Love Your Craft, but Tired of Business?

Love Your Craft, but Tired of Business?

Author: Millo April 15, 2026 Duration: 14:27
Rachel Stone King still loves design and branding—but the business side of freelancing has started to feel like a weight she can't shake. The thought of networking, hunting for clients, and staying motivated has left her feeling overwhelmed and burned out. Preston and Clay dig into what's really going on beneath that feeling, why losing your passion isn't always a crisis, and what practical steps you can take to reconnect with the reason you started in the first place. 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

There’s a common gap between working for yourself and truly building something that lasts, and Freelance to Founder lives in that space. This isn’t just theory; it’s a daily conversation for freelancers who are tired of the unpredictable income and ready to create a real business. Host Preston Lee draws from his own journey from freelancer to someone who has built and sold companies, and he brings that grounded perspective to every episode. Nearly every weekday, Preston is joined by other founders and entrepreneurs who’ve navigated the same path, breaking down the practical steps you can take to scale your solo operation. The call-in format means you’re hearing real questions from people in the trenches, facing the same client issues, pricing dilemmas, and growth plateaus you might be. Listening to this podcast feels like having a direct line to a supportive and experienced mastermind group, one that focuses on actionable strategies over vague inspiration. It’s for the designer, writer, developer, or consultant who’s ready to move beyond the feast-or-famine cycle and lay the foundation for something more substantial and sustainable. The discussions are candid, the advice is tested, and the goal is always clear: helping you transition from a solo practitioner to the founder of a thriving business.
Author: Language: English Episodes: 100

Freelance to Founder
Podcast Episodes
Can You Break the 7-Figure Barrier? [not-audio_url] [/not-audio_url]

Duration: 34:22
Michael is standing at a critical crossroads in his entrepreneurial journey—desperate to break through the seven-figure barrier but unsure how to transform his current six-figure business into something truly scalable. I…
Trouble "Turning Off" Your Brain? [not-audio_url] [/not-audio_url]

Duration: 14:17
Jordan is struggling with the modern remote work challenge—feeling like his brain never fully switches off. Preston and Steven dive deep into practical strategies for creating mental boundaries, exploring how freelancers…
The Power of Delegation [not-audio_url] [/not-audio_url]

Duration: 19:32
Anthony is standing at a critical crossroads in his entrepreneurial journey—he's just hired his first two teammates and is wrestling with the most fundamental leadership challenge: how to spend his time effectively. Pres…
When Your Business is "Meh" [not-audio_url] [/not-audio_url]

Duration: 16:52
Ethan has been hustling for three years, but feels stuck in a business that's just "meh". Preston Lee and Steven Puri dive deep into the critical strategies for transforming a stagnant freelance business into a thriving…
Most People Get This Wrong When It Comes to Hiring [not-audio_url] [/not-audio_url]

Duration: 20:04
Omar is standing at a critical crossroads in his business, wrestling with a fundamental hiring decision that could shape his team's future. Should he bring on a jack-of-all-trades virtual assistant who can handle multipl…
Why You're Scared to Hire a VA (& How to Overcome It) [not-audio_url] [/not-audio_url]

Duration: 15:00
Melissa is standing at a critical crossroads in her freelance business—overwhelmed by workload but paralyzed by the fear of delegation. Preston and Joey Vitale dive deep into the art of hiring your first virtual assistan…
How to Hire w/out Losing Control [not-audio_url] [/not-audio_url]

Duration: 17:52
Keisha's agency is at a critical turning point. As her business grows, she's wrestling with the ultimate entrepreneurial challenge: how to build a team without losing control or compromising quality. Preston Lee and Joey…
The Real (Unexpected) Reason You Need Contracts [not-audio_url] [/not-audio_url]

Duration: 17:50
Hannah is wrestling with a critical question every growing freelancer faces—when and how to implement professional contracts that protect both parties and set the stage for successful client relationships. Preston Lee an…
"Jack of All Trades" Agency...Good or Bad? [not-audio_url] [/not-audio_url]

Duration: 17:59
Luis is standing at a critical crossroads in his agency's journey. Clients keep requesting additional marketing channels—email, influencers, partnerships—but he's worried about becoming a "do everything" agency that lose…
What does "Charge by Your Value" Actually Mean? [not-audio_url] [/not-audio_url]

Duration: 17:22
Samantha is wrestling with one of the most critical challenges for new freelancers: how do you actually price your services based on value? Preston Lee and Amy Suto dive deep into the nuanced art of pricing your freelanc…