Practical Founders Podcast

Greg Head
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Nov 7, 2025 • 1h 5min

#169: Practical Pivot and Relaunch Created Profitable 200% Growth - Natalie Barbu

Join Natalie Barbu, founder and CEO of Rella, as she shares her inspiring journey from a YouTube creator with over 300,000 followers to building a successful SaaS platform for social media teams. She discusses the pivotal moment when a viral video reignited Rella's growth, skyrocketing revenue from zero to nearly $3 million in just a year. Natalie highlights the importance of early monetization, a lean team approach, and community engagement in transforming challenges into opportunities. Her insights are a must-listen for any aspiring SaaS founder!
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9 snips
Oct 31, 2025 • 53min

#168: These Three Superpowers Set Practical SaaS Founders Apart - Greg Head

Discover the hidden superpowers of practical SaaS founders! Greg Head reveals how frugality complements bold risk-taking and leads to steady growth. Learn why making small, calculated bets can compound into significant wins. Independence isn't just a luxury; it's a strategic asset that fuels success. Greg emphasizes the importance of long-term thinking, with modest growth creating massive value over time. If you're a SaaS founder skeptical of traditional funding routes, these insights could redefine your approach!
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Oct 24, 2025 • 1h 11min

#167: Practical Founders Brought in CEO to Scale Their Company - Darryl Pahl

Darryl Pahl is the co-founder of DFnet, a Seattle-based company providing clinical trial data management software and services. Along with his wife and co-founder, Lisa Ondrejcek, Darryl started the company more than 20 years ago after careers at Fred Hutchinson Cancer Research Center. They built DFnet around long-term client relationships in global health and clinical research. The company runs DFdiscover, an enterprise-grade electronic data capture and management platform used in clinical studies worldwide. With offices in the U.S., Canada, and South Africa, DFnet has grown to more than 50 employees and is approaching $10M in revenue. Clients range from the U.S. Department of Veterans Affairs to nonprofits like PATH and major universities. Still independent and bootstrapped, DFnet has made key moves to prepare for the future—such as bringing in a growth-focused CEO, diversifying beyond single-client risk, and shifting legacy software to SaaS and services. Darryl shares the lessons from running conservatively under debt, buying rather than building, and building a global company rooted in relationships and practical execution. Key Takeaways Stability First Growth – Carrying a 10-year SBA loan forced conservative growth and taught the discipline of stability over risky expansion. Buying Not Building – Acquiring DataFax brought 35+ new clients overnight and proved that buying legacy software can be smarter than reinventing. Services Plus Software – Unlike pure SaaS, DFnet thrives by combining consulting, hosting, and software in a regulated field. Spouse Founders Structure – Their 51/49 ownership split avoided deadlocks and kept marriage and business aligned. This Interview Is Perfect For SaaS founders balancing growth and control Founders considering succession or sale Bootstrapped entrepreneurs in niche B2B markets Anyone curious about global health data and impact-driven tech Quote from Darryl Pahl, co-founder of DFnet "The best position to be in is to say that in three to five years, we would be crazy to sell this company. It's doing so well. That would be the perfect thing. And what we're not looking for is a giant payout. We have a very modest lifestyle. "But is an asset, it is a business, and there's a business aspect. It would have to be the right type of buyer. It has to be the right fit. It has to be the right person or group that is respectful to our clients, our employees, and us as owners. "So the ideal would be to have the luxury of either not selling or being more selective rather than responding to random emails from some financial buyer or search funder." Links Darryl Paul on LinkedIn DFnet on LinkedIn DFnet website Podcast Sponsor – Fraction This podcast is sponsored by Fraction. Fraction gives you access to senior US-based engineers and CTOs — without full-time costs or hiring risks. Get 10 to 30 hours per week from vetted and experienced US-based talent. Find your next fractional senior engineer or CTO at fraction.work. You can start with a one-week, risk-free trial to test it out. The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com. Practical Founders CEO Peer Groups Be part of a committed and confidential group of practical founders creating valuable software companies without big VC funding. A Practical Founders Peer Group is a committed and confidential group of founders/CEOs who want to help you succeed on your terms. Each Practical Founders Peer Group is personally curated and moderated by Greg Head.
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22 snips
Oct 17, 2025 • 59min

#166: How Practical SaaS Founders Can Compete in the AI Economy - Vincent Serpico

Vincent Serpico, a veteran CTO and founder of Serpico.ai, dives into the future of SaaS in the AI economy. He discusses how SaaS founders can utilize AI agents to boost productivity without expanding their teams. Vincent emphasizes the importance of domain expertise as a competitive edge and shares insights on vibe coding, allowing non-coders to build applications using natural language. He argues for human oversight in AI workflows and highlights practical steps founders can take to harness these new technologies effectively.
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10 snips
Oct 10, 2025 • 1h 2min

#165: How to Enjoy Being the CEO as Your SaaS Business Grows Bigger - Brett Gilliland

Brett Gilliland, Founder and CEO of Elite Entrepreneurs, leads a program helping founders scale from $1M to $10M. He discusses the shift from a founder-led mindset to a CEO perspective, emphasizing the importance of teamwork and aligned leadership. Brett highlights how establishing clear Purpose, Values, and Mission are crucial for growth, as well as implementing structured meeting rhythms. He also touches on effective hiring practices and the joy of delegation, helping founders rediscover the fun of leading their companies as they grow.
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Oct 3, 2025 • 57min

#164: SaaS Founders Save Millions With Fractional Senior Engineers - Praveen Ghanta

Join Praveen Ghanta, founder of Fraction and former CEO of HiddenLevers, as he reveals how fractional senior engineers can save SaaS founders millions. He discusses the rapid growth of his marketplace, which now services over 100 clients with 500 vetted engineers. Praveen shares insights on leveraging AI to boost developer productivity by up to 4x and how fractional CTOs can aid in M&A preparation. He explains the advantages of flexible engagements and the importance of U.S.-based talent for local context.
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36 snips
Sep 26, 2025 • 1h 13min

#163: Anthony Pierri & Rob Kaminski of Fletch: Why All SaaS Founders Struggle with Positioning

Rob Kaminski and Anthony Pierri, co-founders of Fletch, guide B2B SaaS founders on the vital distinction between positioning and marketing. They emphasize that effective positioning is a strategic choice that demands clarity and focus. The duo explains how bootstrapped companies often make sharper, faster decisions than VC-backed firms. They share insights on using positioning anchors and the importance of a clear homepage to convey value. Plus, they discuss why narrowing focus can lead to improved execution and growth.
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Sep 19, 2025 • 1h 1min

#162: Practical Investor - What's Working Now in AI-Driven SaaS Growth - Dave Yuan

Dave Yuan is the founder of Tidemark, an active growth equity investor focusing on vertical SaaS companies with outsized advantages that can become "control points" in their markets and grow very big. Dave and Tidemark have invested in successful vertical software companies like Toast, ServiceTitan, Jane, and CCC. Tidemark hosts its annual VSaaS Collective Live Event, featuring experienced speakers for hundreds of vertical SaaS founders, on November 5, 2025. In this episode, we discuss the practical opportunities and risks of AI as it is currently developing in 2025 for vertical SaaS companies. Dave explains several powerful examples of how AI is being used in his portfolio companies and the new strategic questions that are being discussed. Dave also shares: Why software companies are getting real results with AI and are not waiting for the AI revolution--it's here now. How AI-powered "systems of action" have undue influence with important users and can potentially displace entrenched systems of record software. How fast-growing practical software company grow efficiently with well-timed product, channel, and regional expansion. Quote from Dave Yuan, founder of Tidemark Capital "There are a handful of examples where software companies with AI-powered solutions are getting two to five times what they got on a software seat with new outcome-based pricing. They are providing real hard to ROI that's measurable, oftentimes associated with revenue. "And arguably, they're only getting started because the outcomes that they're measuring are relatively low value and they can increase the value of the outcomes and price accordingly. "To capture that value, it depends on competition. Because you can add a lot of value to your customers, but you can only charge for that value unless there's not a lot of competition vying for the same thing." Links Dave Yuan on LinkedIn Tidemark on LinkedIn Tidemark website VSaaS Collective Live event Podcast Sponsor – Designli This podcast is sponsored by Designli, a digital product studio that helps entrepreneurs and startups turn their software ideas into reality. From strategy and design to full-scale development, Designli guides you through every step of building custom web and mobile apps. Learn more at designli.co/practical. The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com. Practical Founders CEO Peer Groups Be part of a committed and confidential group of practical founders creating valuable software companies without big VC funding. A Practical Founders Peer Group is a committed and confidential group of founders/CEOs who want to help you succeed on your terms. Each Practical Founders Peer Group is personally curated and moderated by Greg Head.
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Sep 12, 2025 • 54min

#161: When Co-Founders Need Relationship Therapy - Dr. Matthew Jones

Dr. Matthew Jones is a licensed clinical psychologist who specializes in working with co-founders to help manage critical conflicts that threaten their success. He is the author of the book, "The Cofounder Effect: How to Diagnose, Fix, and Scale Healthy Communication for Startup Success." Matt has worked with hundreds of bootstrapped and VC-funded co-founder teams to help them repair and manage their relationships in the context of their growing business. In this episode, we discuss a wide range of co-founder relationship topics, including: Why co-founder alignment sets the floor and ceiling for entire company culture and employee performance. How most co-founder conflicts aren't about surface issues but deeper psychological needs for recognition and power. Why research shows companies founded by friends are more unstable than those started by strangers. The three communication languages of cofounders: operational (business), psychological (feelings), and archetypal (the vibe). Quote from Dr. Matthew Jones, a clinical psychologist "And those differences can start off and be quite positive. If we can manage that tension effectively. That's the magic of co-founders, right? Is the complementary skills and ways of operating that allows you to land somewhere even more effective than you could have individually. "But those same differences that give you that magic sauce also can be sources of friction, like an arthritic knee that just aches every now and then, and sometimes gets worse and worse, right? And so that's where the tensions really have to be managed. And so that's why I advocate for making those differences as conscious and explicit as possible." Links Dr. Matthew Jones on LinkedIn Cofounder Clarity website Book: "The Cofounder Effect: How to Diagnose Fix and Scale Healthy Communication for Startup Success" The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com.
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Sep 5, 2025 • 1h 8min

#160: CPG Founder Turned Failure Into a Profitable SaaS Business - Yuval Selik

Yuval Selik is co-founder and CEO of Promomash, a software platform and managed service for Consumer Packaged Goods (CPG) brands to manage their trade promotions and field marketing activities. Yuval is a former CPG founder who encountered the expensive, complex, and crucial process of managing trade promotions with stores and distributors. Promomash launched in 2015 to serve mid-sized CPG companies that don't have custom software and their own teams to manage promotion spend and budget compliance with retailers. With 125 employees, they now serve over 500 customers with their software and optional analysts who can perform complex sell-through reconciliation and spend analysis. Yuval and his co-founder raised under $1 million from angel investors to get started, and the company is now profitable and growing steadily. Yuval also hosts The 7 Hats Podcast, which helps entrepreneurs master the seven key areas of their lives, ensuring both success and fulfillment. Quote from Yuval Selik, the founder and CEO of Promomash "That's really the reason why we did not raise funds from big investors, because I don't want to have the pressures of somebody on my board telling me that I have to grow 50%, 80%, or 100% year over year. "Sometimes you need to pull back in order to fix your product. Sometimes you need to push forward and step on the gas a little bit. But that decision needs to be my decision, not a VC investor's decision. "Others in our market that raised big VC funding, in our competitive landscape. They are not run by their founders; they're run by their investors" Links Yuval Selik on LinkedIn Promomash on LinkedIn Promomash website The 7 Hats Podcast The Practical Founders Podcast Tune into the Practical Founders Podcast for weekly in-depth interviews with founders who have built valuable software companies without big funding. Subscribe to the Practical Founders Podcast using your favorite podcast app or view on our YouTube channel. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com.

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