freelance to founder

a podcast from the team at Millo.

From solo to scale.

Telling the true stories of freelancers & solopreneurs who grew their business to be much bigger than themselves.

Brandon HullHosted by Brandon Hull.

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"Powerful story lines, honest conversations. Everything you want in a business podcast."
—Michael Sacca, Host of Rocketship.fm

"The most polished interview podcast I’ve ever heard, run by an interviewer who knows what his audience wants."
—Andrew Warner, founder & podcaster at Mixergy

"I dig the honest talk and advice in Freelance to Founder!"
—Paul Jarvis, author & podcaster at pjrvs.com

"Anyone who's ready to scale their one-person business should listen to Freelance to Founder." —Nick Loper, host of The Side Hustle Show

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Season 5 is here!

5.8 From plumber to $4 Million business with Stuart Draper of Stukent

Stuart Draper once worked as a plumber for his brother-in-law. Now he’s the founder of a $4 Million business providing a digital marketing curriculum to university professors and their students. Makes total sense, right? Well, maybe not. But it makes for a great tale.

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Thanks to our sponsors Gusto, Design Crowd & .TECH domains for supporting this episode.

5.7 From feeling stuck at a day job to $500K/year with Brittney Castro of Financially Wise, Inc.

After feeling stuck at her corporate finance job, Brittney Castro broke out on her own to start her own financial planning firm. Now she works tirelessly on growing her personal brand making $500K/year.

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Thanks to our sponsors Gusto & Design Crowd for supporting this episode.

5.6 From zero business plan to million-dollar podcaster with Andrew Warner of Mixergy

When Andrew Warner started Mixergy, he had just finalized a $40 Million business sale and was anxious to help aspiring entrepreneurs thrive. Despite starting with zero business plan in mind, today Mixergy is a healthy 7-figure business and in today’s episode, you’ll see how it all unfolded—and continues to unfold—for Andrew and his small team.

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Thanks to our sponsors Gusto & Design Crowd for supporting this episode.

5.5 From 3rd-grade teacher to six-figure photography blogger with Courtney Slazinik of Click it Up a Notch

Today's show features a military wife and extremely motivated mom who decided to mix her two passions - education and photography - into a highly successful blog that she runs from anywhere. This is the story of Courtney Slazinik, founder of clickitupanotch.com - from 3rd-grade teacher to six-figure photography blogger.

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Thanks to Gusto for supporting this episode.

5.4 From freelance web designer to topping the Product Hunt charts with James Rose of Content Snare

On today’s show, we’ve got an Australian software developer, who’s just over 1 year into his biggest endeavour yet. While he’s successfully built and sold one company in the past, he’s right now growing his latest creation - Content Snare. And it’s been an emotional rollercoaster - even beginning with him having to re-think his original business idea.

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Thanks to Gusto and Conference Calling by Vast for supporting this episode.

5.3 From PR Manager to highly successful SaaS consulting business with Kaleigh Moore

What if you discovered that your best bet for growth, success and even peace of mind was to change gears from building a big company to establishing a strong healthy personal brand? Meet Kaleigh Moore, freelance copywriter and former founder of Lumen Ventures - Now, a prolific content creator, podcaster and business partner to Paul Jarvis and his ‘Creative Class’ program.

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Thanks to Gusto, Design Crowd, and Conference Calling by Vast for supporting this episode.

5.2 From freelance developer to millions in revenue with Hotjar’s Marc von Brockdorff

As a kid, Marc von Brockdorff was obsessed with the idea of having an online business. He’s continued to overcome startup struggles by building and testing various online products and businesses - including working as a freelance developer. Today, he’s the co-founder at Hotjar, one of the web’s fastest growing companies.

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Thanks to Gusto, Design Crowd, and Conference Calling by Vast for supporting this episode.

5.1 From college dropouts to power couple growing two agencies with Reliable PSD’s David & Lou

In today’s episode, we introduce you to David Tendrich and Lou Levit, partners in business and in life. In 2009, they both decided to leave college to start their own freelance business. Now, this power couple have grown from just the two of them to over 20 employees and thousands of dollars in revenue across the globe with their two very distinct businesses - Unexpected Ways and ReliablePSD.

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Thanks to our sponsors Gusto & Design Crowd for supporting this episode.

Season 4

4.6 From answering customer support calls to building a successful lifestyle business online

Justin Jackson was a shy kid growing up. Of course, you might not guess that from his twitter profile where he self-identifies as an internet stuntman. After taking his first real job as a customer service rep, Justin quickly learned there was more out there for him. Today, he's a lifestyle entrepreneur, author, product developer, and all-around interesting character.

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4.5 From "checked-out employee" to full-time freelancer & blogger with Sarah Morgan of XO Sarah

After seven years of working in a cubicle, Sarah Morgan realized she had a major problem: she hated her job. Her biggest fear was that she'd wake up one day and realize she had worked her whole life at a job she didn't enjoy. That's when she decided to take her freelancing full-time and has since built a thriving brand & blog.

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4.4 From web designer to building Freshbooks to a multi-million-dollar company with Mike McDerment

Mike McDerment had the entrepreneurial bug early on. In second grade, he built a video game and told everyone he was going to sell it. Today, Mike he's the CEO of Freshbooks—a tool for freelancers with nearly 2 million active users.

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4.3 From “terrible student” to building a multi-million-dollar agency with Cynthia Johnson of Bell + Ivy

Cynthia Johnson wasn't exactly a perfect fit for public school—after being homeschooled she found the entire thing a bit restrictive. But the same autonomous, adventurous, entrepreneurial mindset that may have caused trouble in school, helped her build a multi-million dollar agency and personal brand.

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4.2 From "nerdy kid" to building a $45,000/mo business from scratch in less than a year with Jake Jorgovan of Lead Cookie

Jake Jorgovan has started a lot of businesses—from recording punk rock bands in his basement as a teenager to designing websites for multiple clients. But Jake recently learned that if he wanted to scale to something bigger than his own expertise, he had to rethink everything.

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4.1 Chris Do: From community college to winning an Emmy & booking clients like Nike, Audi, and Microsoft

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.

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4.0 Season 4 is coming with Chris Do, Cynthia Johnson, Justin Jackson, Sarah Morgan and more!

We're just a week away from Season 4 of 'Freelance to Founder' and we've got some incredible stories coming your way this season—from Emmy-winning designer Chris Do, to entrepreneur Cynthia Johnson, "internet stuntman" Justin Jackson, full-time blogger Sarah Morgan and lots more!

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Season 3

3.8 From flailing freelancer to a $500,000/month "unlimited design" business with Russ Perry of Design Pickle

After realizing he wasn't cut out for freelancing or agency life, Russ Perry built a multi-million-dollar business on the back of a crazy idea: sell unlimited graphic design services for unbelievably cheap.

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3.7 From struggling design blogger to building a huge six-figure business with Tom Ross of Design Cuts

Tom Ross used to be a design blogger getting hundreds of thousands of views every month. But he quickly realized almost none of those visitors really cared about him, his brand, or his business. That's when Tom pivoted to build Design Cuts—a decision that would lead him to build one of the most engaged (and profitable) design communities on the web.

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3.6 From 8-yr-old computer whiz to selling his company to Stripe with Courtland Allen of Indie Hackers

When Courtland Allen was an 8-year-old tinkering with computers and teaching adults around him how the machines worked, he probably never imagined that many years later he would build a small company that would eventually be acquired y tech giant, Stripe.

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3.5 From college dropout to $828,000 in monthly recurring revenue with Nathan Barry of ConvertKit

When Nathan Barry dropped out of college a few years ago, he never dreamed he'd soon be running a company that generates over $800,000 every month in recurring revenue. But that's exactly what has happened. And in today's episode we learn how he did it.

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3.4 From quitting law school to building a copywriting empire with Joanna Wiebe of Copy Hackers

Joanna Wiebe thought law school was the right path for her. But after a day—yes, literally one day—she realized she made a terrible mistake. Since then she has built one of the most well-known copywriting brands on the internet: Copy Hackers.

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3.3 From losing everything to building a massive podcast career with Michael O'Neal and 'The Solopreneur Hour'

How many people do you know making a good living as a professional podcaster? Probably not many. In today's episode, you'll hear the story of Michael O'Neal and learn what it takes to build a creative business of any kind as we hear how he became the host of a very popular podcast: 'The Solopreneur Hour.'

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3.2 From financial analyst to million-dollar blogger with Michelle Schroeder-Gardner and 'Making Sense of Cents'

Just a few years ago, Michelle Schroeder-Gardner was a financial analyst with loads of student debt. Now her blog, 'Making Sense of Cents,' brings in over a million dollars annually.

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3.1 From high-school web developer to teaching freelancers how to double their business with Brennan Dunn

Brennan Dunn started freelancing as early as high-school. Now, he teaches other freelancers what it takes to build a thriving business & he runs a couple of growing businesses himself.

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3.0 Season 3 is coming—and we've got Brennan Dunn, Michelle Gardner, Michael O'Neal and lots more!

We're back with an all-new season of 'Freelance to Founder!' This season, you'll hear the stories of incredible freelancers and solopreneurs like Brennan Dunn of 'Double Your Freelancing,' Michelle Gardner of 'Making Sense of Cents,' Michael O'Neal from 'The Solopreneur Hour Podcast' and lots more! Get ready, it's going to be a great season.

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Season 2

2.1 From washing windows to building a massive online brand — the story of Sean McCabe and the seanwes brand

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.

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2.2 From getting fired to building a thriving creative agency - the story of Clay Mosley and Rock City Digital

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.

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2.3 From kindergarten teacher to Kickstarter success & thriving mompreneur - the story of AshLee Winterrose

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.

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2.4 From a Boeing cubicle to making videos for Pat Flynn, John Lee Dumas, Chris Ducker & more - the story of Caleb Wojcik

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.

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2.5 From project manager to highly sought-after hand-lettering instructor - the story of Becca Courtice

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.

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2.6 From college drop-out to building a massive social selling business — the story of Phil Gerbyshak

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.

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2.7 From receptionist to designing for Google and becoming a bestselling author - the story of Sarah Cooper & the Cooper Review

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.

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2.8 From fortune 500 companies & failed startups to building a successful business on their terms - the story of Fizzle founders Corbett Barr & Chase Reeves

Our final episode for Season 2 brings you Corbett Barr and Chase Reeves, together, as co-founders of Fizzle.co. We especially cover the mindset of a successful online business builder. The perfect episode to wrap up an incredible season.

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Season 1

1.0 Season One Trailer

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.

1.1 From stay-at-home mom to multi-million dollar brand

Courtney didn't want to start just another mommy blog. She wanted to make money...and fast. After just 3 years, her fashion business grew to employ dozens of moms and bring millions in revenue.

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1.2 From getting paid pennies in royalties to selling art direct to buyers

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.

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1.3 From a single freelance designer to an agency making millions

Bianca started out as a one-woman graphic design "agency" and has built a thriving Aussie web design business with 20 employees and bringing in millions of revenue along the way.

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1.4 From art enthusiast to empowering women in Nepal

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.

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1.5 From college grad to working for ESPN, Oprah, & Time Magazine

C.J. was a no-name freelance photographer who walked into the offices of Time Magazine to pitch his work...and got a job! Years later, he has worked for brands like Oprah, ESPN, and Time Magazine.

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1.6 From cubicle-doomed to getting his brand featured on TODAY Show & in the Superbowl

Michael was an accountant with a dead-end job making him miserable. 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 on the TODAY Show and in the Superbowl, his brand is now growing like crazy.

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1.7 From designing video games to getting hired by major brands to create custom illustrations & art

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.

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1.8 From freelance designer to building a luxury fashion brand

Jeff started out with a question: why was it so difficult to find fresh, high-quality, unique fashion items in a modern aesthetic? Then he set out to build Ugmonk—a company that sells luxury items with modern design.

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