
19:30 Identity: Your Decision Filter
21:30 Four Identity Exercises
24:13 The End: What Do You Want?11 February 2026, 10:00 am - 18 minutes 37 secondsHow to Get Your First Customers (The Trust to Risk Ratio)
Today, we'll help you get your first customers. We'll do it by learning how to use the trust to risk ratio - a way to identify the big risks that are holding your customer back and shoulder those risks early on to build trust. We talk through risk and trust with Find Your Lobster, Soona, and a finicky water pump.
4 February 2026, 10:00 am - 24 minutes 3 secondsThe One Thing That Matters - How to Find a Differentiator That'll Support Your Business (ITS Classic)
Today, we'll help you find a differentiator powerful enough that it can support your business. We'll talk through what a differentiator actually allows you to do, five prompts to help you uncover and test one for your business, and Brian's favorite current differentiator - Popup Bagels.
00:00 Tacklebox
00:33 Differentiator intro
04:00 What do you hire a differentiator to do?
05:44 The Attention Pie
09:03 Smooth Jazz
09:28 Popup Bagels
16:30 Five Prompts for Your Differentiator23 January 2026, 10:00 am - 23 minutes 19 secondsHow to Identify and Kill Bad Startup Ideas Masquerading As Good Ones (ITS Classic)
Today, we'll lay out a framework to help you identify and kill bad ideas. It's hard to objectively evaluate your idea early on - this framework helps you rise above your idea to do it effectively. A side-effect is that the framework will help you find and pursue the good ideas.
We talk through 1) Finding and Evaluating the Real Risk, 2) Predicting Organic Growth Potential, and 3) Predicting the Likelihood of Converting Early Customers, using a startup idea from a listener as an example.- Tacklebox
- Kunal Shah Delta 4
- Dig out of a Hole Idea to Startup Episode - The Four Characteristics of Great Startup Ideas
00:25 - Killing Bad Startup Ideas
02:00 - The Three Pillars of the Will Your Idea Fail Framework
02:45 - The Startup Idea - AI Messaging for Plumbers and Electricians
03:15 - Dig out of a Hole Markets link to episode
05:56 - Smooth Jazz
06:24 - Part 1 - How to Find and Evaluate the Real Risk
07:35 - Flipping your biggest risk to your biggest strength
11:00 - Decisions aren’t made in a bubble
13:45 - Part 2 - Predicting the Organic Growth Potential
14:00 - Kunal Shah Delta 4 Scale
17:41 - Part 3 - Predicting whether you’ll actually be able to get first customers to convert
18:49 Managed by Q14 January 2026, 10:00 am - More Episodes? Get the App