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Practical Founders Podcast

Latest episodes

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Jul 12, 2024 • 1h 2min

#101: Bootstrapped SaaS Founder Has No Intention of Selling Even as They Grow Big – Todd Watson

Todd Watson is the owner and CEO of Showit, a popular no-code website builder and platform for designers and photographers. Todd is a native of Phoenix, Arizona where he started as a videographer before joining a friend in 2007 to create a scrappy software business that made inexpensive photo-presenting and sharing tools for photographers. The Showit company was created when Todd took one of their two products and half the small team in 2010 to spin off Showit as an independent business. The small revenue from the small customer base and his own savings allowed them to rewrite Showit for the cloud and then continue their fanatic customer focus to keep growing every year—without any outside funding. Now Showit is used by 50,000 designers, photographers, and small businesses as their website platform using its elegant “Photoshop-like” no-code visual builder. The Showit company is growing quickly every year and is profitable, yet Todd has no interest in taking outside funding or selling his beloved company. Links Todd Watson on LinkedIn Showit website Showit website design marketplace: Showit on LinkedIn 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. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com.
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Jul 5, 2024 • 1h 5min

#100: She Scaled Her Software App as a Successful Franchised Service Business – Erin Fletter

Erin Fletter had a long career in the restaurant business before starting an after-school enrichment program to teach kids how to cook at her daughters’ school in 2011. Her cooking program became popular, and she improved and expanded it to become a paid program called Sticky Fingers Cooking. Soon, she had a sizable business with over 100 chef-instructor employees who conducted engaging classes daily in Denver. Her team created custom software to help manage their complicated operations, from enrolling students, coordinating instructors, and building relationships with schools to handling payments and payroll. The software grew slowly initially but eventually became a powerful system that helped them scale their business and run efficiently.  Erin considered turning her business into a software company, as many tech-powered businesses do. Instead, they kept improving the software and expanding operations, serving over 100,000 students and thousands of schools and venues. Now Sticky Fingers Cooling is a fast-growing and successful franchise business with a software superpower.  Quote from Erin Fletter, CEO of Sticky Fingers Cooking “Our business has a lot of logistics, coordination, and operations. Our own custom software, we call it the Dash, it takes about 85% of all operations off the table for humans. This enables our chef-instructors to connect with their students and our franchise owners and regional directors to focus on building relationships with schools and parents. “Over the years, we have been contacted by very large organizations like YMCAs, Boys and Girls Clubs, and other after-school enrichments about our software. They would see our automatic rosters getting texted and emailed at the venues that we were teaching in, and they asked, What are you using? What is this? And we told them, Well, it’s our own software, sorry.  “We had talked for years about selling our software as a white-label solution because the demand is there. We’ve had inquiries for the last 10 years. That was a direction we could have taken.  “But I’m just laser-focused on Sticky Fingers Cooking. It’s a very simple business, and our technology helps us do it incredibly well. We want to be the best at what we do. I didn’t really want a diversion from the path of taking our business national through franchising.” Links Erin Fletter on LinkedIn Sticky Fingers Cooking on LinkedIn Sticky Fingers Cooking website 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. Get the weekly Practical Founders newsletter and podcast updates at practicalfounders.com.
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Jun 28, 2024 • 32min

#99: What VCs Don’t Tell Founders About Raising Funding (Part 2 of 2) – Greg Head

Entrepreneur and Practical Founders Podcast host Greg Head delves into the realities of VC funding for SaaS founders, stressing the need for big wins and high valuations. He sheds light on the challenges, risks, and pressure associated with raising venture capital for startup founders.
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Jun 21, 2024 • 28min

#98: What VCs Don’t Tell Founders About Raising Big Funding (Part 1 of 2) – Greg Head

In this episode, Practical Founders Podcast host Greg Head discusses the most important things venture capital investors don’t tell new SaaS startup founders. He emphasizes that VCs invest in very few businesses and are looking for big wins. Greg highlights the importance of understanding the game of venture capital funding and the alternatives available to SaaS founders. Quote from Greg Head, Host of the Practical Founders Podcast “If you’re thinking about raising VC investment, do your homework so you know what you are signing up for before. VCs are not evil people, and it’s not a bad business model—for them.  “The world has changed for SaaS founders in the last 5-10 years, and it’s still changing. You no longer need VC funding to start most B2B SaaS software companies. It’s 10 times cheaper to create a sellable SaaS product and go to market now. And founders can get higher multiples earlier when they sell their companies. VC funds are also much bigger, so it’s riskier for founders to play that game. “You just don’t need to make a crazy all-or-nothing bet that your company will create a billion-dollar exit in seven years, which VC investors require to win. The best case scenario for 80 to 90 % of software companies is NOT to raise big institutional venture funding.” Links Greg Head on LinkedIn Practical Founders website Practical Founders Podcast Greg Head’s blog   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.
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Jun 14, 2024 • 1h 1min

#97: Bootstrapped Auto Dealer Software and Sold to Private Equity Buyer – Mike Trasatti

Mike Trasatti, the former CEO of DealerBuilt, shares insights on bootstrapping an auto dealer software business, revolutionizing the industry with their DMS, selling to private equity, navigating COVID challenges, and the CEO's role as the 'Chief Believer Officer'. The podcast covers lessons learned, growth strategies, and the importance of confidence and humility in leadership.
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Jun 7, 2024 • 58min

#96: Expert Explains Payments Monetization For Your SaaS Business - Brian Abernethy

Brian Abernethy, payments expert, discusses integrating payments and monetization for SaaS businesses. Topics include when to monetize payments, adding profitable offerings, and lowering payment bills. He highlights misconceptions, investor values, and key steps for SaaS founders. The conversation also explores the impact of payments on customer experience and software growth strategies.
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13 snips
May 31, 2024 • 1h 8min

#95: Bootstrapped, Scaled, and Sold a SaaS-like Tech-Enabled Services Business

Jeff Corn, former CEO of Virtuance, shares the journey of bootstrapping, scaling, and selling a tech-enabled services business for real estate. Topics include launching a software-only solution, growing with a service model, achieving SaaS-like margins, and navigating the sale process. Insights on the importance of feedback, pivoting business models, adapting to market shifts post-COVID, and the emotional rollercoaster of M&A. The podcast celebrates the challenges and victories of practical entrepreneurship.
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10 snips
May 24, 2024 • 56min

#94: Practical M&A Advisor Explains SaaS Valuations and Acquisition Trends – Adam Haynes

Adam Haynes, a managing director at GLC Advisors, shares insights on SaaS valuations and acquisition trends. Topics include factors affecting software acquisitions, valuation ranges for practical SaaS companies, key areas for founders to focus on pre-acquisition, and the role of M&A advisors. Haynes emphasizes the importance of having a remediation plan for tech debt and highlights potential deal-breakers like IP ownership issues.
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May 17, 2024 • 47min

#93: SaaS Sales Coach Shares How to Improve Your Demo Close Rate – Matt Wolach

In this discussion, Matt Wolach, a seasoned SaaS sales coach with a rich background in sales leadership, reveals game-changing insights for B2B SaaS founders. He emphasizes the importance of understanding one's sales process before hiring. Matt also highlights the need for emotional engagement with buyers, illustrating how effective demos focus less on the product and more on addressing customer problems. Learn about the significance of follow-up communication and the structured Three C's Model to boost demo success rates while navigating the unique challenges in startup sales.
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May 10, 2024 • 58min

#92: Bootstrapped Integration Platform Growing Faster by Niching In and Doubling Down – Charlie Alsmiller

Charlie Alsmiller, Founder of APIWORX, shares insights on bootstrapping software companies by niching in on specific customer problems. He emphasizes the importance of focusing on superpowers as a startup CEO and delegating other tasks. Topics include challenges faced in his first VC-funded venture, transitioning to a services business for funding, and the strategy of growing faster by narrowing down on key vendor ecosystems.

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