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Freelance to Founder

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About the show

Freelance to Founder is a call-in show helping real-life freelancers grow their businesses and escape the feast-famine lifestyle. The podcast is hosted by Preston Lee, a former freelancer who has started, built, and even sold successful businesses of his own. Preston is joined nearly every weekday by other expert founders, freelancers, and entrepreneurs to help you take your solo business to the next level. You can submit your questions at FreelanceToFounder.com/ask If you enjoy content from shows like The Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder. Join us every weekday to take the next step on your journey from ... freelance to founder.

Latest episodes

  • Your Client Hired YOU. Can you hand off?

    October 8, 2026 · 22 min

    Omar's business is growing, and so is his workload. His longtime clients love working with him, which is the problem. As he builds Vision Craft Studios into an agency, every project still runs through him, because handing it off feels like…

  • What's Your Cut When You Hire Help?

    October 7, 2026 · 24 min

    Layla built Bright Horizon Media from the ground up, and now her social media agency has a team and real momentum. Her next challenge is splitting the revenue: what's fair to her subcontractors, what's fair to her clients, and what's fair…

  • Your First Hire Could Save You… or Sink You

    October 6, 2026 · 22 min

    Christine Olivas has a calendar that won't quit and a pile of projects she keeps saying no to. The obvious move is to hire, but she knows the wrong hire at the wrong time just creates a bigger, more expensive mess. Preston and Christine…

  • Do Clients Actually Care If You're an "Expert"?

    October 5, 2026 · 15 min

    CodeCrafter's skills are solid and his work speaks for itself, but he keeps holding back. Charging more feels presumptuous, and calling himself an expert feels like a lie. Preston unpacks why so many talented freelancers stay stuck waiting…

  • Is Subcontracting Quietly Erasing Your Business?

    October 2, 2026 · 14 min

    Garrett is a 30-year-old nonprofit consultant doing great work for a seasoned consultant. The problem is that almost nobody knows it's his work. The more he delivers, the more his name fades into someone else's brand, and the line between…

  • Should You Go For Giant Projects?

    October 1, 2026 · 20 min

    A solo designer finally gets the call from a big-name client, and it's the kind of project that could turn a freelance business into a real agency. Excitement turns to panic fast, though, because nobody's there to help deliver it. Preston…

  • Non-US Freelancer: Roadblock or Excuse?

    September 30, 2026 · 19 min

    Dieter is weighing a big question from his home base in Europe: is it worth going after US clients at all, or is he fighting a battle he can't win? Preston and Austin show that the playing field is more level than it looks, and in some…

  • "I'll Just Do It Myself" = Burnout

    September 29, 2026 · 21 min

    A freelancer is buried in admin work, turning down good projects and missing dinners at home. The fix seems obvious: hire a VA. But which tasks should go first, and how do you find someone you can trust? Preston and Austin Church, founder…