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PODCAST

Practical Founders Podcast

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.

business entrepreneurship

All Episodes

01:04:23

#118: The Silent PLG Killers: Why Smart Founders Fail...

Practical Founders Podcast ·

2024/11/15

Wes Bush is CEO of ProductLed, a coaching and education company that has helped almost 500 serious SaaS founders to succeed with product-led growth strategies, tactics, and execution. These include freemium products and free trials, where the product itself creates the awareness, engagement, and enthusiasm to buy before any human intervention (aka “the required sales demo”). Wes has written two successful books, Product-Led Growth and The Product-Led Playbook, describing key ideas, frameworks,

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01:18:14

#117: Bootstrapped to 9 Figure Exit in Online...

Practical Founders Podcast ·

2024/11/08

Michael McAllister is the founder and former CEO of The CE Shop, the leading provider of pre-licensing and continuing education for real estate professionals in the U.S. Michael started The CE Shop in 2005 by distributing existing training materials from a continuing education provider. They quickly created their own online education solution and proceeded to expand with specific content and compliance elements for each state. The CE Shop grew steadily without outside funding for 15 years by

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55:34

#116: The Do’s and Don’ts of Adding Offshore Software...

Practical Founders Podcast ·

2024/11/01

Last year I interviewed three-time software founder Matt Watson on this podcast about his successful practical founder journeys. Matt leveraged offshore software development talent in his last two SaaS companies to staff up quickly and grow efficiently. His top developers and designers were offshore in the Philippines, but they weren’t one-off contractors or difficult-to-manage outsourced agencies. He found an endless supply of top tech talent who became savvy members of his team, working hard every

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01:00:12

#115: The SaaS Startup Success Where “Build It And...

Practical Founders Podcast ·

2024/10/18

Eric Dill was a successful mortgage broker in Sydney, Australia, who struggled with the same painful problem as every other broker: manually checking with multiple banks to validate and price mortgages for homeowners. Eric and his good friend Angus Keatinge resolved to create a software product to solve this complicated and chronic problem. Quickli was launched in late 2021 and it immediately gained happy customers and fans without any proactive marketing or sales. Three years later, more than

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57:57

#114: Practical Founder Plays to Win Among Giant...

Practical Founders Podcast ·

2024/10/11

Guy Rubin is the co-founder and CEO of ebsta, a revenue intelligence platform that works with Salesforce and Hubspot to automatically analyze existing data to improve sales performance. Started in London in 2012, ebsta found success in the early days of the Salesforce marketplace and addon economy as a data tool integrated with customer emails. ebsta has since become a complete revenue intelligence platform, serving sales teams with 10-100 sales reps. With 400 customers, 30 employees, and no VC

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01:08:09

#113: Grew and Sold a Simulation Learning Platform...

Practical Founders Podcast ·

2024/10/04

Stuart Draper founded Stukent, an innovative ed-tech company that provides simulated internships for business students. Stukent started by focusing on high-quality digital marketing education for colleges and universities using up-to-date digital textbooks and content. They then added a simulation system for students to practice their digital marketing skills. Stukent grew steadily with less than $1M in outside funding, which helped them bridge the long and seasonal buying cycles of big schools. The

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57:55

#111: Bootstrapped Then Raised VC Funding Before...

Practical Founders Podcast ·

2024/09/20

John Stewart created and sold an engineering services business, then grew a Salesforce integration services company before building some early software products. One of their software experiments allowed Salesforce customers to see and interact with their customer data on a map. When customers paid for it and revenue grew, he and his co-founder wound down services and focused on their mapping product. MapAnything grew quickly to over $2M ARR as a bootstrapped software company, with some

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01:02:57

#110: Created a Fast-Growing SaaS Business Out of His...

Practical Founders Podcast ·

2024/09/13

Landon Taylor created two successful digital marketing services businesses before starting a product-powered business with recurring revenues. His first agency drove traffic to its customers, which led to his second business, Best Company, which produced qualified leads for large home services businesses through its bestcompany.com consumer review site. Their work in consumer reviews led them to his latest business, Snoball, a word-of-mouth marketing platform they use to predictably and

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01:06:26

#109: Helping SaaS Startups Grow with Practical...

Practical Founders Podcast ·

2024/09/06

Kyle York was the Chief Revenue Officer of Dyn, a bootstrapped cloud infrastructure that he helped grow and sell to Oracle for over $600 million. He then led product strategy and acquisitions in Oracle’s cloud infrastructure group before going out on his own to invest in SaaS startups and help them grow. York IE is both an advisory firm with tech-enabled services to help early-stage B2B SaaS companies grow and an investment firm that has invested in over 60 practical SaaS companies. In

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01:08:27

#108: He Grew His Vertical SaaS Business for 5 Years...

Practical Founders Podcast ·

2024/08/30

Mike Kovarik is the founder and former CEO of Attribytes, a software company he started, grew, and successfully sold in just over five years. Mike was a data analytics leader at large food distributors, where he discovered a chronic challenge with low-quality product data in their massive e-commerce systems. He quit his job, built a product with a friend, and his former employer became his first customer. Attribytes grew steadily in the next few years, serving food distributors and retailers in the

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01:09:20

#107: Brothers Sold Their Bootstrapped Software...

Practical Founders Podcast ·

2024/08/23

Brothers David and Chris Sinkinson attended Queen’s University in Ontario, Canada, when David learned of the problems maintaining the blue emergency phones on campus. He proposed a location-aware mobile safety app, so Chris built it himself, and it worked great. AppArmor grew steadily to become the most popular university mobile safety platform in Canada and the US, and over 250 universities use it. With no outside investors, they bootstrapped the company to US$5 million ARR with serious

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01:02:55

#106: SaaS Pricing Expert Shares Useful Strategies...

Practical Founders Podcast ·

2024/08/16

Dan Balcauski is the founder and principal consultant of Product Tranquility, a SaaS pricing consultancy. Dan shares the core building blocks of SaaS pricing, including customer segments, value, competition, and positioning strategy. Dan also describes the common mistakes in pricing and the importance of having structured pricing conversations with customers. In this expert interview, Dan shares his perspectives on key SaaS pricing challenges: Why CEOs need to be involved in pricing decisions

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01:16:33

#105: Husband and Wife Team Built Popular Software...

Practical Founders Podcast ·

2024/08/09

Rob Farrow was an experienced marketing executive and his wife Christina Farrow was a successful professional wedding planner. They discovered there was no good software for wedding planner pros, so they decided to build software themselves. They invested their savings, built a loyal team, and started Aisle Planner to serve other wedding planner pros with a complete solution to power their businesses. Aisle Planner grew slowly as they overcame huge obstacles, listened to their customers, and built

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01:02:49

#104: Turning VC-Funded Startups Into Profitable,...

Practical Founders Podcast ·

2024/08/02

Krista Morgan started her first tech company by raising funding and trying to grow very fast. When the company faced a big issue and failed, she learned that big funding was more of a problem than a help in the growth and wind-down processes. Krista is now CEO and General Partner of Stage Fund, an early-stage private equity fund that makes control acquisitions of venture-funded SaaS companies that are stuck and need an alternative option to continue in a practical and profitable way. In this

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01:05:18

#103: Healthcare Software Startup Sold to VC-Funded...

Practical Founders Podcast ·

2024/07/26

Ian Manners was a successful consultant for pharmaceutical companies in the US when he discovered a major problem that needed a software solution. Big pharma companies provide financial assistance funding for patients who require their drugs but struggle with high costs, but these funds are difficult to access and manage for patients and healthcare providers. Ian and his cofounder created Vivor in 2014 to connect this financial assistance funding to patients through healthcare providers like

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01:05:55

#102: Practical VC Shares Advice for SaaS Founders...

Practical Founders Podcast ·

2024/07/19

Dave Lambert and the team at Right Side Capital Management are the most active venture capital investors, having invested in over 2,000 startups since 2009. Right Side Capital is a “pre-VC” institutional investor that operates very differently from traditional VCs: investing when SaaS companies have just a little revenue using a submission form on their website, then responding quickly and making investment decisions in a week. They also invest in practical SaaS founders with capital-efficient

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01:01:53

#101: Bootstrapped SaaS Founder Has No Intention of...

Practical Founders Podcast ·

2024/07/12

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

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01:05:04

#100: She Scaled Her Software App as a Successful...

Practical Founders Podcast ·

2024/07/05

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

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31:44

#99: What VCs Don’t Tell Founders About Raising...

Practical Founders Podcast ·

2024/06/28

In this second of two episodes, Practical Founders Podcast host Greg Head discusses the next five important things venture capital investors don’t tell new SaaS startup founders. Greg emphasizes that VCs invest in very few businesses and seek big wins. He highlights the importance of understanding the game of venture capital funding and the alternatives available to SaaS founders. Check out last week’s episode, in which Greg discusses the first five things that VCs don’t tell SaaS startup

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27:51

#98: What VCs Don’t Tell Founders About Raising Big...

Practical Founders Podcast ·

2024/06/21

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

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177 results

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