The Will Glass Show

Birmingham, Alabama isn't the next Nashville — and that's exactly what makes it interesting. In this episode, Will Glass breaks down the full picture of the Birmingham real estate market: where it came from, where it stands in March 2026, and how to think about it as an investor or homebuyer. Will covers the city's origin as a geological accident, how UAB became Birmingham's econom...

122: In the Consequences of the Startup Life, Jon Carder, founder of Vessel Health, joins host William Glass to discuss his 23+ year entrepreneurial journey.  From bootstrapping early in his career to raising venture capital, Jon experienced all of the classic trials and tribulations of being a startup founder. Living on Ramen early in his career helped him through the bootstrapping phase, but ult...

121: In A New Way for Content Creators to Engage with Fans, Derek Gorthy, founder at Enshrine, joins host William Glass to discuss how web 3 can bring content creators closer to their fans. Derek shares his journey of founding Enshrine and how NFTs can be used to power a community. Enshrine was founded with creators in mind making it extremely simple to utilize NFTs without having to learn how to...

120: In Unlocking Profit for SaaS Marketplaces, Joe Keeley, founder of JustiFi, joins host William Glass to discuss how processing payments can drive revenue. Previously, Joe built a successful business connecting college athletes and students to families seeking highly skilled nannies and tutors. As the business shifted to a SaaS model, Joe was frustrated with how much he was paying in payment pr...

119: In How to Run the Perfect Venture Capital Fundraise, Nathan Beckord, founder of Foundersuite, joins host William Glass to discuss the secret to raising capital for your startup. Nathan walks through step-by-step the perfect startup fundraise and where many founders go wrong. You'll learn how to set yourself up for funding success and increase your likelihood of raising venture capital. Nathan...

118: In Hacking the Student Loan Repayment System, Bobby Matson, founder of Payitoff, joins host William Glass to discuss his journey of becoming a founder. Bobby shares how his family's struggle to pay down student loans prevented him and his wife from starting a family. After hacking their way out of student loan debt, Bobby decided to commercialize his knowledge through Payitoff. Payitoff provi...

117: In A Contrarian View of Technological Innovation, Somi Arian, founder of InPeak, joins host William Glass to discuss the future of human society. Somi describes herself as a tech philosopher and is passionate about the implications that technological innovation has on our society. Somi shares her views on the difficulties that technology will have on human society and how to rectify the chall...

116: In Venturing into Venture Capital, Ketul Patel, investor at Headline, joins host William Glass to discuss his journey into the venture capital world. Ketul shares how he was drawn to technology and innovation at an early age. His curiosity led him deeper into the startup world where he joined a family member on the investing side. After finding some initial success, Ketul had to pivot his inv...

115: In Marketing in the Metaverse, Andre Kay, founder of Metaiblock + Sociallybuzz, joins host William Glass to discuss the future of marketing. As a social media marketing veteran, Andre Kay has been at the forefront of new marketing channels for multiple decades. Andre shares how he typically works with franchise clients and how business owners should be approaching marketing in web 3. Follow t...

114: In Busting Outsourcing Myths, Daniel Ramsey, founder of MyOutDesk, joins host William Glass to discuss how to find more time in your business through virtual assistants. Daniel shares the biggest mistakes entrepreneurs make when hiring a virtual assistant and helps clarify what tasks and job roles best suit a virtual assistant. In addition, we discuss the key concerns around quality, security...

113: In the Psychology of Money, Melissa Pancoast, founder of the Beans, joins host William Glass to discuss why our current approach to finances leaves millions of people behind. Melissa has spent years studying behavioral tech that can reduce financial stress and shares her learnings that she's applying at the Beans. We discuss how our current approaches to financial improvement are not aligned...

112: In Build a PR Machine for Your Startup, Donna Loughlin, founder of LMGPR, joins host William Glass to discuss how to make a big splash with your company and keep the media coverage coming. Donna shares her own journey and examples of how startups can generate big buzz and sustain it long-term through strong storytelling. Towards the end Donna does a little workshopping to show you how to get...

111: In Debunking the MVP & Thriving in a Downturn, Bo Davis, founder of MarginEdge, joins host William Glass to discuss how he approached building MarginEdge counter to the traditional MVP model. Bo shares how his experience as a restauranteur gave him a competitive edge that allowed him to skip the traditional minimum viable product step. You'll also hear how Bo focused on putting customers...

110: In Start with the Exit, Mart Achler & Mert Iseri, partners at MATH Ventures, joins host William Glass to discuss how to sell your startup for a lot of money. Through Mert's recent exit of his startup he learned that by focusing on how you will exit the business from the start you can build relationships that will ultimately lead to a better exit. Mark & Mert dive into the FAIR Framewo...

109: In a Consumer First Approach to Debt, Sean Hundtofte, founder of Solve Finance, joins host William Glass to discuss how our current lending practices fail borrowers. Sean spent years in consumer finance at the NY Fed and Better Mortgage and became frustrated with how our current lending practices fail consumers. We discuss his experience in the industry and how Solve Finance is taking a consu...

108: In WTF is Financial Independence Anyway, Matt Ruttenberg, founder of SureLI Insurance, joins host William Glass to discuss financial independence and how to achieve this mythic state as an entrepreneur. Matt became frustrated after only spending 7-hours with his kid and realizing that his work was impeding his ability to be happy. Matt shares how he mapped out financial independence and a way...

107: In Angel Investing in Startups for Dummies, Hall Martin, founder of TEN Capital Network, joins host William Glass to discuss how to get started investing in startups. Hall covers a wide range of basics from what size checks to write, what types of companies to focus on, and how to do proper due diligence. You'll come away with a solid foundation to start your angel investing journey and sourc...

106: In M&A Uncovered, Kison Patel, founder of DealRoom & M&A Science, joins host William Glass to discuss how exactly mergers and acquisitions work. Kison shares what you need to know about M&A as a business owner, employee, and investor. Kison also goes into how he stumbled into an organic content strategy that has enabled DealRoom to grow without having to raise massive amounts...

105: In Creating Ads that Convert, Ben Marcoux, founder of Bottomless Branding, joins host William Glass to discuss the importance of creating ad copy that actually converts. Ben shares the steps to create really compelling ad copy that will increase your conversion rates. Additionally, Ben shares what led him to start his own agency and what it's like to be a solopreneur. Follow the Silicon Alley...

104: In for the love of sport, David Arnett ( @ChuckSportsApp ), founder of Chuck, joins host William Glass to discuss how his passion for sports led him to build a better way to engage as a fan. David an avid sports fan felt there was something missing. He struggled to track all of his favorite teams, keep up with his fellow sports buddies, and began to dream of a better fan experience. That led...

103: In the difference between an owner-operator & an owner, Todd Randall, serial entrepreneur, joins host William Glass to discuss the different types of entrepreneurs. Todd shares his own journey of being an entrepreneur without an idea and how he managed to build multiple businesses using the franchise model. In addition, Todd shares the keys to building both a business and the life you des...

102: In How Do You Measure Impact, Mitch Stein, founder of Pond, joins host William Glass to discuss the importance of aligning your authentic self with your work. Mitch shares his own journey of coming out and how being his authentic self opened up a world of possibilities. Mitch became a leader in the LGBTQ community and noticed an interesting problem in the non-profit space. This is an inspirin...

101: In Designing a Killer User Experience, Prakash Chandran ( @prakawesome ), founder of Xano, joins host William Glass to discuss no code development, productizing an internal tool, and the importance of user journeys. Prakash shares how he and his co-founders took an internal backend development tool and turned it into a commercial product. In addition, Prakash dives deep into user-centric desi...

100. In Architecting the Perfect Hybrid Work Environment, Craig James, founder of DWELLOptimal, joins host William Glass to discuss how to best blend work and life in physical spaces. Craig shares how his experience working on Wall Street and in Hong Kong taught him the importance of beautiful, functional living spaces. Traveling all of the time and working out of hotels or corporate apartments di...

99. In Building a Global FinTech Community, Nik Milanović ( @nikmilanovic ), founder of This Week in FinTech & The FinTech Fund, joins host William Glass to discuss how to build community in the FinTech space using Twitter. Nik shares how he wound up in the FinTech space first at a startup and then at Google Pay which led him to begin the This Week in FinTech newsletter. The newsletter has gro...