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The Bootstrapped Founder - 182: Daniel Fayle — Door-to-door to $2M ARR
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182: Daniel Fayle — Door-to-door to $2M ARR

The Bootstrapped Founder

01/18/23

53m

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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.

You can also watch this episode as a video on YouTube.

Previous Episode

I was chatting with Marissa Goldberg about remote work this week, and she gave me several handy frameworks for founders who want to build remote-first businesses. At the center of any successful remote work relationship lies trust.

And surprisingly, many businesses have a tough time trusting anyone once they can't see them at their desk in the office. Remote work is throwing a wrench in the time-honored tradition of butt-in-seat-hands-on-keyboard that so many managers consider to be the pinnacle of productivity.

Remote work does away with this.

00:00:00 Remote Work is Here to Stay
00:01:28 Async is the New Default
00:04:42 The Deep Work Zone
00:06:17 Trust and Having Nowhere to Hide

- The Role of Trust in Remote Work - 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

You can also watch this episode as a video on YouTube.

Next Episode

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

If you're interested in Descript, go and check it out here.

You can also watch this episode as a video on YouTube.

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