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5Q's With GentOfTech: Daily Summaries Delivered
by Michael Greenberg
Meet a new person every episode in engaging questions. We talk past, present, and future of lives and business with guests from my personal network.
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The most recent episodes — sign up to get AI-powered summaries of each one.
- Jun 5, 202624 min
Rand Larsen - Stop Networking and Do This Instead
In this episode of 5Q's, host Michael Greenberg (https://www.linkedin.com/in/gentoftech/) interviews Rand Larsen (https://www.linkedin.com/in/rand-larsen/), the founder of Scale Path, a peer group community for small business owners that's grown to 9 groups and nearly 100 members in under 3 years. He shares how a single introduction he made three years ago between two solar company founders turned into a relationship that's still going today, and why the best connectors have a hit rate that no amount of cold outreach can match.The 5Q's: What's the latest thing you've learned? What's a business bet you're making right now? What's one thing you think everyone should know? Who are you grateful for at this moment? What's one challenge where, if I could help you, it would change your life?—Connect with Michael Greenberg here;https://x.com/gentoftechhttps://www.linkedin.com/in/gentoftech/https://www.3rdbrain.co/—Connect with Rand Larsen here:https://www.linkedin.com/in/rand-larsen/
- May 29, 202621 min
William Christensen - $25K/Month With One Simple Change
In this episode of 5Q's, host Michael Greenberg (https://www.linkedin.com/in/gentoftech/) interviews William Christensen (https://www.linkedin.com/in/will-christensen/), an automation consultant who has been in the game since 2017, years before almost anyone riding the current AI wave. After a decade of iteration, his latest business bet is a three-tier AI agent building consultancy (DIY, done-with-you, done-for-you) that went from nothing to $25,000 per month in just a few months. Will explains what changed, why the timing finally hit, why most of the AI hype on social media is manufactured FOMO, and the best way in which you can start using AI today.The 5Q's: What's the latest thing you've learned? What's a business bet you're making right now? What's one thing you think everyone should know? Who are you grateful for right now? What's one challenge where, if I could help you, it would change your life?—Connect with Michael Greenberg here;https://x.com/gentoftechhttps://www.linkedin.com/in/gentoftech/https://www.3rdbrain.co/—Connect with Will Christensen here:https://www.linkedin.com/in/will-christensen/
- May 21, 202617 min
Deuce Thevenow - Building With AI as a Non-Technical Founder
In this episode of 5Q's, host Michael Greenberg (https://x.com/gentoftech) interviews Deuce Thevenow (https://www.linkedin.com/in/deucethevenow/), the co-founder of Recess, a platform that connects brands with community-based sampling and experiential marketing opportunities across a network of 200 million in audience reach. Think Airbnb, but for brand activations in WeWorks, F45s, college dorms, and apartment complexes. During the conversation, Deuce shares how he went from non-technical founder to spending 80% of his time in a code terminal, all without writing a single line of code. The 5Q's What's the latest thing you've learned? What's a business bet you're making right now? What's one thing you think everone should know? Who are you grateful for right now? What's one challenge where, if I could help you, it would change your life?—Connect with Michael Greenberg here;https://x.com/gentoftechhttps://www.linkedin.com/in/gentoftech/https://www.3rdbrain.co/—Connect with Deuce Thevenow here;https://www.linkedin.com/in/deucethevenow/
- May 14, 202626 min
Zander Barth - Hiring for Resourcefulness Over Resumes
In this episode of 5Q's, host Michael Greenberg (https://www.linkedin.com/in/gentoftech/) talks to Zander Barth (https://www.linkedin.com/in/zanderbarth/), Director of Colophon New Media, a web development and marketing agency with 18 remote team members. His hiring philosophy flips conventional wisdom: personality and culture fit first, credentials last. His most recent hire had never touched a website backend but had spent two years teaching himself development by building random weekend projects. Zander also explains why intrinsic motivation and willingness to get your hands dirty matter more than experience, especially as AI reshapes what agency work looks like. The 5 Q's: What's the latest thing you've learned? What's a business bet you're making right now? What's one thing you think everyone should know? Who are you grateful for at the moment? What's your biggest challenge right now? —Connect with Michael Greenberg here; https://www.linkedin.com/in/gentoftech/ https://www.3rdbrain.co/ —Connect with Zander Barth here; https://www.linkedin.com/in/zanderbarth/ https://www.cnmwebsite.com/
- Sep 25, 202423 min
Rameel Sheikh - Leveraging Content to Build a Business
In this episode of 5Q's, host Michael Greenberg (https://x.com/gentoftech) interviews Rameel Sheikh (https://x.com/ramshe1000), discussing his journey from bootstrapped companies to creating a successful newsletter and his insights on content creation, distribution, and balancing work and personal life.Rameel Sheikh is the former COO of Y Combinator company First Base, founder of The Bottleneck, a newsletter for CLOs, operational execs, and senior managers, and creator of Cornerstone, a vetted community of COOs, VPs, and heads of operations.[00:00] Introduction and Rameel's background[03:30] The Bottleneck newsletter[05:45] Latest learning: Market running after the product[08:30] Business bet: Content to SaaS or data information product[11:15] Living in tier-one cities: blessing and curse[14:30] Gratitude for family and reprioritizing life[18:00] Challenges in balancing work, family, and health[20:45] Wrapping up and contact information[21:30] Discussion on project management vs. operations roles—Connect with Michael Greenberg here;https://x.com/gentoftechhttps://www.linkedin.com/in/gentoftech/https://www.3rdbrain.co/—Connect with Rameel Sheikh here;https://x.com/ramshe1000https://www.linkedin.com/in/rameel-sheikh/
- Sep 23, 202423 min
Nikolas Hulewsky - Building an Audience as a Long-Term Business Strategy
In this episode of 5Q's, host Michael Greenberg (https://x.com/gentoftech) interviews Nik Hulewsky (https://x.com/cofoundersnik), who shares insights on modern industrialism, building an audience, and the challenges of transitioning between industries.Nik is a former healthcare entrepreneur who has transitioned into the digital space. Nik is currently exploring digital businesses and building an online audience.[00:00] Introduction and Nik's background in healthcare[02:45] Nik's interpretation of being a modern industrialist[06:30] Nik's current ventures and transition to digital businesses[10:15] Discussion on crypto mining business challenges[14:30] Latest learning: Setting up a podcast studio and observing similarities with his sons[17:00] Business bet: Building an audience as a future competitive advantage[18:45] The importance of effective communication skills[20:00] Gratitude for his wife's support in his entrepreneurial journey[21:15] Current challenge: Balancing exploration with tangible results[22:30] The value of curiosity and asking questions—Connect with Michael Greenberg here;https://x.com/gentoftechhttps://www.linkedin.com/in/gentoftech/https://www.3rdbrain.co/—Connect with Nikolas Hulewsky here;https://x.com/cofoundersnikhttps://www.linkedin.com/in/nikolas-hulewsky-617b132a/
- Sep 20, 202417 min
Kevin Bibelhausen - An Alternative Path to Business Ownership
In this episode of 5Q's, host Michael Greenberg (https://x.com/gentoftech) interviews Kevin Bibelhausen (https://x.com/bibelhausen), who shares his insights on entrepreneurship through business acquisition, the import industry, and leveraging existing infrastructure for growth.Kevin is a former technology executive for a large public hospital system, in early 2022 he acquired a textile company, and now focuses on textile sourcing, design, and distribution.[00:00] Introduction and Kevin's background[03:30] How Kevin acquired the business[06:15] Latest learning: Complexities of imports[09:30] Business bet: Leveraging changes in the textile space[12:45] One thing everyone should know: Alternative paths to entrepreneurship[16:00] Gratitude: The importance of a support network[18:30] Current challenge: Updating technology infrastructure[21:00] Discussion on HR outsourcing and PEOs—Connect with Michael Greenberg here;https://x.com/gentoftechhttps://www.linkedin.com/in/gentoftech/https://www.3rdbrain.co/—Connect with Kevin Bibelhausen here;https://x.com/bibelhausenhttps://www.linkedin.com/in/bibelhausen/
- Sep 16, 202417 min
Jack Burlinson - Balancing Startup Life
In this episode of 5Q's, host Michael Greenberg (https://x.com/gentoftech) interviews Jack Burlinson (https://x.com/jfbrly), who shares insights on intentional information consumption, business strategies, and personal growth.Jack is the founder of Stageglass, a technology startup building 3D design products for interior designers, architects, and renovation contractors. Jack is also the former co-founder of Stanford Barbell Club. [00:00] Introduction and Jack's background[02:15] Latest learning: The importance of intentional information consumption[05:30] Business bet: Leveraging customer acquisition costs in the FF&E industry[09:45] One thing everyone should know: The critical importance of sleep[12:30] Gratitude: Jack's mother[14:00] Current challenge: Achieving product-market fit[17:30] Jack's life outside of work[20:15] Discussion on business history and potential podcast ideas—Connect with Michael Greenberg here;https://x.com/gentoftechhttps://www.linkedin.com/in/gentoftech/https://www.3rdbrain.co/—Connect with Jack Burlinson here;https://x.com/jfbrlyhttps://www.linkedin.com/in/jack-burlinson/
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About 5Q's With GentOfTech
Meet a new person every episode in engaging questions. We talk past, present, and future of lives and business with guests from my personal network.
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