About this podcast
Being a startup founder is not all private jets and parties. Truthfully, being a founder is a lonely, difficult, stressful, yet rewarding way to spend your life. From starting out in 2006 with friends from school, to serving some of the largest businesses in the world, this podcast shares the struggles, excitement, and everything in between with refreshing honesty.
jamesgill.substack.com
Episodes
- 16. 20 years of GoSquared · 20 minAfter a four year hiatus, Lost and Founder is back. On 3rd February 2026, GoSquared celebrated 20 years in business. Here are 8 lessons I have been meaning to share for over four…
- 15. 16 years of GoSquared (Part 1) · 18 minRecently when GoSquared turned 16 years old (or young?) we shared a blog post with 16 lessons from those 16 years. We received a ton of great feedback on the post, so I thought…
- 14. The January Blues · 15 minI always find January a tough month — all the fun and excitement of Christmas and new years is over, the weather is awful, it’s dark outside, and to top it all off we’re still in…
- 13. The Great Resignation · 21 minThis year, the term "the Great Resignation" has been increasingly used to describe the explosion in people wanting to change their careers. As a planet, we're in unprecedented…
- 12. Steve Jobs · 24 minAnyone who knows me knows I have been a fan of the fruit company from California for a long time. In this episode, I talk through how I became a fan of Apple early in my life –…
- 11. What to do when Everything Breaks · 13 minI have spoken a lot about habits and healthy routines on this podcast in previous episodes, but this week I wanted to change the focus to what happens when you fall out of touch…
- 10. Time Management · 24 min"The secret to doing good research is to always be a little underemployed; you waste years by not being able to waste hours." — Amos Tversky • Opposite of "traction" is…
- 9. Finding Focus, Writing, and Habits · 21 minIn episode 9 I talk through a bunch of topics on my mind in the last week – finding and regaining focus as a team, how writing helps me break down complex topics, and I check in…
- 8. How soon should you launch? · 13 minLaunching is a lot like inviting your friends over – it forces you to focus. But when is it too early to launch, and how do you tell if you've waited too long? Let's dig in to…
- 7. Ask Me Anything (AMA) Special · 24 minIt's hard to scale down an hour long conversation, followed by an evening of written Q&A on Reddit into a ~20 minute show, but tonight I tried. On this special episode of the…
- 6. Planning, and Building Healthy Habits · 17 minIn episode six, I share my distaste for planning and how I have been reframing planning in my head to encourage me to do more of it. Setting a deadline, and making myself…
- 5. Working On vs In the Business · 17 minIn episode five I chose to focus on one topic that's been on my mind: spending my time in the best way possible as a founder, and as the CEO. I'm sure many of the others…
- 4. Vision vs Profit, Realism vs Optimism, and How to be More Helpful · 19 minLOTS of people reaching out after episode three either going through similar struggles or know people who are. YOU ARE NOT ALONE! In episode four I surface a few of the many…
- 3: Anxiety vs Exercise, Bad Decisions vs No Decisions, and Goals · 24 minEpisode 3 is here and I am so grateful to everyone who's been tuning in so far. I've been hearing many lovely stories, and helpful feedback to make this podcast better. Thank…
- 2: Strategy, Tactics, and Building Habits · 19 minThank you so much to everyone who tuned in for episode 1 last week! This week I wanted to follow on from some of the topics we touched on last week – particularly around starting…
- 1: Intro, New Quarter Anxiety, and OKRs · 16 minIn the first (and hopefully not only) episode of Lost and Founder, hear how a new quarter is causing some anxiety for me, and what to do when everyone looks to you for answers…
