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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

15:52

[Q&A] Lost Your Passion?

Freelance to Founder ·

2025/07/15

In today's Q&A, Rachel Stoneking, from our free ⁠Facebook Mastermind Group⁠ asked how she could get the passion for her business back. She shares her personal feelings of anxiety and disappointment after losing clients with COVID-19 and getting burned out with everything around it. "How do you overcome these negative feelings and connect back with the passion for your business?"We'll learn a lot from this difficult BUT important question. This episode was originally aired on June 21,

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56:50

Hire First? or Get Clients First?

Freelance to Founder ·

2025/07/10

On today’s show, which comes first: hiring to free up time to land big clients or landing big clients to pay for hiring. It’s a chicken and egg situation that our guest Zach has been stuck on. We do our best to answer that question, plus a few others he has, including how to combine two completely different offerings into one killer monthly recurring offer. It’s all in this episode of ‘Freelance to Founder’—here we go. (This episode was originally aired on October 26, 2023). PS: Get

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22:05

[Q&A] Marketing Plan Help?

Freelance to Founder ·

2025/07/08

On today’s show, where do you start when it comes to making a marketing plan for your business?That’s what Thomassina asks us and—since Clay and I both have extensive marketing backgrounds—we end up having a lot to say about it. If you’re not sure where to start when it comes to marketing, then this episode is for you. This is Freelance to Founder. Here we go! This episode was originally aired on January 23, 2024. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll

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38:31

These Social Posts Get the Best Clients

Freelance to Founder ·

2025/07/03

On today’s show, we talk with ⁠Mannat⁠, a student calling from India, with questions about her freelance business.Mannat is a typographer—she works with lettering and fonts. But every time Mannat posts her work on social media, she gets packaging design clients and others who don’t match her target audience. This leaves Mannat asking, “what exactly should I be posting on social media to attract my ideal client?" We walk her through a few key ⁠social media strategies⁠ that’ll also help

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19:55

[Q&A] Freelancer to Millionaire?

Freelance to Founder ·

2025/07/01

On today’s show: can you become a millionaire as a freelancer?Podcast listener Suman wrote in with that simple yet not-so-simple question, and we do our best to reveal whether or not you can get rich working as a freelancer. It’s all in this episode of Freelance to Founder. Here we go! This Q&A episode was originally aired on September 26, 2023. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll feature you on an upcoming episode. Listen to our full-length

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53:32

Drumming Up More Attention

Freelance to Founder ·

2025/06/26

Have you ever thought: “if I can just get the attention of more people, I could close more clients and grow my business”That’s where we find today’s guest, Jay. He’s a web developer and SEO expert in Kentucky, USA. And Jay’s only been freelancing for a few months. He’s off to a great start having already closed a half-dozen monthly recurring clients. Jay’s biggest question is how to get more volume. Or more awareness. So, of course, as marketing geeks Clay and I jump in with some of our best

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14:43

[Q&A] Giving Client Ownership?

Freelance to Founder ·

2025/06/24

On today’s Q&A episode, if you give your client full ownership of your creative work, how much should that cost, and how exactly do you even do that?That’s the question Nicole hits us with, and it opens up another discussion on who should own your work in the first place. It’s all in this episode of Freelance to Founder. Here we go. This Q&A episode was originally aired on December 26, 2023. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll feature you on an

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49:08

Networking Anxiety

Freelance to Founder ·

2025/06/19

On today’s show: do you keep hearing how important networking is, but you really just don’t enjoy it?In this episode, we chat with Morgan, a freelancer from Chicago. Morgan can see the potential in networking with local clients, but can’t quite figure out how to enjoy it. So, Clay and I start brainstorming a few fun and exciting ways she can leverage her unique talents to ⁠network with local business owners⁠ and potential clients. Stick around for this fun brainstorming session starting

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12:07

[Q&A] Best Software for Getting Paid Faster?

Freelance to Founder ·

2025/06/17

Today’s question comes from our ⁠free Mastermind group⁠ on Facebook.Darielle asks: "What's the BEST Software for getting paid faster?" Getting paid for your work FAST is key, but how do you make it happen? You'll get the answer here! This Q&A episode was originally aired on August 8th, 2023. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll feature you on an upcoming episode. Listen to our full-length coaching calls: ⁠http://freelancetofounder.com⁠ Support our

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53:16

Finding Rockstar Subcontractors

Freelance to Founder ·

2025/06/12

On today’s show, have you ever thought: if I could just find the right person to hire, I could scale up my business.That’s how ⁠Virginia⁠ from Argentina feels about her unique content marketing company. The challenge? Virginia’s company develops content around witchcraft and spiritualism—so she needs teammates who speak fluent English, write well, and understand her unique niche. It’s a tall order, but Clay and I offered solid advice for ⁠hiring the best freelancers⁠. This episode was

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18:45

[Q&A] Best Tools as I Grow?

Freelance to Founder ·

2025/06/10

On today’s Q&A episode, what are the best tools to use as your freelance business grows? That’s what Cesar asks us because his business is outgrowing tools like Google Drive. So, Clay and I launch into our best advice on what makes a good business tool and what makes your business worse… It’s all in this episode of Freelance to Founder. Let’s go! This episode was initially aired on September 12, 2023. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll feature you

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46:18

Superhero Leadership

Freelance to Founder ·

2025/06/09

Sharing an episode of the Superhero Leadership podcast, hosted by Marvel's former CEO and legendary turnaround expert, Peter Cuneo. Each week, Peter is joined by top performers from business, media, and beyond, leaders who have mastered the art of impact, resilience, and vision. Together, they explore Peter’s 32 leadership essentials, revealing what it really takes to rise, inspire, and lead with purpose. In this episode, Jon Harris, CEO of AthLife, explores how leaders create lasting impact by

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58:25

Good Idea? Freelancing as a Family...

Freelance to Founder ·

2025/06/05

Is freelancing as a family a good idea? Can it actually work?That’s part of what we get into with our call-in guest, Dave. Dave is the father of 3 talented young developers. Together, they’ve started an agency. Well… sort of. As we talked with Dave, we uncovered this: family dynamics are not the same as business dynamics. And sometimes, managing both can present a real challenge. If you’ve ever wondered whether or not to go into business with family, today’s episode of Freelance to

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21:35

[Q&A] Charge by Hour or Project?

Freelance to Founder ·

2025/06/03

On today’s Q&A episode, if a client is willing to pay by the hour or by the project, which one should you choose? That’s part of Pennygoo’s question, and our answer might surprise you… Here we go! This episode was originally aired on September 5, 2023. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll feature you on an upcoming episode. Listen to our full-length coaching calls: ⁠http://freelancetofounder.com⁠ Support our Sponsors Our generous sponsors make

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51:47

Can You Ever Step Away?

Freelance to Founder ·

2025/05/29

On today’s show: Can you ever step away from your business? Or are you doomed as an entrepreneur to never enjoy a vacation or time off ever again?That’s just part of what we talk about with our guest Jim, who’s calling back for a second time on today’s episode. Jim has quit his job and taken his business full-time. But now he wonders: how do I take the next step so I can work more ON my business than IN my business. If you’re wondering the same, then stay tuned because we answer that and lots

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20:22

[Q&A] Client-Converting Portfolio Tips

Freelance to Founder ·

2025/05/27

In this Q&A episode, Oliver asks us what it takes to create a portfolio that actually brings in new long-term clients. And since Clay and I are real marketing geeks, we have quite a few ideas for turning your sleepy portfolio into a client-converting machine. It’s all in today’s show, and it starts right now. This episode was originally aired on August 29, 2023. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll feature you on an upcoming episode. Listen to our

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61:04

Too Busy to Grow?

Freelance to Founder ·

2025/05/22

On today’s show: Do you ever feel like you’re just way too busy to actually spend time growing your business? If so, you’re not alone. We chatted with Will Gibbons, who works with cool clients like Peloton, 3M, and Vizio. But Will’s got a problem. A great problem. He’s got too much work. Which means he’s busy. And he’s worried he doesn’t have time to grow. Clay and I help him punch through those barriers in this episode of Freelance to Founder. Here we go… This episode was originally

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16:07

[Q&A] Should I hire a CPA or use a tax software?

Freelance to Founder ·

2025/05/20

Today’s question comes from our ⁠free Mastermind group⁠ on Facebook. Anna Keith asks: "I’m getting ready to do my taxes and am considering trying software rather than hiring a CPA. What insights or pros/cons about using software vs. hiring a professional do you have?" This episode was originally aired on May 3, 2022. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll feature you on an upcoming episode. Listen to our full-length coaching calls:

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34:18

Should I Even Try?

Freelance to Founder ·

2025/05/15

On today’s show: is it even worth trying to grow your freelance business? That’s where Rakesh finds himself. He gets most of his clients from freelancing platforms like Upwork. And the market for web designers and developers is just so saturated, he doesn’t even know if he should continue with his business. If you’ve ever felt this way, today’s show is for you. It all starts right now on this episode of Freelance to Founder. Oh, and really quickly before we start: the audio on this

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13:21

[Q&A] Can I Put In-House Work in My Portfolio?

Freelance to Founder ·

2025/05/13

This episode's question came in via email. Nico works as a designer for a company right now, and he wants to start freelancing on the side and build a business. He said, “I was thinking of creating a portfolio, including the projects I've completed in my current company, but in a fictitious way (use different names, organizations, etc.) Also, state that this is a fictional project but that the process and outputs are the same. Do you think this will work to close deals? If you were a

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516 results

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