Stack And Startup Baltimore
Jason Sherwood
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Recent Episodes
S1E12 If Your Backups Aren't Tested, They Don't Exist
Most businesses believe they have backups.Far fewer know whether those backups actually work.In this episode of Stack & Startup: Al Fresco, we discuss one of the most overlooked risks in business…
S1E3 Most Legal Problems Start as Business Problems | Shavon Smith
Most business owners think legal problems start in a courtroom.According to attorney Shavon Smith, they usually start much earlier.In this episode of Stack & Startup Baltimore, Jason Sherwood…
S1E11 Cloud vs Local Servers: What Actually Makes Sense in 2026
Cloud vs Local: Which Is Better for Your Business?Everyone seems to have an opinion about cloud computing.Some people say everything belongs in the cloud. Others insist that local servers are still…
S1E10 What an MSP Actually Does (And Why Businesses Wait Too Long)
The cheapest IT setup is easy to find.The smartest one is not.In this episode of *Stack & Startup: Al Fresco*, we break down the difference between cheap IT, overbuilt IT, and intentionally…
S1E9 Most Businesses Build the Wrong IT Systems
The cheapest IT setup is easy to find. The smartest one is not. In this episode of *Stack & Startup: Al Fresco*, we break down the difference between cheap IT, overbuilt IT, and intentionally…
S1E8 Al Fresco My IT guy
“My IT guy has it handled.”That sounds reassuring.But it is not a strategy.In this episode of Stack & Startup: Al Fresco, we break down the hidden risks of relying on a single person to manage…
S1E7 Why Right to Repair Matters for Every Business
If your business relies on technology—then this affects you.Right to repair is not just about fixing devices.It is about control.Control over your systems.Control over your costs.And control over how…
S1E6 Stack and Startup - Outdated equipment
Outdated systems do not usually break your business.They slow it down.And over time, that becomes expensive.In this episode of Stack & Startup: Al Fresco, we break down the hidden cost of…
S1E2 Why Things Fail: A Materials Scientist Explains - Priyanshu Bannerjee
Most failures do not start as big problems.They start small.They get missed.And by the time the damage shows up, the real cause may already be buried.In this episode of Stack & Startup, I sit…
S1E5 Stack and Startup Al Fresco Millennial Advantage
For years, the narrative around millennials has been consistent:They are entitled. They avoid risk.They are not built for business.But when you actually look at the data—that story does not hold.In…
S1E4 Stack and Startup Al Fresco 3 IT mistakes
Most small businesses are losing money through their IT—just not in obvious ways.It is not major outages or dramatic failures. It is the small, everyday decisions that quietly create inefficiencies,…
S1E3 Stack and Startup Al Fresco Imposter syndrome
Starting a business comes with a lot of uncertainty—but one of the biggest challenges isn’t external. It’s internal.Imposter syndrome shows up early for a lot of entrepreneurs. That feeling that you…
S1E2 Why Starting a Business in a Recession Is Actually Smarter
Starting a business during an economic downturn might sound risky, but it may actually be one of the smartest moves you can make.In this episode of Stack & Startup: Al Fresco, we break down why…
S1E1 Stack and Startup Al Fresco | The Podcast Method for Marketing
🌿 Stack & Startup Al Fresco: The Podcast Method for MarketingWelcome to the first Al Fresco edition of Stack & Startup — where we take business conversations outside and dive deep into a…
S1E1 Stack and Startup s01e01 - Kathleen Sherrill
Connect With Us On LinkedInJason Sherwood - https://www.linkedin.com/in/jason-m-sherwood/Kathleen Sherrill - https://www.linkedin.com/in/kathleen-sherrill-sp-arch-inc/📌 Project Management with…
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Stack And Startup Baltimore has published 15 episodes since March 2026, covering topics in Business, Entrepreneurship.
Stack And Startup Baltimore is currently highly active with new episodes weekly. Average episode length is 13m.
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