William Glass

The Will Glass Show

Business EN ↓ 128 episodes

The Will Glass Show is where curiosity meets real talk on entrepreneurship, technology, real estate, and building a life on your own terms. Each week Will Glass — entrepreneur, investor, and builder based in Birmingham, Alabama — sits down with founders, investors, and innovators, or breaks down the ideas and trends shaping business and culture right now. From AI and crypto to Birmingham real estate and startup fundamentals, no topic is off limits. New episodes every Friday.

Author

William Glass

Category

Business

Podcast website

www.siliconalleypodcast.com

Latest episode

Mar 27, 2026

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Episodes

The Smartest Person in the Room and the Secure Methodology | Christian Espinosa, CEO of Alpine Security & Author 30.04.2021

77: In the Smartest Person in the Room, Christian Espinosa, the Founder of Alpine Security, joins host William Glass to discuss the secure methodology. You’ll hear the 7 steps to becoming a more effective leader directly from his new book The Smartest Person in the Room . Christian shares how he's applied the secure methodology in his own life and the journey he's embarked on transitioning fr...

Keys to Social Media Marketing, Avoiding the Common Pitfalls of Social Media Marketing, & Maximize Your Marketing Efforts with Tamay Shannon 23.04.2021

76: In the Keys to Social Media Marketing, Tamay Shannon, the Founder of W2S Marketing , joins host William Glass to discuss the common pitfalls of social media marketing and how to maximize your marketing investments. You’ll hear tactical advice on how to effectively use social media. Shannon covers the myths of social media and how to avoid the common mistakes most business owners make. We...

What is an Intrapreneur, the Benefits of Intrapreneurship, and When to Use a Subscription Business Model | Nick Fredrick, President of Rebar Technology Solutions 16.04.2021

75: In What is an Intrapreneur, Nick Fredrick, the President & Founder of Rebar Technology Solutions, joins host William Glass to discuss the benefits of intrapreneurship and when you should use a subscription business model. This wide-ranging conversation outlines Nick's own path to becoming an intrapreneur and how you can pitch starting a business within the business to your boss....

How to Build a Default Alive Business | Different Types of Entrepreneurship with Andrew Hutton, CEO & Founder of Day One 09.04.2021

74: In How to Build a Default Alive Business: The Different Types of Entrepreneurship, Andrew Hutton, the CEO & Founder of Day One , joins host William Glass to discuss the different types of entrepreneurship and how to decide which is right for you. Key Takeaways Accelerators have moved upstream Defining a default alive business and why you should aim to be default alive The different flavors...

Cracking the Google Algorithm: Digital Marketing Keys to SEO & Content Marketing | Kelly Burgess, Founder of Burg & Co. Marketing 02.04.2021

73: In Cracking the Google Algorithm, Kelly Burgess, the CEO & Founder of Burg & Co. Marketing , joins host William Glass to discuss the keys to a profitable digital marketing strategy including SEO and content marketing. Kelly covers the keys to digital marketing success including how to do SEO the right way, how to effectively do content marketing, and how to beat the algorithms without...

The Psychopathic CEO and Why Business Ethics are Important | Jack McCullough, Founder of the CFO Leadership Council 26.03.2021

72: In the Psychopathic CEO & Why Business Ethics are Important, Jack McCullough , founder of the CFO Leadership Council, joins host William Glass to discuss dealing with a psychopathic boss. Jack shares why the most important executive relationship is between the CEO & CFO, how to identify and work with (or not work with) a leader who is a psychopath, the keys to hiring a great CFO a...

What Sales Leaders Get Wrong | Chris Beall, CEO of ConnectAndSell 19.03.2021

71: In What Sales Leaders Get Wrong, Chris Beall , CEO of ConnectAndSell , joins host William Glass to discuss the common misconceptions in the sales profession. Chris shares the Tragedy of the Crossroads that has plagued the sales profession for centuries. He explains how to sell and the importance of executives as salespeople in business to business sales. We discuss the intersection of humans a...

GameStop, Robinhood and Your Legal Rights | Alex Darr, Founder of LawDog 12.03.2021

70: In GameStop Robinhood, and Your Legal Rights, Alex Darr , Attorney & founder of LawDog , joins host William Glass to discuss the meme stock mania, investing using arbitrage, and your rights in arbitration. Whether you know it or not, when you sign up for many technology services you give away your right to sue in open court agreeing instead to Arbitration. Specifically, Alex discusses arbi...

How to Start a Tech Company | Monica Brown Adeeko & Michael Adeeko, Founders of DL2C 05.03.2021

69: In How to Start a Company, Monica Brown Adeeko & Michael Adeeko, founders of DL2C (Direct Line to Compliance), join host William Glass to discuss how to start a company, building a business with your spouse, and the importance of life-long learning. Monica & Michael share how they fell into entrepreneurship after leaving successful careers in entertainment and media and built a te...

Bootstrapping Your Business: Increase your Business's Chance of Success 26.02.2021

68: In Bootstrapping Your Business , host William Glass shares what bootstrapping is, why it is important, and how you can apply the principles in your business. Following this bootstrapping business advice will increase your chance of growing a successful business on a shoe-string budget. Bootstrapping your startup business doesn't have to be scary or complicated. Here are is the top advice and b...

If the Math Doesn't Work, Back Away: How to Avoid a Failed Franchise | Vince Carter 19.02.2021

67: In If the Math Doesn't Work Back Away, Vince Carter, Host of the CFO at Home , joins host William Glass to discuss money, a failed franchise business and navigating wealth & corporate America as a Black man. We dive deep into Vince's failed franchise attempt and the red flags that Vince ignored, going against his better judgment… and the math. You’ll hear Vince share his experience na...

Shifting Your Perception of Money, Believing in Your Worth as a Founder & How to Ask for Money | Aaron Froug, CEO of Grifin, Stock Where You Shop 12.02.2021

66: In Shifting Your Perception of Money, Aaron Froug , CEO & Co-Founder of Grifin , joins host William Glass to discuss money. Together they dive into Aaron's struggles with his perception of money and how it affected him during early fundraising for Grifin. Aaron shares his own strategies for shifting your perception and relationship with money. For the first time, Aaron publically shares Gr...

CAC vs CPA: What They Mean, Why They are Important & How to Use Them (Growing & Scaling a Business) 05.02.2021

65: In CAC vs CPA, host William Glass shares what these key marketing terms mean, why they are important, and how to use them. You may already know that CAC stands for customer acquisition cost and that CPA stands for cost per acquisition, but do you understand when and how to use them? William dives deep into the context and examples so you can start measuring these key marketing metrics in...

What is Silicon Alley? New York City Tech Hub 29.01.2021

64: In What is Silicon Alley, host William Glass shares the history of New York's Famed Silicon Alley tech hub. You'll learn where the name silicon alley originated and why it became ubiquitous for New York's Tech scene. In addition, he shares why the name Silicon Alley is so important to him and the name of this podcast. William Glass's Bio: William Glass is the CEO & Co-Founder of Ostri...

Paying Off $100,000 in Debt in 3 Years While Building a Business | Evan Knox, CEO of Caffeine Marketing 22.01.2021

63: In Paying Off $100,000 in Debt in 3 Years While Building a Business, host William Glass sits down with Evan Knox the CEO & Founder of Caffeine Marketing, & CaffeineLabs. Evan helps small businesses nail their marketing and achieve incredible growth. Evan walks us through his journey of living an affluent middle-class life in Georgia and having all of that disappear in his teenage years...

How to Live the Free Life | Mike Wallz, Rapper, Artist & Entrepreneur 15.01.2021

62: In Living the Free Life, we hear from rapper, artist, & entrepreneur Mike Wallz about how he went from D1 college football at Penn State to a rapper and entrepreneur living in Los Angeles. Mike shares his origin story and how being both an athlete and artist helped him cope with trauma and failure he faced at various points in his career. Ultimately, Mike lives by a concept that he calls F...

The Side Of Startups We Don't Talk About | Jeff Wald Founder of WorkMarket, Author of The End of Jobs, & Angel Investor 08.01.2021

61: The Side of Startups We Don't Talk About, host William Glass sits down with Jeff Wald, Founder of WorkMarket to discuss the dark side of entrepreneurship, the future of work, and much more. This conversation is jam-packed with actionable advice and stories from Jeff's own experiences building multiple successful companies. Jeff's book, The End of Jobs is now available on Amazon. Jeff has...

Building a Strong Remote Culture | Yotam Hadass, VP of Engineering at Electric 01.01.2021

60: In Creating a Transformative Remote Culture, Yotam Hadass the VP of Engineering at Electric sits down with host William Glass to discuss how to build incredible remote teams. Specifically, Yotam has led remote teams across multiple countries and discusses how you can create a unified and collaborative culture. Yotam grew up in Israel where he developed a love for software at a young age which...

Sustainable Fashion: Saving the Planet One Bikini at a Time | Hannah Patten & Christina Firestone, Founders of Hülya Swim 25.12.2020

59: In Saving the Planet One Bikini at a Time, you'll hear from Hannah Patten and Christina Firestone, Co-Founders of Hülya Swim.  Hannah and Christina discuss how they came up with the idea for the business and why environmental sustainability is at the center of their brand mission. You'll love hearing the passion these two have for what they are building and the impact their business is ha...

Grappling with the Double-Edged Sword of Entrepreneurship | Cody Perry, Real Estate Agent & Investor 18.12.2020

58: In the Double-Edged Sword of Entrepreneurship, we hear from 30 under 30 nominee and real estate agent Cody Perry about how he went from a sales job in high-end men's fashion to building his own real estate business. Cody opens up about how entrepreneurship is a double-edged sword with the best part and the worst part being one and the same. You'll get a true understanding of what it takes...

The Human Side of Software | Stephen Collins, Founder of Double Precision Software 11.12.2020

57. In The Human Side of Software, host William Glass sits down with Stephen Collins, the founder of Double Precision Software. Together they discuss the human side of software and how good software feels like magic. Stephen shares ways that non-technical people can learn the language of software and begin building that app without spending $10s or $100s of thousands of dollars. Lastly, Steph...

How to Invest in Residential Real Estate and Mastering Turnkey Real Estate Investing | Axel Meierhoefer, Founder of Ideal Wealth Grower 04.12.2020

56: In Playing Within the Rules, host William Glass sits down with Axel Meierhoefer, the founder of Ideal Wealth Grower. Together they discuss the difference between owning a business and owning a practice. There is an important distinction that Axel learned the hard way. You'll also learn how to vet turnkey real estate providers as an out of state investor and what dependencies you should lo...

Never a Bad Time to Start a Company with Nick Hughes, CEO of Founders Live 27.11.2020

55: In Never a Bad Time to Start a Company, host William Glass sits down with Nick Hughes , the founder and CEO of Founders Live . Together they discuss how to get above the fray as an early-stage entrepreneur and really hone into your mission. Plus Nick shares some of the challenges solo entrepreneurs face and how even non-technical founders can build technology companies. About Nick: Nick Hughes...

Built An App... Now What?, 3 Lessons From a Startup Preparing for Launch 20.11.2020

54: In Built An App, Now What?, host William Glass shares the priorities of a startup preparing to launch their app into public beta. Specifically, there are three priorities that have come into focus:  1. Growing The Team 2. Increasing Creative Connections 3. Branding and Aligning Your Content Strategy If you'd like to dive deeper into the content of the episode, you can find the writte...

Talking is Easy, Podcasting is Hard | Lessons Learned from the First Year of Podcasting 13.11.2020

53: In Talking Is Easy, Podcasting is Hard, host William Glass discusses 7 lessons learned from the first year of podcasting, 3 big mistakes, and some fun podcast analytics. This episode marks a full-year since the Silicon Alley Podcast launched its first episode and has been appearing in your podcast feeds every Friday morning since.  If you'd like to dive deeper into the content of the epis...

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