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Artwork for Freelance to Founder

Freelance to Founder

Millo
Freelancing
Entrepreneurship
Business Growth
Freelance To Founder
Work-Life Balance
Leadership
Delegation
Marketing
Client Management
Hiring
Client Relationships
Pricing
Time Management
Lead Generation
Value-Based Pricing
Imposter Syndrome
Taxes
Networking
Agency Growth
Virtual Assistants

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 n... more

PublishesDailyEpisodes661Founded10 years ago
Number of ListenersCategories
EntrepreneurshipBusinessEducationSelf-Improvement

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Artwork for Freelance to Founder

Latest Episodes

As your freelance business grows from solo operator to team leader, the chaos can hit fast. Emma Clark's question about transitioning from inbox management to real systems is one every growing freelancer faces.

In this episode, Preston and Christine... more

Omar's business is growing, and so is his workload. His longtime clients love working with him, which is the problem. As he builds Vision Craft Studios into an agency, every project still runs through him, because handing it off feels like breaking a... more

Layla built Bright Horizon Media from the ground up, and now her social media agency has a team and real momentum. Her next challenge is splitting the revenue: what's fair to her subcontractors, what's fair to her clients, and what's fair to her as t... more

Christine Olivas has a calendar that won't quit and a pile of projects she keeps saying no to. The obvious move is to hire, but she knows the wrong hire at the wrong time just creates a bigger, more expensive mess. Preston and Christine walk through ... more

Key Facts

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Recent Guests

Brian Samson
Founder of Plugg Technologies; host of Nearshore Cafe Podcast
Plugg Technologies
Episode: Don't Let Your First Hire Backfire
Bobby Casey
Founder of businessanywhere.io, a platform to automate business formation and compliance
businessanywhere.io
Episode: Is Sole Proprietor the Right Path?
Charles Gaudet
CEO of Predictable Profits; business coach for seven and eight figure entrepreneurs
Predictable Profits
Episode: This Content Strategy Doubled His Pipeline
Joey Vitale
Business lawyer and VA expert at indielaw.com
Indie Law (indielaw.com)
Episode: Big Contract Oops
Jason Fishman
CEO and co-founder of Digital Niche Agency
Digital Niche Agency
Episode: Getting Your Clients to Respect You 100%
Vijay Rajendran
Coach to founders at Startup System, partner with GAI Ventures, author of the funding framework
Startup System; GAI Ventures
Episode: The Mindset Shift Nobody Tells You About
Hiro Tanaka
Question asker who submitted pricing challenge
Episode: 10X Your Freelance Income
Chanda Coston
Navy veteran, project management professional, business strategist
Build to Blueprint; The Momentum Mastery Collective
Episode: Do This with Late-Paying Clients
Noah St. John
The Zero Friction Doctor, author and coach
noahstjohn.com
Episode: Why You Still Can't Stop Procrastinating

Host

Preston Lee
Host of Freelance to Founder

Reviews

4.6 out of 5 stars from 153 ratings
  • Great show and great host

    This is a great podcast that tackles real issues by those starting a business. Preston is a great host who asks the right questions and keeps the conversation moving along.

    Apple Podcasts
    5
    CooperSP23
    United States9 months ago
  • Hello everyone, I am Sam Harrison from LA, Connecticut. I want to recommend Mr. Brian Stone and his team who has had to deal with these internet swindlers, I lost my entire savings after investing in a cryptocurrency platform, I was told I would gain huge profits from my investment not knowing they were setting me up for a huge scam. If you have had a similar experience, I strongly recommend you contact brienstone02@gmail.com or WhatsApp him +1 (336)257-8835. as they were able to recover all my ... more

    Podchaser
    5
    samharrisonn99
    a year ago
  • Re-releasing old episodes

    This was one of my favorite podcasts until I noticed that lately they’ve just been re-releasing old episodes under different titles. I’d love some new episodes, but if they’re just repeats then unfortunately I’ll be unsubscribing.

    Apple Podcasts
    2
    Ah1798
    United States2 years ago
  • Great advice

    Clay and Preston are both very experienced in this field so understand what to avoid and what to embrace. They make the podcast entertaining and lighthearted so it’s always a good listen and full of practical advice.

    Apple Podcasts
    5
    Rehana_M
    United Kingdom3 years ago
  • I listened to a few episodes but the program is only useful for the earliest beginners, not seasoned freelancers who are trying to scale. Each episode starts with 3 minutes of ads. The last episode I listened to was 11 minutes in before they started talking about the topic, and that included a second bank of ads. The advice was, I think, weak. They recommended joining your local Chamber of Commerce and spending $1000 to join a local networking group to find leads. These tips might be ok for ... more

    Podchaser
    2
    kimberly.rotter
    3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listener feedback highlights the coaching format as a big strength.
Excellent host and practical coaching across episodes.
Guests bring real-world, actionable advice for freelancers and founders.
Some listeners note frequent ads and occasional repackaged episodes as drawbacks.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

"I'll Just Do It Myself" = Burnout
Q: What should Elena look for in a good VA and what should she delegate first?
Prioritize character—honesty, responsibility, punctuality, and a genuine desire to serve—over early technical skills, because trustworthy people are more reliable long-term. Start with low-stakes, high-frequency tasks (inbox, calendar) to buy back time, then progressively delegate more strategic work as processes are codified and you trust the person.
Undercharging… or Just Scared?
Q: Cameron says, how can I effectively increase my rates without risking my client relationships? Given that I'd like to grow into a small agency model in the future, how do you advise, I build a foundation for that transition now while I'm still freelancing?
The hosts and Austin discuss that you should seek clients who value outcomes over savings, consider value-based or long-term pricing, and use time audits to justify price changes; build authority in a niche to command higher fees and reduce churn, and recognize that clients often accept higher prices when the service reduces their risk and solves real problems.
Do Clients Actually Care If You're an "Expert"?
Q: How do you build confidence to start freelancing when you feel like you're not expert enough?
Start by reframing expert as a relative measure, learn on the job, take on manageable projects, document your process, and sell your genuine strengths rather than claiming all-encompassing expertise.
Non-US Freelancer: Roadblock or Excuse?
Q: Can I even get clients in the United States if I'm outside the US?
Yes, there are many US clients who value working with people from Europe, especially when you can communicate clearly, offer unique cultural and linguistic strengths, and manage expectations across time zones. It's about positioning and demonstration of reliability.
Should You Go For Giant Projects?
Q: When the chicken-and-egg problem happens, should we hire first or tell the prospective client we can bring them on as a client?
The recommended approach is a mix: ideally have on-call resources you can pull in, plus communicate to clients that you can scale up with existing resources. Start with smaller projects to test how well freelancers integrate, and gradually move toward more formal hires as processes prove themselves.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Gender Skew
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Frequently Asked Questions About Freelance to Founder

What is Freelance to Founder about and what kind of topics does it cover?

Freelance-to-Founder-style conversations center on turning solo freelance work into scalable businesses. Episodes frequently explore practical frameworks for outsourcing, hiring, and building repeatable processes; pricing strategy, client management, and moving from founder-led work to a team-driven operation are common themes. The show also emphasizes mindset, deep work, and disciplined growth, often supported by real-world guest experiences from agency founders, lawyers, writers, and growth strategists. A notable strength is its live-coaching vibe, actionable tactics, and sponsor integrations that spotlight tools for hiring globally and accelerating team growth, which can be especially valuable for listeners aiming to scale sustainably.

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Which podcasts are similar to Freelance to Founder?

These podcasts share a similar audience with Freelance to Founder:

1. My First Million
2. The Game with Alex Hormozi
3. The Art of Accomplishment
4. The Startup Ideas Podcast
5. The GaryVee Audio Experience

How many episodes of Freelance to Founder are there?

Freelance to Founder launched 10 years ago and published 661 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Freelance to Founder?

Recent guests on Freelance to Founder include:

1. Brian Samson
2. Bobby Casey
3. Charles Gaudet
4. Joey Vitale
5. Jason Fishman
6. Vijay Rajendran
7. Hiro Tanaka
8. Chanda Coston

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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