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PODCAST

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

business entrepreneurship

All Episodes

17:05

Do Clients See You as Just 'The Talent'?

Freelance to Founder ·

2026/01/09

Natalie Chen is standing at a pivotal moment in her entrepreneurial journey, wrestling with a challenge many freelancers face: breaking free from being seen as just "the talent" and establishing herself as a true agency owner. Preston Lee and Jason Fishman dive deep into the strategic art of repositioning your business, revealing how to transform client perceptions from viewing you as a solo contractor to seeing you as a comprehensive, high-value agency with a talented team behind you.Support

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22:01

Hire without Losing Money

Freelance to Founder ·

2026/01/08

Marcus is stuck at a critical turning point in his freelance paid ads consulting business. Every time he tries to hire, his carefully built margins evaporate. Preston Lee and Jason Fishman dive deep into the strategic approach of scaling your agency, revealing the essential insights for hiring the right talent, structuring your offer, and ensuring each new team member contributes directly to your bottom line. Support our show sponsors -> ⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠ Submit your

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19:17

Her Agency is Having an Identity Crisis

Freelance to Founder ·

2026/01/07

Layla has achieved an incredible milestone, growing her business from a solo venture to a thriving team of 12 in just two years. But as her company expands, she faces a critical challenge: how to update her messaging, website, and social media to reflect her agency's growth while maintaining the personal touch that helped her succeed. Preston and Haley Raymond dive deep into the art of scaling your brand's story, revealing strategies for positioning yourself as an agency while keeping the human

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19:56

Do Your Clients See You as an Expert?

Freelance to Founder ·

2026/01/06

Andre is stuck at a critical moment in his freelance career—desperate to stand out but unsure how to transform his skills into undeniable expertise. Preston and Haley Raymond crack open the playbook for positioning yourself as the go-to professional in your field, revealing the strategic secrets of content creation, platform selection, and building a reputation that magnetizes clients. From leveraging LinkedIn to understanding the nuanced art of consistent, value-driven communication, this episode

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20:20

Free Advertising for Your Business?

Freelance to Founder ·

2026/01/05

Navigating the world of publicity can feel like a mysterious art, but it's actually an accessible strategy for freelancers and agency owners looking to amplify their message without paying out huge advertising bills. In this episode, PR consultant Haley Raymond breaks down the essentials of earned media, revealing how even small businesses can start building credibility and reaching new audiences through strategic publicity.Support our show sponsors ->

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13:11

The Power of a Mindset Shift

Freelance to Founder ·

2025/12/29

Transitioning from a solo freelancer to a business leader isn't just about hiring employees—it's about fundamentally changing how you approach work, leadership, and success. In this episode, Preston and Vijay dive deep into the critical mindset shifts required to move from being the person who does everything to the leader who enables others to do their best work. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question ->

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17:58

Are You Thinking Big Enough?

Freelance to Founder ·

2025/12/23

Breaking free from the day-to-day grind isn't just a dream—it's a strategic necessity for freelancers and small business owners looking to transform their work. In this episode, Preston and Vijay Rajendran dive deep into how to create a meaningful vision and actionable roadmap for your business, offering insights that go far beyond traditional growth strategies.Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question ->

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18:54

From $90/hr to $750/hr

Freelance to Founder ·

2025/12/22

Freelance writing can feel like a financial rollercoaster, with many creators struggling to price their services confidently. In this revealing conversation, Preston and Amy Suto crack open the complex world of freelance pricing, sharing hard-earned strategies that transform how independent professionals value their work. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Connect with Amy -> Book:

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18:17

How to Work Less (Yes, That's OK)

Freelance to Founder ·

2025/12/19

Freelancing offers incredible freedom, but it can also lead to overwhelming stress and exhaustion. Many freelancers find themselves trapped in a cycle of constant work, juggling client demands, marketing efforts, and administrative tasks. But it doesn't have to be this way.Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Connect with Amy -> Book: ⁠https://amysuto.com/power⁠ Website:

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18:35

Will Freelancers Survive AI?

Freelance to Founder ·

2025/12/18

The world is transforming FAST, but creative professionals aren't going extinct—they're evolving. In this eye-opening episode, Preston and Amy Suto dive deep into how freelancers can not just survive, but truly thrive in the age of AI, revealing surprising opportunities for those willing to adapt and specialize. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Amy -> Book:

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17:13

Feeling Overwhelmed?

Freelance to Founder ·

2025/12/17

Feeling overwhelmed by the endless tasks of running a solo business? You're not alone. In this episode of Freelance to Founder, Preston and guest Amy Suto dive deep into practical strategies for automating your workflow, saving time, and protecting your mental energy. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Amy -> Book: ⁠https://amysuto.com/power⁠ Website:

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20:04

Why We Struggle to Delegate

Freelance to Founder ·

2025/11/28

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.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

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18:24

How to Navigate Your First Big Project

Freelance to Founder ·

2025/11/27

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.Vijay Rajendran brings a wealth of experience from venture capital, startup coaching, and founding multiple

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16:01

Why You're Still Afraid to "Sell" Yourself

Freelance to Founder ·

2025/11/26

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.Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with George -> ⁠https://brightbudget.com Learn more

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28:33

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

Freelance to Founder ·

2025/11/25

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. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with George ->

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18:12

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

Freelance to Founder ·

2025/11/24

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. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question ->

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21:02

How to Budget When Your Income Fluctuates

Freelance to Founder ·

2025/11/21

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. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with

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13:43

Client Asks for Favors—What Should I Do?

Freelance to Founder ·

2025/11/20

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. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Chanda Instagram, Facebook & TikTok: @chanda__co LinkedIn:

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18:01

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

Freelance to Founder ·

2025/11/19

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. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Chanda Instagram, Facebook & TikTok:

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14:25

Is It Best to Drop Late-Paying Clients?

Freelance to Founder ·

2025/11/18

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. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Chanda Instagram, Facebook & TikTok:

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512 results

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