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Freelance to Founder

Ditch the Feast-Famine Lifestyle.

Freelance to Founder is a unique call-in show helping real-life freelancers grow their businesses and escape the feast-famine lifestyle. The podcast is co-hosted by Clay and Preston, two former freelancers who have started, built, and even sold six- and seven-figure businesses of their own. If you enjoy content fromThe Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder. Catch the Tuesday Q&A episodes, dive deeper with Thursday's call-in episodes, or join us on the air and take the next step on your journey from ... freelance to founder.

or Join Us

Cold Pitching vs. Content Marketing

58 min

Jun 18, 2020

On today’s call, we chat with Mihai Zamfir who has done some incredible work in building a presentation design company.

Mihai gets a fair amount of new clients using sites like Upwork and other freelance marketplaces, but he’s ready to start finding better clients in more intentional ways. All of this leads us to an answer-rich coaching session all about short-term vs. long-term sales strategies. 

Cold-pitching vs. Content marketing. 

On the one hand, cold-pitching is hard and has notoriously bad conversion rates. On the other hand, content marketing is very time and labor intensive.

So what’s the right path for you? We’ll help you answer that question and many more in today’s episode.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Support our sponsors so we can keep airing new episodes:

Participate — Create a space for collaboration, communication and learning.

Notion — The all-in-one workspace for all your notes, wikis, and important tasks.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

More resources related to today's episode:

Clay recommends finding a quality CRM. Here are our top recommendations: 10 Best CRM for Freelancers Ready to Get Organized

Preston recommends using something like Reply.io to scale up your outreach.

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

You're a Bottleneck—and it's Killing Your Business

55 min

Jun 11, 2020

On this week’s episode, we talk with Jason Vance, a former web design freelancer who’s building his next company in marketing.

In just 9 months, Jason has hired 9 employees for his marketing agency because there's a whole lot of work that needs to get done.

But now Jason feels like he may be holding his team back by causing a bottleneck.

It's hard going from doing everything yourself to hiring and trusting employees to take on important tasks. But it’s a subject Clay and I have a TON of experience in which leads to a fantastic conversation with Jason about productivity, systems, empowerment, and trust.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Support our sponsors so we can keep airing new episodes:

Participate — Create a space for collaboration, communication and learning.

Notion — The all-in-one workspace for all your notes, wikis, and important tasks.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

More resources related to today's episode:

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

An Audience is Not a Business

41 min

Jun 03, 2020

On this week’s episode, Clay and Preston have a heart-to-heart chat with Rodney Little, a UX/UI designer who wants to build an audience-first business.

But Rodney, a side-hustler with a full-time job, has been kicking this idea around in his mind for a whopping five years—so in this episode, Clay and Preston call him out. They dive into what’s been holding him up and what it’s really going to look like to build an audience-first business.

It’s a very personal conversation for Preston especially—since his business began when he started a small design blog—and this episode features some of Preston and Clay's best advice for starting and growing an audience-first business like a blog or a podcast.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Support our sponsors so we can keep airing new episodes:

Participate — Create a space for collaboration, communication and learning.

Notion — The all-in-one workspace for all your notes, wikis, and important tasks.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

Recently on the blog:

13 High-Paying Part-Time Jobs (You’re Actually Qualified For) to Boost Income in 2020

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Do I Really Have to Be the CEO?

52 min

May 28, 2020

On today’s show, we talk with Spencer Blaiklok—a freelance animator who dreams of building something bigger.

But, like most creatives, Spencer doesn’t want to give up the fun creative work in order to sit behind a desk or in meetings all day, hating his job.

In this episode, Clay and I walk Spencer through a few different ways he can grow his business without having to become a typical CEO-type.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Support our sponsors so we can keep airing new episodes:

Participate — Create a space for collaboration, communication and learning.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

5 Triggers to Raise Your Rates

38 min

May 21, 2020

In today’s episode, Clay and I talk all about freelance pricing: what to charge, and when to raise your rates. We explore two very different pricing models and reveal 5 triggers you should watch for to signal it’s time to raise your rates.

If you’ve ever wondered if you’re leaving money on the table in your business or if you’re charging the right amount for the work you do, this episode is for you.

To dig even deeper, here are a few more pricing resources from the Millo team:

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Support our sponsors so we can keep airing new episodes:

Participate — Create a space for collaboration, communication and learning.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is Upwork Legit? + What You're Losing by Not Hiring

53 min

May 14, 2020

On today’s show, we have a nice long chat with Carl Smith. He’s been an in-house web developer for the past 20 years, but at the end of 2018, Carl finally launched a small business of his own—L&L Web Consulting.

Carl saw some early success on Upwork, but when one client who was taking up 50 hours of his work-week suddenly halted their project, Carl was left wondering if sites like Upwork were the best way to get web design clients.

In the first half of today’s episode, we talk all about Upwork—should you be on it? Is it a good long-term strategy? And is it worth your time?

Then we round out the show with a great conversation on hiring a marketing expert, When is the right time to hire? How can you find the right person? And ideas for what to do if you literally have no budget for hiring but desperately need help.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Support our sponsors so we can keep airing new episodes:

Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.

Participate — Create a space for collaboration, communication and learning.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

Recently on the blog:

90+ Best tools for freelancers who never want to have a boss again

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Why You're Failing at "Finding a Niche"

43 min

May 07, 2020

On today’s episode, we sit down with Margaret Ryland, a brand and identity designer who started her own design business not very long ago.

Margaret is working hard trying to figure out exactly what kind of client to target which has left her listening to and reading a lot of advice about finding your freelance niche.

Advice to "find your niche" in business is not uncommon on the Internet—you’ve probably seen it yourself. We've even published our own articles about it.

But Clay and I worry that Margaret is rushing into niching down a little too fast. So in today’s conversation, we dissect why “find your niche” really isn’t all it’s cracked up to be—and what freelancers should be doing instead.

We also talk about demanding full creative control from clients, ditching proposals, listing prices on your website, weeding out high-maintenance clients and lots more.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Support our sponsors so we can keep airing new episodes:

Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.

Participate — Create a space for collaboration, communication and learning.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

Recently on the blog:

How to Get Web Design Clients: 10 Pro Tips to Get Work Now

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Building a Business vs. Creating Another Job

56 min

Apr 30, 2020

Too many freelancers never actually build a business that works for them. Instead, they just build another job for themselves—trading one annoying boss for a dozen high-maintenance clients. Eesh.

In today's episode, we sit down with Bobby Macey, founder of Macey Media. After side-hustling through a series of frustrating lay-offs, Bobby finally decided to take matters into his own hands and start a content agency.

He’s doing a lot of things right and his business is growing fast.

But Bobby still finds himself doing a lot of the client work he books—leaving him with late nights on his laptop and a work-life balance that’s a bit uneven.

In today’s show, Clay and I share what we’ve learned about work-life balance and help Bobby answer important questions about when to hire and who to hire to best scale his business and rescue some of his personal life.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Support our sponsors so we can keep airing new episodes:

Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.

Participate — Create a space for collaboration, communication and learning.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

Recently on the blog:

Determining Who Gets a 1099-MISC Form and When it’s Due

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Is Social Media Worth Your Time?

56 min

Apr 23, 2020

Auni Milne can close a deal with just about any client that comes her way. But getting new clients continues to be a struggle. Can being more active on social media help Auni improve her inbound lead generation? We explore that question on today's episode of Freelance to Founder.

Leave us a review on Apple Podcasts:

If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. Click here to leave a review.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Support for this episode comes from:

Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.

Participate — Create a space for collaboration, communication and learning.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

Recently on the blog:

Have A Past Due Invoice? Use These Email Scripts to Resolve It Now

Resources mentioned in this episode:

Auni's Instagram Feed (hint: she did exactly as promised in the episode! Way to go, Auni!)

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Be Yourself, Get More Clients

43 min

Apr 16, 2020

On today’s episode, we sit down with Amy Kuo—a former designer at Disney who after finding her passion for branding, and taking the leap into full-time freelance, wants to grow her own agency.

We talk about one of Amy’s biggest hurdles: overcoming imposter syndrome—especially when trying to get new freelance clients. And we strike some real gold toward the end of the episode with one way Amy—and you—can get out there and be yourself while building your business.

Be a guest on an upcoming episode:

We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, click here.

Support for this episode comes from:

Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.

Participate — Create a space for collaboration, communication and learning.

SolidGigs — Get more freelance jobs.

Dripify — Premium learning platform for entrepreneurs.

Recently on the blog:

10 Recurring Revenue Business Ideas to Start Cashing In on Today

Resources mentioned in this episode:

The T-Shirt strategy that Clay and so many others have used to win new clients while networking

Freelance to Founder is a production of Millo and distributed by The Podglomerate.

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Clay's Fight to $100K/month in Repeat Client Revenue

59 min

Apr 09, 2020

Not long ago, Clay was a struggling freelancer working low-paying jobs to make ends meet. Just 4 years later, he had a thriving agency with 10+ employees and over $100K/mo in recurring revenue.

In today's episode, you'll get to know Clay better and see why he's going to make an incredible co-host for the all-new recharged Freelance to Founder podcast.

SUPPORT FOR THIS SHOW comes from:

Harpoon - the next generation time-tracking and billing software that not only records your financial past, but also helps you plan and predict a profitable future. Learn more at HarpoonApp.com.

SolidGigs - get the best freelance jobs delivered to your inbox every week and hand-picked custom-curated freelance jobs posted to your account every weekday. Learn more at SolidGigs.com.

Dripify - The ultimate learning platform for entrepreneurs with step-by-step tutorials on all things sales, marketing, branding, photography, videography, copywriting, and more. Learn more at GetDripify.com.

You might also like:

***

This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy

Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Introducing: 'Freelance to Founder' [TRAILER]

1 min

Apr 06, 2020

Freelance to Founder is a unique call-in show with real-life freelancers trying to grow their businesses and escape the feast-famine lifestyle. Co-hosted by Clay and Preston, two former freelancers who have started, built, and even sold six- and seven-figure businesses of their own.

Binge the Q&A episodes, dive deep with the coaching sessions, or even join in yourself and take the next step on your journey from ... Freelance to Founder.

Subscribe at FreelanceToFounder.com, in Apple podcasts or wherever you get your podcasts. New shows twice a week.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Freelance to Founder Hosts Talking on Mics

Join us on the air

Our call-in guests are what make this show so great! Joining in is simple:

  1. Choose a time when you can join us for a call.
  2. Answer 6 questions to help us learn about your business.
  3. We'll email you to confirm & send more details.

That's it. It'll be the best decision you make this week.

What former guests are saying:

profile pictureI got so much good advice on the podcast. I can happily report that I made more money last year while working part-time and being able to spend a lot of time with my daughter. Huge wins. —Kate Mrozowski

profile picturePreston & Clay give such great insights ... always so much to learn from them! Honest, candid conversations about the ups and downs of freelancing and growing a business at any stage. —Alex Weaver

profile picturePreston and Clay have great chemistry and their sometimes opposing opinions make for a good balance! I’ve enjoyed being able to learn from others who are a few steps ahead of me in their respective careers. —Will Gibbons

Freelance to Founder Artwork