RS366: When (and how) To Pick a Co-Founder
Author: Craig Hewitt
September 8, 2026
Duration: 41:23
Should you build your next company alone, or find a co-founder?
It's a question that has no easy answer, and AI is making it even more complicated. If one person can now build, market, and operate far more of a business with the help of AI, does having a co-founder still make sense?
Today, Craig and co-host Colin Gray dig into the realities of being a solo founder versus building a company with a partner. They talk about the benefits of having another person to share the load, challenge your thinking, keep you accountable, and be completely honest about the business - along with the risks that come with tying yourself to someone for years.
If you're a solo founder wondering whether you're missing something by going it alone (or maybe you're considering bringing someone into your business), this episode is for you.
Highlights from Craig and Colin’s conversation:
Why having a co-founder can make the entrepreneurial journey dramatically less lonely
How AI is changing the traditional argument for having a co-founder
Why another brain in the business may be more valuable than another specific skill set
The role of accountability, honest feedback, and staying focused
What to consider before choosing a business partner
Why personality, communication style, and problem-solving approach matter so much
The importance of agreeing on what you actually want from the business
How equity splits can create problems when partners join at different stages
Options vs. profit sharing as ways to reward employees
How to build a leadership team that can eventually operate without the founder
The advantages of speed, flexibility, and control as a solo founder
Why AI may be making solo-founded companies more viable than ever
Resources and Links from This Episode:
Produced by Castos Productions: https://castos.com/productions/
Sam Paar blog post: https://joinhampton.com/blog/the-template-that-made-sure-my-co-founder-and-i-were-perfect-partners
The Podcast Host: https://www.thepodcasthost.com/
Colin on LinkedIn: linkedin.com/in/colinmcgray?originalSubdomain=uk
Castos Free Tools: castos.com/tools
Email me: podcast@roguestartups.com
Find me on Twitter: https://twitter.com/TheCraigHewitt
LinkedIn: https://www.linkedin.com/in/craig-hewitt-78386a66/
Email: podcast@roguestartups.com