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Practical Founders Podcast

Greg Head
Saas
Entrepreneurship
Private Equity
Covid-19
Venture Capital
Bootstrapping
B2B Saas
Vertical Saas
Artificial Intelligence
Healthcare Software
Product-Led Growth
Saas Pricing
Profitability
Fraction
Software Development
Cloud Technology
Data Management
Saas Companies
Fintech
Growth Equity

Tune into the Practical Founders Podcast with host Greg Head for weekly in-depth interviews with founders who have built valuable software companies--without big funding.

PublishesWeeklyEpisodes204Founded4 years ago
Number of ListenersCategories
EntrepreneurshipTechnologyBusiness

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Latest Episodes

Cliff Sentell co-founded Compass Professional Health Services in Dallas in 2005, where he and two partners each put in $20,000 and bought a single server. They started in healthcare price transparency, reverse-engineering the cost of specific procedu... more

YouTube

Matthew Bullis grew up in a mud-brick hut with no running water on a small island off South Korea, was adopted to the US at 11 speaking no English. After a dot-com near-miss, he took over his brother's struggling concrete-pumping software — down to a... more

YouTube

Nick Olsen is the Head of AI Innovation at Mainsail Partners, where he works hands-on with 25 scaling vertical SaaS companies helping them adopt AI in engineering and product. Before joining Mainsail, Nick spent 20 years helping build ResMan from a 3... more

YouTube

Paul Hoeper founded InvoiceASAP after spotting a simple but painful problem in 2009: home service businesses couldn't easily create invoices or collect payments from the field using mobile devices. He started in New Orleans, launched during the earli... more

YouTube

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Recent Guests

Matthew Bullis
Former CEO and founder of RapidWorks
RapidWorks
Episode: #204: He Sold a Majority, Gave Up Control, and Became Indispensable - Matthew Bullis
Nick Olsen
VP of AI Innovation at Mainsail Partners
Mainsail Partners
Episode: #203: Every Software Team Should Put AI Agents on the Org Chart - Nick Olsen
Paul Hoeper
Founder and CEO of InvoiceASAP
InvoiceASAP
Episode: #202: Practical Fintech: Surviving Payment Platforms and Big Banks - Paul Hoeper
Jerry Alderman
Co-founder and CEO of Valkyrie Solutions
Valkyrie Solutions
Episode: #201: Creating a New Category in SaaS for Key Account Managers - Jerry Alderman
TJ Joosten
SaaS pricing consultant
RevFixr
Episode: #200: The Biggest Pricing Mistakes That Hurt Growing SaaS Companies - TJ Joosten
Rupert Mayer
Former CEO and founder of IP Folio, enterprise IP management software
IP Folio / Alphabet-affiliates (Waymo, Verily, etc.)
Episode: #199: Enterprise SaaS Built on Salesforce to a Practical Founder Exit - Rupert Mayer
Eric Ries
Author of The Lean Startup and Incorruptible
Author/Entrepreneur
Episode: #198: Protecting the Soul of Your Company, with Eric Ries, Author of the Lean Startup
Marc Sanderson
CEO and founder of Innergy (ERP for architectural woodworking), former owner of Ron's Cabinets
Innergy / Ron's Cabinets
Episode: #197: Scaled His Niche Vertical SaaS ERP with Growth Equity - Marc Sanderson
Blakely Graham
Former CEO and co-founder of TaskRay
TaskRay
Episode: #196: Founder Conflict, Burnout, and a Successful SaaS Exit - Blakely Graham

Host

Greg Head
Host focused on practical founder stories and bootstrapped software success.

Reviews

4.9 out of 5 stars from 68 ratings
  • Refreshing & Inspiring!

    Love hearing the stories and practical advice!

    Apple Podcasts
    5
    The Faj
    United States2 years ago
  • Top Notch Show!

    Greg is an amazing host and he brings on some incredible guests. Each episode is non-stop with action items helping you achieve your goals. Listen to this and be ready to take notes, you’ll be glad you did.

    Apple Podcasts
    5
    Ricola22
    United States2 years ago
  • Great insights for bootstrapped founders

    Really enjoying all of the episodes I’ve heard so far, and Greg does a great job of finding interesting founders to share their stories. I just wish he wouldn’t talk over the guests; it can make it hard to hear what is being said.

    Apple Podcasts
    5
    badalbumpolice
    United States3 years ago
  • Tremendous resource

    Greg is one of the best connected, founder-focused individuals in the industry. He’s accumulated across thousands of hours spent with founders one of the best cross cuts of software founder experience sets available. I find the Practical Founders Podcast to be as informative as it is entertaining. Greg truly helps cut through all the noise and focus on important, relevant, salient topics for scaling successful bootstrapped software businesses.

    Apple Podcasts
    5
    TylerD7.
    United States3 years ago
  • Great Perspectives on Growing

    Greg’s perspective of “been there, done that” brings a fresh take on ways to grow a company that are not VC backed. He and his guests have fresh takes on scaling modern software companies - keeping the Practical Founder at the forefront of all of his conversations.

    Apple Podcasts
    5
    AntonePresley
    United States3 years ago

Listeners Say

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

Great resource for bootstrappers; actionable insights and growth playbooks.
Founders love the practical, no-nonsense founder stories.
Listener discussions highlight host's deep network and practical interview approach.
Guests are consistently high-caliber with real-world takeaways.

Chart Rankings

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

Talking Points

Recent interactions between the hosts and their guests.

#202: Practical Fintech: Surviving Payment Platforms and Big Banks - Paul Hoeper
Q: What advice do you give to founders about surviving and thriving as a small player when the big guys change the rules?
Have capital reserves and emergency funding, be extremely selective about the platforms you use, and focus on building a payments stack that serves a specific niche so you can protect margins and avoid being maneuvered by larger players. Also consider debt providers who look at all revenue streams, not just SaaS, to maintain growth without giving up control.
#200: The Biggest Pricing Mistakes That Hurt Growing SaaS Companies - TJ Joosten
Q: How can people get in touch with you?
TJ directs listeners to revfixr.com for contact, and highlights that you can book a slot via his calendar, with initial reads on playbooks available on his Substack and LinkedIn.
#197: Scaled His Niche Vertical SaaS ERP with Growth Equity - Marc Sanderson
Q: What advice would you have for founders starting out who see deep problems and now envision someday building a software company?
Treat the growth journey as a marriage with your partners: perform due diligence, introduce your leadership team to potential partners, test the relationship with trial exercises, clarify pricing and packaging, and ensure education and customer onboarding are central so you can prove value early and sustain momentum.
#195: Built a Calm, Profitable SaaS—Then Sold It on His Terms - Andy Alsop
Q: What were the critical steps to prepare for the sale?
We maintained squeaky-clean books with a fractional CFO, avoided any financial red flags, and vetted the buyer by talking to other acquired CEOs to confirm what the integration would look like and that there would be continuity for employees and customers.
#195: Built a Calm, Profitable SaaS—Then Sold It on His Terms - Andy Alsop
Q: What stood out about the buyer and the integration plan?
The buyer's leadership was forthright and respected the existing team; they wanted to integrate carefully without shocking the system, keeping The Receptionist team intact and moving customers and employees smoothly to Sign In's platform.

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Frequently Asked Questions About Practical Founders Podcast

What is Practical Founders Podcast about and what kind of topics does it cover?

- The show consistently centers on bootstrapped and lightly funded software founders, exploring practical growth strategies, governance, and long-term value without relying on large VC rounds. Episodes span founder journeys, onboarding and customer success, AI integrations, M&A exits, and debt financing, with a strong emphasis on execution, profitability, and sustainable scale. Noteworthy angles include governance models to protect mission, non-dilutive funding options, and niche SaaS success stories across industries, making it particularly helpful for founders, operators, and marketers seeking actionable playbooks and founder-to-founder lessons.

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How many listeners does Practical Founders Podcast get?

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Which podcasts are similar to Practical Founders Podcast?

These podcasts share a similar audience with Practical Founders Podcast:

1. Built to Sell Radio
2. The Official SaaStr Podcast: SaaS | Founders | Investors
3. All-In with Chamath, Jason, Sacks & Friedberg
4. Invest Like the Best with Patrick O'Shaughnessy
5. The a16z Show

How many episodes of Practical Founders Podcast are there?

Practical Founders Podcast launched 4 years ago and published 204 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Practical Founders Podcast?

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What guests have appeared on Practical Founders Podcast?

Recent guests on Practical Founders Podcast include:

1. Matthew Bullis
2. Nick Olsen
3. Paul Hoeper
4. Jerry Alderman
5. TJ Joosten
6. Rupert Mayer
7. Eric Ries
8. Marc Sanderson

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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