119 episodes

Clay and Preston have each grown their own one-person businesses to something much bigger and now they offer weekly coaching calls with freelancers ready to do the same. Your weekly dose of real-world, practical, actionable advice to take your service-based business to the next level—with occasional surprise guest experts or deep dives on must-have skills for success. New shows every Thursday.

Freelance to Founder The Podglomerate

    • Business
    • 4.5 • 49 Ratings

Clay and Preston have each grown their own one-person businesses to something much bigger and now they offer weekly coaching calls with freelancers ready to do the same. Your weekly dose of real-world, practical, actionable advice to take your service-based business to the next level—with occasional surprise guest experts or deep dives on must-have skills for success. New shows every Thursday.

    Will Clients “Subscribe” to Freelancing?

    Will Clients “Subscribe” to Freelancing?

    On today’s episode we mix it up a bit with Craig Solid—a consultant in the healthcare space.
    Craig’s business is going well and he’s trying to figure out how to better serve his clients on an ongoing basis and potential find some subscription revenue as well.
    What we uncover is a potential mismatch between the target client and product offering. All of us leads us into a much-needed conversation about offering the right services for the right people at the right time.
    It’s an eye-opening episode for freelancers and agency builders at any stage.
    =========
    JOIN OUR FIRST-EVER GROUP CHALLENGE HERE (code 'podcast' to save 30%)
    It's our 5-Days to Recurring Revenue challenge and it's going to be insanely fun and helpful. After 5 days of live video calls, worksheets, homework, and community chat, you'll leave with an irresistible service product to offer clients for a flat recurring fee each month plus everything you need to pitch, sell, and scale this high-revenue model.
    Only ~25 people get in on this first round, so click here to claim your seat and we'll see you soon!
    =========
    Apply for your own on-air coaching call
    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:


    Remote Works — a podcast that tells extraordinary stories of teams that made the shift to working remotely. (Listen to Remote Works Podcast Sneak Peek)


    Zyro — Create a beautiful website or online store for less.


    Melio — Free and easy accounts payable for small businesses.


    LinkedIn Jobs — Find the right person with LinkedIn Jobs.


    Dripify — Premium learning platform for entrepreneurs.


    SolidGigs — Get more freelance jobs.


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

    • 57 min
    Make Art, Make Money

    Make Art, Make Money

    On today’s show I (Preston) have a really great conversation with James O-Reilly, an indie artist who’s working on making the transition from freelancer to founder.
    James has had heaps of work come in over the last year which is good because he's making good money as an artist, but he’s not exactly sure where to go next with his business.
    Should he hire more artists?
    Should he hire a project manager or a sales person?
    And if he hires now, will work dry up and he’ll be in a bad place financially?
    In this one-on-one conversation I had with James, I found he was asking all the right questions. And it’s these fantastic questions that lead us on a journey to discovering exactly what James must do next to grow his art business.
    =========
    JOIN OUR FIRST-EVER GROUP CHALLENGE HERE (code 'podcast' to save 30%)
    It's our 5-Days to Recurring Revenue challenge and it's going to be insanely fun and helpful. After 5 days of live video calls, worksheets, homework, and community chat, you'll leave with an irresistible service product to offer clients for a flat recurring fee each month plus everything you need to pitch, sell, and scale this high-revenue model.
    Only ~25 people get in on this first round, so click here to claim your seat and we'll see you soon!
    =========
    Apply for your own on-air coaching call
    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:


    Remote Works — a podcast that tells extraordinary stories of teams that made the shift to working remotely. (Listen to Remote Works Podcast Sneak Peek)


    Zyro — Create a beautiful website or online store for less.


    Melio — Free and easy accounts payable for small businesses.


    LinkedIn Jobs — Find the right person with LinkedIn Jobs.


    Dripify — Premium learning platform for entrepreneurs.


    SolidGigs — Get more freelance jobs.


    Resources mentioned in this episode:

    The Cashflow Quadrant - https://amzn.to/2JTFj9F


    Freelanced - freelanced.com



    Sites like Upwork for expanding your freelance footprint

    To listen to more episodes or subscribe to Remote Works, click here.


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

    • 56 min
    Working From Anywhere (Remote Works Podcast Sneak Peek)

    Working From Anywhere (Remote Works Podcast Sneak Peek)

    To listen to more episodes or subscribe to Remote Works, click here.
    On today's bonus episode, I share with you a fun podcast called 'Remote Work' from the team at Citrix.
    You know how, before Covid, only a relative few of us knew how great it was to work from anywhere? Well, Remote Works is on a mission to highlight the new ways that millions of people are now working—from wherever they want.
    Remote Works features stories of digital nomads working from the beach in Barbados, Bali and beyond.
    But it’s not just stories about remote work on the beach. Each episode is full of insight and advice you can apply to your work and your team.
    I personally really enjoyed the episode about two women working in a tiny trapper’s cabin in the Arctic and dodging polar bears while fighting climate change. 
    I got a special sneak preview of season 2 of Remote Works, and I’ve been dying to share this episode with you so today, I’ve included, with permission from Remote Works, the full episode for your listening enjoyment.
    You can search for Remote Works anywhere you get your podcasts and I’ll include a link in the show notes to make it easy. A big thank you to Remote Works for their support of Freelance to Founder.
    Learn more about your ad choices. Visit megaphone.fm/adchoices

    • 23 min
    The Truth About Being a ‘Founder’

    The Truth About Being a ‘Founder’

    On today’s episode, we chat with Chase, a co-founder at Electric Eye. They help Direct-to-Consumer Shopify brands make more money. Like Clay and me, Chase started out as a freelancer, but over the last five years he and his business partner have grown their agency to eight employees.
    In this conversation with Chase, we talk about all the things we three wish we had known about making the transition from freelancer to founder.
    We cover everything from hiring (of course) to when you should niche, fighting imposter syndrome, onboarding clients, sending client gifts, fixing major screw-ups and more.
    It’s a jam-packed episode and a must-listen for anyone wanting to know the truth behind what it’s like to go from freelance to founder.
    =========
    JOIN OUR FIRST-EVER GROUP CHALLENGE HERE (code 'podcast' to save 30%)
    It's our 5-Days to Recurring Revenue challenge and it's going to be insanely fun and helpful. After 5 days of live video calls, worksheets, homework, and community chat, you'll leave with an irresistible service product to offer clients for a flat recurring fee each month plus everything you need to pitch, sell, and scale this high-revenue model.
    Only ~25 people get in on this first round, so click here to claim your seat and we'll see you soon!
    =========
    Apply for your own on-air coaching call
    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:


    Zyro — Create a beautiful website or online store for less.


    Melio — Free and easy accounts payable for small businesses.


    LinkedIn Jobs — Find the right person with LinkedIn Jobs.


    Dripify — Premium learning platform for entrepreneurs.


    SolidGigs — Get more freelance jobs.


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

    • 58 min
    Giving Yourself a $40K Raise + Investing in People

    Giving Yourself a $40K Raise + Investing in People

    On this week’s episode, we check back in with one of our favorite guests from last season: Amy Kuo.
    Amy’s business is growing well and she even hired her first intern this year. But she still has a lot of questions about hiring and outsourcing. And since Clay and I believe whole-heartedly that people are the best possible investment you can make in your business, we have a lot to say on the subject.
    If you’ve ever worried about introducing your employees to clients, letting go of important tasks, or if you’ll have enough work to give someone after you hire them, then today’s episode is for you.
    =========
    JOIN OUR FIRST-EVER GROUP CHALLENGE HERE (code 'podcast' to save 30%)
    It's our 5-Days to Recurring Revenue challenge and it's going to be insanely fun and helpful. After 5 days of live video calls, worksheets, homework, and community chat, you'll leave with an irresistible service product to offer clients for a flat recurring fee each month plus everything you need to pitch, sell, and scale this high-revenue model.
    Only ~25 people get in on this first round, so click here to claim your seat and we'll see you soon!
    =========
    Apply for your own on-air coaching call
    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:


    LinkedIn Jobs — Find the right person with LinkedIn Jobs.


    Dripify — Premium learning platform for entrepreneurs.


    SolidGigs — Get more freelance jobs.


    Listen to Amy's previous episode here: Be Yourself, Get More Clients
    Learn more about your ad choices. Visit megaphone.fm/adchoices

    • 51 min
    Attracting the Best Projects

    Attracting the Best Projects

    You'll be happier and wealthier if you can learn how to attract the right kinds of freelance jobs in your career.
    On today’s episode, I’m joined by a special guest coach, my friend Matt Olpinski, as we offer some coaching to Wyatt Hill. 
    Wyatt’s got a really unique situation: his boss allows him to make connections with customers at his day job and then pitch them his side-hustle services.
    While this setup is incredible, it also has Wyatt a bit worried: as he gets more successful, if he chooses to quit his day job, his client pipeline could dry up.
    So we spend the bulk of this episode showing Wyatt a few ways to attract the right kinds of projects on his own—without help from his boss.
    We talk about lots of tactics from SEO, to better contact forms, to online portfolios and Linkedin.
    With our advice and lots of hard work, Wyatt wants to double his side-hustle revenue next year and we think he can do it.
    =========
    JOIN OUR FIRST-EVER CHALLENGE HERE (code 'podcast' to save 30%)
    It's our 5-Days to Recurring Revenue challenge and it's going to be insanely fun and helpful. After 5 days of live video calls, worksheets, homework, and community chat, you'll leave with an irresistible service product to offer clients for a flat recurring fee each month plus everything you need to pitch, sell, and scale this high-revenue model.
    Only 25 people get in on this first round, so click here to claim your seat and we'll see you soon!
    =========
    Apply for your own on-air coaching call
    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:


    LinkedIn Jobs — Find the right person with LinkedIn Jobs.


    Dripify — Premium learning platform for entrepreneurs.


    SolidGigs — Get more freelance jobs.


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

    • 50 min

Customer Reviews

4.5 out of 5
49 Ratings

49 Ratings

Maddieemayee ,

Great podcast with in-depth knowledge for freelancers

The informal style of the podcast allows for each episode to be impactful, real-time coaching anyone can relate to in the freelance space!

Definitely worth listening to during your work day or if you’re looking to learn more about what it means to be a freelancer.

alrweaver ,

Great advice

Preston & Clay give such great insights to their guests, always so much to learn from them! Honest, candid conversations about the ups and downs of freelancing and growing a business at any stage. Highly recommend this show!

Hill Creative ,

Always helpful

Always great info and the community Preston has helped create has been amazing as a freelancer.

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