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Freelance to Founder

Freelance to Founder

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...

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10

Why We Struggle to Delegate

Why We Struggle to Delegate

<p>Delegation is the critical skill that separates struggling freelancers from successful business founders. In this episode, Preston Lee and Vijay Rajendran break down the complex art of managing subcontractors, offering a roadmap for entrepreneurs who find themselves constantly fixing mistakes and feeling overwhelmed.</p> <p>Learn how to transform your leadership approach from constant oversight to strategic team development. This episode provides practical insights that can help you build a more efficient, scalable business by mastering the nuanced art of delegation.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question ->...

20 min

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2025 November 28

How to Navigate Your First Big Project

How to Navigate Your First Big Project

<p>Growing your freelance business often means taking on larger projects that require collaboration. But how do you successfully manage a team when you've been a solo operator? In this episode, Preston Lee and special guest Vijay Rajendran dive deep into the art of building and leading your first team project, offering invaluable insights for freelancers ready to level up their business.</p> <p>Vijay Rajendran brings a wealth of experience from venture capital, startup coaching, and founding multiple businesses to provide a nuanced approach to team building that goes far beyond traditional hiring practices.</p> <p>Support our show...

18 min

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2025 November 28

Why You're Still Afraid to "Sell" Yourself

Why You're Still Afraid to "Sell" Yourself

<p>Feeling uncomfortable promoting your business? You're not alone. Many freelancers struggle with the fine line between effective self-promotion and feeling like a pushy salesperson. In this episode, Preston Lee and George Azar dive deep into strategies for marketing your services genuinely and confidently.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question -> https://freelancetofounder.com/ask</p> <p>Connect with George -> ⁠https://brightbudget.com</p><p> </p><p>Learn more about your ad choices. Visit megaphone.fm/adchoices</p>

16 min

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2025 November 28

The Real Truth About S-Corps (Don't Get Tricked)

The Real Truth About S-Corps (Don't Get Tricked)

<p>Navigating the world of business taxes can feel like walking through a minefield of conflicting advice and flashy marketing promises. In this eye-opening episode, Preston and George Azar pull back the curtain on S-Corp elections, revealing the nuanced truth behind those tantalizing internet ads claiming massive tax savings.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question -> https://freelancetofounder.com/ask</p> <p>Connect with George -> ⁠https://brightbudget.com</p><p> </p><p>Learn more about your ad choices. Visit megaphone.fm/adchoices</p>

28 min

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2025 November 28

Should You Hire a Bookkeeper? (This Might Surprise You)

Should You Hire a Bookkeeper? (This Might Surprise You)

<p>Managing finances can make or break a freelance business. In this episode, CPA George Azar breaks down the critical decisions around tracking your money – from simple spreadsheets to professional bookkeeping services. If you're wondering whether it's time to upgrade your financial tracking, this episode offers practical insights that could save you time, stress, and potentially money.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question -> https://freelancetofounder.com/ask</p> <p>Connect with George -> https://brightbudget.com</p><p> </p><p>Learn more about your ad choices. Visit megaphone.fm...

18 min

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2025 November 28

How to Budget When Your Income Fluctuates

How to Budget When Your Income Fluctuates

<p>Freelancing offers incredible freedom, but it also comes with financial uncertainty. If you've ever stressed about managing your money when paychecks vary from month to month, you're not alone. In this episode, Preston and George dive deep into practical strategies for creating a solid financial foundation, even with an unpredictable income stream.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question -> https://freelancetofounder.com/ask</p> <p>Connect with George</p> <p>https://brightbudget.com/</p> <p>https://www.youtube.com/@BrightTaxTalk</p><p> </p><p>Learn more about your...

21 min

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2025 November 28

Client Asks for Favors—What Should I Do?

Client Asks for Favors—What Should I Do?

<p>Freelancing can be challenging, especially when clients expect ongoing work without additional compensation. In this episode, Preston and Chanda Coston dive deep into a common freelancer dilemma: how to handle clients who continuously ask for small free favors after a project is completed.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question -> https://freelancetofounder.com/ask</p> <p>Connect with Chanda</p> <p>Instagram, Facebook & TikTok: @chanda__co</p> <p>LinkedIn: ⁠linkedin.com/in/chandacoston⁠</p> <p>1:1 $21 Tiny Challenge ⁠https://join.chanda-co.com/home-page-page</p><p> </p><p>Learn more about...

13 min

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2025 November 28

Switch From Hourly to Flat Rate (w/out Losing Money)

Switch From Hourly to Flat Rate (w/out Losing Money)

<p>Switching from hourly to flat rate pricing can feel like navigating a minefield for freelancers. In this episode, Preston and Chanda break down the strategies that will help you confidently transition your pricing model, protect your revenue, and position your services as a premium offering that clients will love.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question -> https://freelancetofounder.com/ask</p> <p><br></p> <p>Connect with Chanda</p> <p>Instagram, Facebook & TikTok: @chanda__co</p> <p>LinkedIn: ⁠linkedin.com/in/chandacoston⁠</p> <p>1:1 $21 Tiny Challenge ⁠https://join.chanda...

18 min

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2025 November 28

Is It Best to Drop Late-Paying Clients?

Is It Best to Drop Late-Paying Clients?

<p>Freelancing offers freedom, but it can also bring financial uncertainty—especially when clients drag their feet on payments. In this episode, Preston and Chanda dive deep into a common freelancer nightmare: managing clients who consistently pay late while trying to maintain a healthy, stress-free business.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question -> https://freelancetofounder.com/ask</p> <p>Connect with Chanda</p> <p>Instagram, Facebook & TikTok: @chanda__co</p> <p>LinkedIn: ⁠linkedin.com/in/chandacoston⁠</p> <p>1:1 $21 Tiny Challenge ⁠https://join.chanda-co.com/home-page-page</p><p> </p><p>Learn mo...

14 min

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2025 November 28

Should You Fill Income Gaps w/ Low-Paying Clients?

Should You Fill Income Gaps w/ Low-Paying Clients?

<p>Every freelancer faces moments of financial uncertainty. When bills are mounting and opportunities seem scarce, the temptation to accept low-paying work can feel overwhelming. But is compromising your rates really the smart move for your business?</p> <p>In this eye-opening episode, Preston and guest Chanda Coston dive deep into the critical question: Is it ever smart to take on low-paying clients just to fill an income gap? Their insights will help you make financially savvy decisions that protect your business's future.</p> <p>Support our show sponsors -> https://freelancetofounder.com/sponsors</p> <p>Submit your own question...

20 min

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2025 November 28

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