Subscriptions: Scaled - Online subscription services, Subscription business, SaaS subscriptions

On this episode, we talk to Matt Poleski , Regional CFO/Finance Director at Arthur J. Gallagher and Co. , a global insurance brokerage, risk management and consulting firm. Matt kicked off his career as an auditor at KPMG, working on publicly traded subscription software. In 2006, he made a move to the insurance brokerage industry. Gallagher is growing at an impressive rate, chiefly through acquis...

On this episode, we talk with Jeremy King , CEO and Founder at Attest, a market research company that revolutionizes market research by offering a user-friendly SaaS platform with a microservices architecture. Their automated approach eliminates guesswork, allowing businesses to obtain actionable data to inform decisions and accelerate growth. Jeremy explores various aspects of subscription busine...

On this episode, we talk with Kristen Baileys , Co-Founder and CEO at Bake Eat Love Box (BEL Box) , a subscription company that sends monthly boxes of ingredients to members to help them become better bakers.  The idea was born out of Kristen’s desire to become a better baker, something she admits she wasn’t very good at. She searched for a baking subscription service and couldn’t find one, so she...

On this episode, we talk with Tim Stoddart , Co-Owner at Copyblogger Media , about building businesses based on content and the importance of writing about real human experiences.  Inspired by a Seth Godin interview, Tim started his first blog more than 13 years ago and didn’t tell anyone about it. He wrote about a variety of topics, and he tried to write something every day. Eventually, people fo...

On this episode, we talk with Greg Connolly , Co-Founder and CEO of Trifecta , a subscription service that ships fully cooked, organic meal options to users to help them keep their fitness goals on track. Unlike other subscription food companies, Trifecta guides subscribers through the fitness process, telling customers what to eat, when to eat it and what workouts to do, making it a total health...

On this episode, we talk with Austin Armstrong , Co-Founder and CEO at Syllaby , a new subscription platform that enables customers to use the latest AI tools to develop a social media strategy and to generate scripts for any social media video platform. The Syllaby platform works best for service businesses like law firms, real estate agencies and medical practices. The algorithm uses search engi...

On this episode, we talk with Matthew Roberts , CEO and Co-Founder at Cometeer , a technology-driven company with a new-format coffee capsule that delivers high-quality specialty coffee in a unique, convenient format.  Cometeer has taken a process dreamed up by Matt, a Massachusetts native, when he was living in Spain and missing his daily dose of Dunkin’ coffee. He started experimenting with melt...

On this episode, we talk with Keith Zubchevich , President and CEO at Conviva , the pioneer in standards for real-time, cross-screen, end-to-end streaming media intelligence.  Keith and his team started the company over sixteen years ago, back when there was basically no video on the internet. There was no YouTube and no streaming yet. The only way to consume video online was via a flash player on...

On this episode, we talk with Robby Allen , Chief Revenue Officer at AgentSync , a subscription SaaS provider that helps insurance companies with compliance requirements in all 50 states. Growing up in San Francisco, Robby was exposed to the tech scene in Silicon Valley. He started his career in sales with high-growth start-ups in the B2B SaaS world. He was lucky enough to be around some companies...

On this episode, we talk with Ed Vincent , Founder and CEO of festivalPass , the world's first festival and events subscription marketplace across music, film, food and wine, and more. Ed has a background with companies in e-commerce, experiential marketing and B2B SaaS. A common theme throughout his career is that he worked a lot with live events, concerts, TV networks and film festivals. After s...

On this episode, we talk with Mike Mayer , Co-Founder of Windmill and builder of a connected suite of beautiful, eco-friendly, and clean-air products, starting with the window air-conditioner and a whole-home air filter subscription service. Mike co-founded the company with his brother, Danny, and friend, Ryan Figlia. The idea for building a better window AC unit came when Danny was moving apartme...

On this episode, we talk with John Haji , Co-Founder of the Subscription Trade Association (SUBTA) , an organization that helps connect and grow the global subscription commerce economy through valuable resources, data and events. John and his team are gearing up for their annual SubSummit , a subscription industry trade show that runs from May 31 to June 2, 2023, in Dallas, Texas. The gathering w...

On this episode, we talk with John Roman , CEO of BattlBox , a monthly subscription for receiving hand-picked outdoor, survival, EDC and other cool gear. When John started with BattlBox, he actually had another full-time job, and he got to the point where he was working 60 hours per week at each. Something finally had to give, and he went with BattlBox.  He and his team believe in creating all typ...

On this episode, we talk with Chris Porter , President and Co-Founder of GOHUNT , an online subscription community for hunting enthusiasts. Chris had never hunted when he co-founded the company with Lorenzo Sartini, who was actually an avid outdoorsman who brought the hunting experience to the team. They came up with the concept and wrote the business plan in 2013 and launched in 2014 as a free on...

On this episode, we talk with Luke Switkowski , CEO of Kognitiv Inc. and Rooster . Kognitiv is a consultancy that works with enterprise clients who run the Workday HR software platform. Rooster is an interview-scheduling software platform that was developed by Kognitiv and later spun off into its own company. Rooster was built based on client needs, but not a single client. The team at Kognitiv sa...

On this episode, we talk with Bobby DeMars , Founder and CEO of Blind Barrels, a blind whiskey-tasting subscription service that is disrupting the industry’s current distribution model by showcasing American craft distilleries. The distribution of alcoholic beverages is heavily regulated, with laws dating back to prohibition. Bobby’s business model is new and he describes talking with numerous alc...

On this episode, we talk with York Baur , CEO at MoxiWorks , a comprehensive open platform system for large residential real estate brokerages. York describes himself as a serial entrepreneur or, as he calls it, a repeat offender. With his degree in computer science, he worked his way through 12 other tech companies before landing his current role at MoxiWorks in 2012. The platform was created to...

On this episode, we talk with Jim McKelvey , Co-Founder of Square , Founder of Invisibly , and Author of “ The Innovation Stack .” Jim opens with the interesting story of why he started Square. He was originally a professional glass blower and he lost a sale because he couldn’t accept American Express. He teamed up with Jack Dorsey, formerly of Twitter to start Square.  Eventually, Amazon tried to...

On this episode, we talk with Ann Boyd , Chief Marketing Officer at Stoplight , a platform that empowers users to design, test, mock and document APIs with a design-first approach. Ann talks about the challenges she faced when she joined Stoplight in trying to get the stories out about what their products do. The technology the company had developed was so advanced that they had to educate their p...

On this episode, we talk with Felicia Bochicchio , Chief Executive Officer at Unbounce , a company that helps customers generate leads, signups and sales through AI-powered tools like landing pages, copywriting and traffic optimization tools.  The needs of marketers have changed over the years. Ten to fifteen years ago, marketers wanted to spin up a landing page quickly and painlessly, get it laun...

On this episode, we talk with Deon Nicholas , CEO and Co-Founder of Forethought , a generative AI platform for customer support automation. Deon started his career as an engineer, building out products and infrastructure for companies like Facebook, Dropbox and Pure Storage. During that time, he was fascinated by the potential uses of AI technology in customer service, and in 2018 he took the leap...

On this episode, we talk with Michael Salguero , Founder and CEO at ButcherBox , a subscription company that delivers high-quality meat and sustainable seafood products to its customers. Michael talks about spending seven years at a VC-backed company that never really took off, shutting that down, taking a weekend off then starting ButcherBox the next day. It was a hit from the beginning.  He orig...

On this episode, we talk with Scott Hurff , Founder and CPO at Churnkey , about a hot topic in the world of subscriptions — churn. Churnkey is a subscription company that provides data and analytics to other subscription companies to minimize churn and increase customer retention. Scott spent over a decade in VC-backed subscription startups, the most famous being Tinder. After helping a friend cre...

On this episode, we talk with Luis Quiroga , Senior Vice President, HVAC Strategy and Growth at HomeServe USA . Luis is leading an interesting new approach to HVAC systems in the home, where the homeowner leases the equipment instead of buying their own system.  The lease includes the latest, most efficient HVAC system, plus add-ons like smart thermostats. The lease also includes all maintenance a...

On this episode, we talk with Beth Shaw , Founder and CEO of  YogaFit Training Systems , about her career growth journey since starting the company over 25 years ago. Beth originally started YogaFit out of the trunk of her car and in her living room in the 90s and it has grown to be the largest Mind/Body yoga training school in the world.  Today, to generate recurring revenue, it does a lot of con...