
183: Expanding Your Opportunity Surface
The Bootstrapped Founder
01/20/23
•12m
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To increase your chances of success as an entrepreneur, think outside the box and expand your opportunity surface. This can be achieved by embracing activities that don't scale, diversifying inputs, and taking small steps toward achieving your goals. These strategies will help you create valuable connections, build strong relationships and gain valuable insights that will lead to success.
- Expanding Your Opportunity Surface
- Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course
- Zero to Sold & The Embedded Entrepreneur, my books on entrepreneurship
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Previous Episode

182: Daniel Fayle — Door-to-door to $2M ARR
January 18, 2023
•53m
Today, I’m talking to Daniel Fayle — co-founder of Chekkit, a business he and his team have boostrapped to $2mil in ARR. We’ll touch on finding the right vertical to get started, how to do things that don’t scale, and what choices need to be made to get a business to 7 figures.
00:00:00 Daniel Fayle
00:05:35 Getting started with Chekkit
00:09:00 Local marketing & picking verticals
00:12:05 When to hire a team?
00:17:25 Integrations
00:22:33 Pricing choices
00:25:32 How to be inspired by competition?
00:29:54 The importance of customer support
00:36:31 Setting limits on free trials
00:41:55 Use the tech that your customers use
00:47:15 How to stay on top of your game
- Door-to-door to $2M ARR with Daniel Fayle
- Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course
- Zero to Sold & The Embedded Entrepreneur, my books on entrepreneurship
This episode is sponsored by MicroAcquire.
Next Episode

184: Laura Elizabeth — Building Software Products As a Non-Technical Founder
January 25, 2023
•60m
Today, I’m talking to Laura Elizabeth. She co-hosts the Non-Tech Founders podcast and runs several products as a non-technical founder. We talk about outsourcing, trust, and building an audience around your business. Here’s Laura!
00:00:00 Laura Elizabeth
00:02:10 Running a non-technical founder podcast
00:09:28 Hiring the right people
00:12:14 Hiring people who can do something you can't
00:17:27 Being able to do everything is both awesome and frightening
00:20:13 Experimenting with different modes of delegating
00:25:45 Establishing an internal process for your business
00:30:00 On Phrasing
00:36:30 The importance of having a mentor
00:42:04 Providing the fertile ground for luck to strike
00:45:04 The hardest part is overcoming your inner demon
00:52:56 Why it's good to have an expert for website personalization
00:56:33 Where you can follow Laura
- Building Software Products As a Non-Technical Founder With Laura Elizabeth- Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course
- Zero to Sold & The Embedded Entrepreneur, my books on entrepreneurship
This episode is sponsored by MicroAcquire.
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