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Freelance to Founder
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Freelance to Founder

Author: Millo / The Podglomerate

Subscribed: 3,854Played: 88,787


Join freelancers-turned-entrepreneurs Preston & Clay for weekly on-the-air coaching calls with freelancers who are ready to scale their business to something bigger than just themselves. Your weekly dose of real-world, practical, actionable advice to take your freelancing to the next level—brought to you by two guys who have done it all before.

93 Episodes
After his family immigrated to the U.S. from Vietnam, Chris Do never imagined his artistic interests could eventually propel him into a successful life-long career. Now, years later, he's an Emmy Award-winning designer growing an agency that works with some of the biggest companies in the world.    Now, after years of building his agency, Chris is building something new: *The Futur*. It's an educational platform for designers—and it's taking off.  We'll be back very soon with season 6 of Freelance to Founder.  Learn more about your ad choices. Visit
Mat Sherman doesn't do anything the "traditional" way. That includes building his business which centers around two primary products: Publoft and Gigloft. In this episode, you'll hear Mat's story including his college charitable efforts organizing an "undie run," his time with famed Angel investor Jason Calacanis, and the projects he's working on today to help more freelancers connect with quality clients. If you enjoy this episode, please leave us an honest rating on Apple Podcasts. Thank you to our Sponsors for supporting this episode: Wix - Design & develop custom websites for your clients in less time with the most innovative web design platform. Start Now. FreshBooks - Let FreshBooks follow-up with clients so you can focus your time on what matters most. Listeners of FTF can try Freshbooks completely free for 30 days—without even using a credit card. Simply visit This podcast is a production of Millo. Latest from the Millo blog: 9 Passive Income Ideas for Designers Who Need More Cashflow in 2020 Learn more about your ad choices. Visit
Season 1 of Millo's all-new podcast 'Freelance to Founder' is about to launch! Here's a peek at what to expect this season.  Learn more about your ad choices. Visit
Episode 1 tells the story of Courtney Brown—a solopreneur who, in the height of the mommy blog craze, decided blogging wasn't for her and built a mult-million dollar fashion business instead.  Learn more about your ad choices. Visit
Greg was an artist getting paid pennies on the dollar in royalties for his religious artwork. But after his son Nate stepped in to help build a direct-to-consumer ecommerce business, profits soared.  Learn more about your ad choices. Visit
Bianca Board started out as a one-woman graphic design "agency" and has built a thriving Aussie web design business with 20 employees—bringing in millions of revenue along the way.  Learn more about your ad choices. Visit
Adrienne never expected a vacation to Nepal would lead to not only her eventual marriage, but the beginning of an art business that empowers female artists in Nepal.  Learn more about your ad choices. Visit
C.J. was a no-name freelance photographer who walked into the offices of Time Magazine to pitch his work...and got the contract. Years later, he has worked with brands like Oprah, ESPN, and Time Magazine.  Learn more about your ad choices. Visit
Michael was an accountant with a dead-end job that wasn't making him happy. So he decided to purchase a small local coffee business. After attempting a unique online business model, he came within 2 months of complete failure. But after getting featured on the TODAY Show and in the Superbowl, his brand is now growing like crazy.  Learn more about your ad choices. Visit
Ever since we was a little kid, Howard loved fantasy games like Dungeons and Dragons. But little did he know he'd grow up be hired by Dungeons and Dragons plus other huge gaming brands like Blizzard. Today, Howard does commission work for enormous brands and sells one-of-a-kind commissioned art.  Learn more about your ad choices. Visit
Jeff was a freelance designer who started to notice it was hard to find quality t-shirts that he actually wanted to wear. So he decided to start his own design & fashion brand, Ugmonk. Now, Jeff sells luxurious high-end fashion basics and accessories to people with an eye for great design.  Learn more about your ad choices. Visit
Here's what you can expect from Season 2 of Millo's first-ever podcast, 'Freelance to Founder.'  Learn more about your ad choices. Visit
Episode 1 tells the story of Sean McCabe, founder of seanwes. Sean freelanced as a hand-lettering specialist, but ultimately turned the lessons he learned from that nicheinto a successful online business.  Learn more about your ad choices. Visit
Episode 2 introduces you to Clay Mosley, founder of Rock City Digital agency in Little Rock, Arkansas. Clay went from self-proclaimed job hopper to creative visionary and CEO of an unorthodox agency in the Midwest.  Learn more about your ad choices. Visit
Episode 3 brings you AshLee Winterrose. AshLee and her husband were dealt a challenging blow while still in college, forcing her to become the primary family provider. Hear how she went from meager teacher's salary to budding entrepreneur.  Learn more about your ad choices. Visit
Episode 4 tells the story of Caleb Wojcik, who purposely avoided the self-employed path his father took...before ultimately being pulled into it after the corporate world let him down. Hear how he navigated from employee to employer.  Learn more about your ad choices. Visit
Episode 5 introduces you to Becca Courtice. She was a sports nut early in life, and a project manager after university, What does she do now? She has a highly successful, full-time business as a calligraphy instructor.  Learn more about your ad choices. Visit
Episode 6 welcomes Phil Gerbyshak. As Phil left the Navy, he was quick to dive into the digital world. As his career moved along, so did his mastery of the web for ethical connections. He now teaches social selling as one of several founders of Vengreso.  Learn more about your ad choices. Visit
Episode 7 introduces you to Sarah Chooper. Sarah is the hilarious author of the best-selling book, "100 Ideas to Look Smart in Meetings," a follow-up to her post with 10 ideas.  Learn more about your ad choices. Visit
Our final episode for Season 2 brings you Corbett Barr and Chase Reeves, together, as co-founders of  We especially cover the mindset of a successful online business builder.  The perfect episode to wrap up an incredible season.  Learn more about your ad choices. Visit
Comments (21)

Austin Peek

Well if anyone is looking for more Freelance to Founder stories (while they're taking a break in 2020)... I run a podcast with indepth interviews... It's called: Entrepreneur Stories 4️⃣ Inspiration... I'll post a link below in the comments 👇

Jan 28th
Reply (1)

Ken Tan

the host is too wordy. should be to the point quicker.

Oct 25th

Dani D

phenomenal episode

Jul 18th
Reply (1)

Mary C

This was one of my favorite episodes. I just popped over to Whitney's podcast and subscribed to it as well. Thanks for sharing!

Jun 21st
Reply (1)

Michael Jones

Good program

Jun 19th
Reply (1)

K Hines

I just quit my admin job too and everything you said is what I felt in that job. I need a change in my life too.

May 20th

mitchelle moras

music is too loud

May 2nd
Reply (1)

Robert Stanley

Just listened to my first 3 episodes. Very good content. Music levels too loud and distracting. I look forward to more shows.

May 1st
Reply (1)

Marge Phelps

Love the format and brezzy conversational style. Would not be listening, though. unless I was getting useful information,which I am. Kudos

Mar 30th
Reply (1)

Ann Hood

need to fade the music out while talking

Mar 24th
Reply (1)

Vicki Wineland

the music is too loud

Mar 5th

Austin Peek

If you're looking for more stories of Freelancers becoming Founders then check out the Millionaire Interviews Podcast. Awesome stories being told by awesome entrepreneurs! 😉

Feb 19th
Reply (1)
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