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Stack And Startup Baltimore

Jason Sherwood

The Stack & Startup Podcast is a Baltimore-based business podcast focused on entrepreneurship, technology, and the realities of building companies in Maryland. Through interviews and direct commentary, the show features founders and business leaders who are actively shaping the regional economy. Stack & Startup delivers practical, experience-driven insights for business owners navigating growth, operations, and technology in today’s landscape.

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Episodes

35 episodes

  1. Can You Trust AI With a Million-Dollar Decision? | Vivek Rao 54:12
  2. Cloud AI vs. Local AI: Where Should Your Business Data Live? 18:24
  3. What Real Estate Investing Actually Takes | Brooke Gibson 1:13:55
  4. “It’s Just Temporary” — Until It Becomes Your Business Process 22:25
  5. Your Business Is Only as Strong as Its Weakest Link 36:16
  6. How $20 Software Subscriptions Become a Business Problem 44:58
  7. AI Isn't a Crutch | Better Business Decisions Start With Better Judgment 19:53
  8. Building a Biotech Startup That Could Change Cancer Treatment | Roman Owens 1:11:24
  9. Has Your Business Outgrown Its IT? Signs You're Creating More Friction Than Growth 34:41
  10. The Future of Healthcare Starts With Access | Charlie Nahabedian 1:05:20
  11. The Most Dangerous Phrase in Business: "It's Working Fine" 52:24
  12. Innovation Needs People, Not Just AI | Dowdy Jackson, PhD 59:00
  13. Al Fresco Prepare your business for growth 37:22
  14. How AI Is Changing Healthcare—Without Replacing Doctors | Dr. Mikel Daniels 58:52
  15. AI Is Already in Your Business. Are You Governing It? 19:06
  16. Why Great Ideas Fail Without Execution | Phil Parsons 46:20
  17. Could Your Business Survive Losing Everything? 11:44
  18. Why Relationships Still Matter in Business | Andy Kobus 1:12:50
  19. How to Know If Your Business Is One Cyberattack Away From Shutdown 10:50
  20. Stack and Startup interview Crystal Baze Barney CPA 1:03:26
  21. If Your Backups Aren't Tested, They Don't Exist 12:14
  22. Most Legal Problems Start as Business Problems | Shavon Smith 39:21
  23. Cloud vs Local Servers: What Actually Makes Sense in 2026 14:10
  24. What an MSP Actually Does (And Why Businesses Wait Too Long) 14:20
  25. Most Businesses Build the Wrong IT Systems 16:50
  26. Al Fresco My IT guy 13:09
  27. Why Right to Repair Matters for Every Business 13:44
  28. Stack and Startup - Outdated equipment 12:11
  29. Why Things Fail: A Materials Scientist Explains - Priyanshu Bannerjee 56:26
  30. Stack and Startup Al Fresco Millennial Advantage 14:23
  31. Stack and Startup Al Fresco 3 IT mistakes 12:40
  32. Stack and Startup Al Fresco Imposter syndrome 11:46
  33. Why Starting a Business in a Recession Is Actually Smarter 6:57
  34. Stack and Startup Al Fresco | The Podcast Method for Marketing 6:31
  35. Stack and Startup s01e01 - Kathleen Sherrill 1:10:34