Millo

Freelance to Founder

Business EN ↓ 603 episodes

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 Hu...

Author

Millo

Category

Business

Podcast website

freelancetofounder.com

Latest episode

Jul 10, 2026

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Episodes

[Q&A] Best Software for Getting Paid Faster? 17.06.2025

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....

Finding Rockstar Subcontractors 12.06.2025

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 orde...

[Q&A] Best Tools as I Grow? 10.06.2025

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,...

Superhero Leadership 09.06.2025

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...

Good Idea? Freelancing as a Family... 05.06.2025

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...

[Q&A] Charge by Hour or Project? 03.06.2025

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...

Can You Ever Step Away? 29.05.2025

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...

[Q&A] Client-Converting Portfolio Tips 27.05.2025

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 ⁠Fre...

Too Busy to Grow? 22.05.2025

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...

[Q&A] Should I hire a CPA or use a tax software? 20.05.2025

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 yo...

Should I Even Try? 15.05.2025

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 ep...

[Q&A] Can I Put In-House Work in My Portfolio? 13.05.2025

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 pro...

Is a VA a Good First Hire? 07.05.2025

On today’s show: Is a VA a good first hire in your company? We’re joined by call-in guest Nils, who wants to know when and how to hire a VA—a virtual assistant. But Clay and I slam on the brakes and force Nils to answer the question: Is a VA even the best first hire to make? The answer might surprise you. It’s all on today’s episode of Freelance to Founder. Let’s go! This episode was originally ai...

[Q&A] Best Software for Getting Paid Faster? 05.05.2025

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....

Disrespectful Clients 01.05.2025

On today’s show: What should you do when you’re not getting the kind of respect you deserve from your clients? That’s just one of many questions we got today from our guest, Cathal, calling in from Germany. A few times now, Cathal has been hired by a manager only to later have that manager’s team give him pushback once he gets to work. So, we work with him on a few ideas on how to get everyone on...

[Q&A] Best Tools as I Grow? 29.04.2025

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,...

The Risk of Referrals 24.04.2025

On today’s show, if you get most of your clients from referrals, is that a good thing? Or is your business at risk of failing? You’re about to hear a coaching call with Dwaynia, who’s calling in from Alabama in the USA. Dwaynia has a great writing business going. She’s working with clients she loves and has a small team to support her. But, Dwaynia literally lies awake at night worried about not h...

[Q&A] Charge by Hour or Project? 22.04.2025

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:...

Do Lead Magnets Work? 17.04.2025

On today’s show: Do lead magnets really work? Like, can you actually get new clients by giving away something for free first? Or are they a waste of your time? I’m flying solo today on a coaching call with Garrett—who has questions about using AI to generate lead magnets, how to price his work when he has a unique offering and non-traditional clients, and more. It’s all in today’s episode of ‘Free...

[Q&A] Client-Converting Portfolio Tips 15.04.2025

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 Free...

You're Dead Without a Vision 10.04.2025

On today’s show: you’re dead without a vision for your business. That’s because without a vision—or a north star—to guide your business, you can very easily end up chasing the wrong things. In today’s episode, we chat with Alan, who’s ready to grow his family business, but he’s not sure where to start when it comes to strategy and processes. If you find it hard knowing where to start, this episode...

[Q&A] Should I hire a CPA or use a tax software? 08.04.2025

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...

Client Tool Craziness 03.04.2025

On today’s show: should you spread yourself across each of your client’s project management tools? Or should you make them join yours? It’s a question Taylor’s facing as she grows her business.  We spoke with Taylor about a year ago, and things are going great.  But she works with so many clients now; they each have their preferred project management tool.  So, should she keep going from tool to t...

[Q&A] Can I Put In-House Work in My Portfolio? 01.04.2025

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 pro...

Where Is Your Business Going? 27.03.2025

Have you ever felt like you don’t know where you’re going in your business? It can be debilitating and frustrating. Not only that, but it can leave you spinning your wheels and wishing you knew what to do next to finally get some traction. That’s the situation Bernadette finds herself in. Today, she calls in from New Zealand with questions about how to restart her business and build something she...

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