The Podcast for Location Independent Entrepreneurs

We’ve been devoting a lot of time to talking about software businesses in recent weeks.

One of the reasons we are so fascinated by them is that despite how difficult it can be to start one, these types of businesses can have tremendous upside.

Jordan Gal is the founder of CartHook, a software company that helps Shopify merchants present offers to shoppers at checkout.

Jordan first reached out to us back in 2015 with an investment opportunity (and we turned him down!).

This week’s episode is all about software startups, and there are very few people more capable or qualified to talk about them than today’s guest.
Simon Payne first joined us on this podcast back in 2016 to talk about his role as the technical co-founder of Leadpages.

Today’s episode features a longtime friend and mentor who shared an idea with us many years ago that changed the way that we thought about entrepreneurship.

David McKeegan and his wife Carrie are the founders of Greenback Expat Tax Services.

Their entrepreneurial journey is a bonafide location-independent success story, but it hasn’t come easy.

We talk quite a bit on this podcast about services businesses and the sorts of problems that they seek to solve for their customers. 

You may recall that Eagan Heath joined us to share his thoughts about this back in 2018 on an episode titled “The Knowledge Gap vs. The Efficiency Gap Revisited”.

In that episode, we spoke about whether it is better to serve your customers by filling a “knowledge gap” and teaching them why they need your services or to fill an “efficiency gap” by helping them optimize something that they are already doing.

One of the promises of entrepreneurship is that there are opportunities to make money all around us if we can learn how to recognize them.

Laurence Taylor has recognized some of them himself.

Laurence and his wife are the founders of HipTen, a SwaS (Software with a Service) consultancy that works exclusively on the Salesforce platform for the insurance industry.

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