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Freelance to Founder

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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.



663 Episodes
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Feeling paralyzed by the endless stream of marketing tactics you "should" be doing? You're not alone. In this episode, Matt from Barrow Studio asks the question every service business owner wrestles with: with so many marketing strategies out there—from email lists to podcasts to paid ads—where should you actually focus your limited time and resources? What's the "silver bullet"? Clay and Preston cut through the noise with a refreshingly simple framework that helps you identify what will actually move the needle for YOUR business, not someone else's. If you've been stuck in analysis paralysis while your marketing sits on the back burner, this episode will give you permission to start small, focus strategically, and build momentum without burning out. Support our show sponsors → https://freelancetofounder.com/sponsors Submit your own question → https://freelancetofounder.com/ask Check out Clay's business → ⁠https://golinus.com Learn more about your ad choices. Visit megaphone.fm/adchoices
Feeling nervous about networking? You're not alone. In this episode, Brittany asks how to break into local networking as a shy person, and Clay shares exactly how he built a million-dollar agency through local connections—even as a total introvert. From joining your first chamber event to creative strategies that put you front and center without the awkward sales pitch, this episode is packed with actionable steps for anyone who wants to grow their business locally but dreads walking into a room full of strangers. Support our show sponsors → https://freelancetofounder.com/sponsors Submit your own question → https://freelancetofounder.com/ask Check out Clay's business → https://golinus.com Learn more about your ad choices. Visit megaphone.fm/adchoices
Fire Your Inbox

Fire Your Inbox

2026-10-1424:07

As your freelance business grows from solo operator to team leader, the chaos can hit fast. Emma Clark's question about transitioning from inbox management to real systems is one every growing freelancer faces. In this episode, Preston and Christine Olivas dive deep into the practical side of scaling—revealing why your tool choice matters less than you think, and what actually needs to happen first. Christine shares how her team of 24-28 people stays incredibly agile using surprisingly simple systems, and why defining roles before deploying tools is the secret to avoiding the productivity trap that kills so many growing businesses. Support our show sponsors → https://freelancetofounder.com/sponsors Submit your own question → https://freelancetofounder.com/ask Learn more about guest co-host, Christine → ⁠https://www.linkedin.com/in/colivas/⁠ — ⁠https://nosingleindividual.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
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 breaking a promise. Preston sits down with Christine Olivas, founder and CEO of No Single Individual, to talk about trusting subcontractors, setting client expectations, and making the move from doing everything yourself to leading a team your clients can trust. Support our show sponsors → ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question → ⁠https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices
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 to her as the owner? Preston and Christine Olivas take on the "is this cheating?" guilt many agency owners feel. They cover pricing strategy, how to talk about your value with confidence, and how choosing the right audience makes charging what you're worth feel natural. Support our show sponsors → ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question → ⁠https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices
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