William Glass
The Will Glass Show
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
Podcast website
Latest episode
Mar 27, 2026
Where to listen?
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Episodes
It's A Great Time For Innovation | Kareen Walsh, CEO of Revampologist, Best Selling Author & Podcast Host 15.05.2020 1:00:01
27: It's A Great Time For Innovation, host William Glass sits down with Kareen Walsh in a deep discussion about how to align your passion with your work. Kareen shares the tools and tips she uses with her executive clients to help them excel in all facets of their life. While COVID has left most of us stuck at home Kareen sees this time as an opportunity to innovate and excel. Kareen Walsh is...
The Myth of the Entrepreneur | Steve Hoffman, CEO of Founders Space, Angel Investor, & Serial Entrepreneur 08.05.2020 1:08:39
26: The Myth of the Entrepreneur: The Best Ideas Come To You, host William Glass sits down with Steve Hoffman, A.K.A. Captain Hoff in a high-energy convo about his entrepreneurial and investing journey. Steve takes us from film school to gaming to investing in Silicon Valley to advising startups globally. Bio Steve Hoffman , or Captain Hoff as he’s called in Silicon Valley, is the Chairman &a...
Marketing Like Gary Vee: Content Model 2.0 | Doc Williams, Founder of Brand Factory Inc. 01.05.2020 1:06:42
25: In this episode of the Silicon Alley Podcast, Marketing Like Gary Vee, host William Glass and Doc Williams from Brand Factory Inc. dive deep into how you can execute an incredible marketing strategy like Gary Vaynerchuck without his 30 person team. Doc runs through a scenario on the spot of how a brand new business can successfully build a customer base profitably from day 1. Doc calls it The...
Learning Over Earning: Alternative College Experiences | Cameron Sorsby, CEO of Praxis 24.04.2020 50:51
24: In this episode of the Silicon Alley Podcast, Learning Over Earning: Alternative College Experiences, Cameron Sorsby CEO at Praxis sits down with host William Glass to discuss alternative college experiences. Cameron doesn't naturally have the entrepreneurial gene and found his way at the top of Praxis by working his way up and following his interests. Cameron believes failure is one of the gr...
Lights, Camera, Take Action! Ben Harvey, Partner at Brighteous Media 17.04.2020 1:14:02
#023 Episode 23 of the Silicon Alley Podcast, Lights, Camera, Take Action, Ben Harvey Partner at Brighteous Media sits down with host William Glass to discuss Ben's decision to speed into entrepreneurship. Specifically, Ben discusses how he developed his skills as a photographer and learned from the owner of a fast-growing car dealership. At the time of our conversation, Ben had just taken action...
Creating a Transformative Remote Culture | Yotam Hadass, VP of Engineering at Electric 10.04.2020 57:54
In episode 22 of the Silicon Alley Podcast, 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 lo...
Living the Digital Nomad Life: How to Build 10 Passive Income Streams, Travel the World & Save Money | Sharon Tseung 03.04.2020 46:14
In Episode 21 of the Silicon Alley Podcast, Living the Digital Nomad Life, Sharon Tseung founder of Digital Nomad Quest sits down with host William Glass to discuss how she built 10 passive income streams while traveling the world. Sharon dives into how she prepared, what passive income streams she built, and how she actually saved money on her travels! Sharon Tseung Bio Sharon Tseung is the...
Finances in Feverish Times | Andrew Holliday Cofounder of Ostrich & World Traveler 27.03.2020 52:23
In episode 20 of the Silicon Alley Podcast, Finances in Feverish Times, Andrew Holliday Cofounder of Ostrich sits down with host William Glass to discuss the impact of COVID-19. Andrew discusses how Coronavirus disrupted his travels through South America and the importance of being prepared. Andrew and William discuss strategies on how you can weather the storm and discover the hidden lessons in t...
$330 Million Exit to Living Your Best Life | William Moore, Founder of Doorstep Delivery, Moore Momentum, & Rollins Rentals 20.03.2020 1:10:05
In episode 19 of the Silicon Alley Podcast, Nine Figure Exit to Living Your Best Life features William Moore Founder of Doorstep Delivery, Moore Momentum, and Rollins Rentals. Will discusses how being a misfit as a kid led him to develop an entrepreneurial mindset which led him to start a successful student rental business out of college. During the mid-2000s real estate boom, Will quit a lucrativ...
Building a Successful Marketing Agency While Paying Off $100,000 Debt in 3 Years | Evan Knox of Caffeine Marketing 13.03.2020 1:08:17
In episode 18 of the Silicon Alley Podcast, Building a Successful Marketing Agency While Paying Off $100,000 Debt in 3 Years features 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 dis...
It's Poker, Not Chess: The Art of Scrum | Fabian Schwartz, Scrum Coach, Entrepreneur, and Author 06.03.2020 33:56
In episode 17 of the Silicon Alley Podcast - It's Poker, Not Chess: The Art of Scrum, we hear from Fabian Schwartz. Fabian a project management veteran who built a business teaching the Scrum framework to companies outside of technology. Scrum Colombia is the only Scrum trainer in the country and has delivered incredible client results. To help spread proper Scrum, Fabian has written a book Your S...
Fired to Building a Coaching & YouTube Business | Sarah Lee, Teacher, YouTuber, & Coach 28.02.2020 1:10:31
In episode 16 of the Silicon Alley Podcast - Fired to Building a Coaching & YouTube Business, we hear from Sarah Lee a native Thai speaker who went from working at Fulbright Thailand to the corporate world before being fired from her job unexpectedly. Sarah took that opportunity to answer the entrepreneurial calling that had been inside of her all along. Now Sarah has built a language learning...
Double Edged Sword of Entrepreneurship | Cody Perry, Real Estate Agent & Investor 21.02.2020 38:38
In episode 15 of the Silicon Alley Podcast - 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 tr...
Living the Free Life - Part 2| Mike Wallz, Rapper, Artist & Entrepreneur 14.02.2020 58:16
In episode 14 of the Silicon Alley Podcast - Living the Free Life Part 2, we hear from rapper, artist, & entrepreneur Mike Wallz about how he went from his concept of Free Life to building a company around this concept. Part 2 of my conversation is Mike's story of growth during the early days as an entrepreneur and how he focuses on being the best version of himself. You'll hear Mike's perspec...
Living the Free Life - Part 1 | Mike Wallz, Rapper, Artist, & Entrepreneur 07.02.2020 1:04:27
In episode 13 of the Silicon Alley Podcast - Living the Free Life Part 1, 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. Part 1 of my conversation is Mike's origin story and how being both an athlete and artist helped him cope with trauma and failure he faced at various points i...
Side Hustle is the Main Hustle | Apple Crider, Podcaster, YouTuber, & Entrepreneur 31.01.2020 58:22
In episode 12 of the Silicon Alley Podcast - Side Hustle is the Main Hustle, we hear from Apple Crider about building a top 100 business podcast, his YouTube channel , and now his latest venture Podblade . Apple just turned 21 and is absolutely crushing it on multiple levels. If you've ever felt like you can't do something or don't know where to start, Apple shares his pitfalls and what has helped...
On Becoming a Startup Superstar | Steve Kahan, Chief Marketing Officer of Thycotic, Author, & Startup Guru 24.01.2020 52:53
In Episode 11 of the Silicon Alley Podcast, On Becoming a Startup Superstar, you'll hear from Steve Kahan the Chief Marketing Officer of Thycotic, Author of Be a Startup Superstar, and TedX Speaker. In this in-depth conversation, Steve discusses how getting down to $50 in his bank account at 22 led him into a successful career in startups that have generated over $3.5 Billion in Shareholder Value....
Saving the Planet One Bikini at a Time | Hannah Patten & Christina Firestone, Founders of Hülya Swim 17.01.2020 29:40
In Episode 10 of the Silicon Alley Podcast, 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...
If You Don't Think Big, You'll Never Get There | Andrew Holliday, Co-Founder of Ostrich 10.01.2020 35:19
In Episode 9 of the Silicon Alley Podcast, If You Don't Think Big, You'll Never Get There, you'll hear the second part of my conversation with Andrew Holliday Co-Founder of Ostrich . This wide-ranging conversation covers Andrew's experience working in finance, his personal relationship with money, co-founding Ostrich, and much more. Links Sign Up for the Ostrich Beta Follow Ostrich - F...
The Roaring '20s Are Back - Goal Setting to Start the Decade Right 03.01.2020 28:18
In episode 8 of the Silicon Alley Podcast - The Roaring '20s Are Back - Goal Setting to Start the Decade Right, is a special episode focused on helping you get your mindset right to start the 2020s right. Your mind is an incredibly powerful tool that you must utilize. Goal setting is an important component of training your mind and helping you achieve your dreams. This episode discusses the...
What Sort of Lifestyle Do You Want? | Andrew Holliday, Co-Founder of Ostrich 27.12.2019 51:06
In episode 7 of the Silicon Alley podcast - What Sort of Lifestyle Do You Want, Andrew Holliday the Co-Founder of Ostrich talks about the trip of a lifetime and how it fits in with entrepreneurship. This wide-ranging conversation covers Andrew's experience working in finance, his personal relationship with money, co-founding Ostrich , and much more. Links Sign Up for the Ostrich Beta&n...
That Decision Alone Changed My Entire Life | Brett Miller, Singer-Songwriter and Musician 20.12.2019 1:04:31
In episode 6 of the Silicon Alley Podcast, you'll hear from rising star Brett Miller, a singer-songwriter based in New York City. Brett explains his story of discovering how his love for music could support him full-time and how a college professor pushed him to chase his dreams in New York City. In this wide-ranging conversation, you'll hear how Brett approaches his art as an entrepreneur. Buildi...
Turning Down $60,000 and Why We Are Self-Funding | William Glass 13.12.2019 13:55
In episode 5, you'll discover why we turned down a $60,000 investment, avoided a $5,000 "accelerator program," and were rejected by a friend. These pivotal moments helped solidify our decision to bootstrap or self-fund the business. This episode continues where the Leap of Faith Episode left off. Subscribe for new episodes every Friday. Links Sign Up for the Ostrich Beta Follow Ostrich on Fa...
When Every Day is Friday: From Med School to Flying High in the Skies| Wes Harrington, Pilot 06.12.2019 33:11
In episode 4 of the Silicon Alley Podcast, host William Glass sits down with Wesley Harrington to discuss how he went from optometry to flying. Wes shares his realization about flying and the process of becoming a pilot. You'll hear his advice and attitude for anyone interested in becoming a pilot or breaking into a new industry. Links Follow Silicon Alley on Facebook , Twitter , Instagram , Linke...
Are You Weighing Your Life Based on Money or Happiness? | Cory Johnston, Founder of Brighteous Media & Real Estate Investor 29.11.2019 55:30
In episode 3 of the Silicon Alley Podcast, Cory Johnston is the Founder & CEO of Brighteous Media. As an Alabama native and University of Alabama graduate, Cory discusses how he went from an engineer to flying drones and building a full-service video marketing company. We'll hear about his relationship with money and how it has changed as an entrepreneur, how he weighs his life, and more. Cory...
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