Stack And Startup Baltimore

“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 your entire IT operation—and why structure matters more than individual capability. Because the problem is usually not the person. It is the lack of systems around them. We talk about: • single points...

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 quickly your business can recover when something breaks. In this episode of Stack & Startup: Al Fresco, we break down what right to repair actually means—and why it has real consequences for...

Outdated systems do not usually break your business.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 In this episode of Stack & Startup: Al Fresco, we break down the hidden cost of outdated systems—how small inefficiencies, slow workflows, and disconnected tools quietly reduce performance across your business. Because the biggest risk is not failure. It is friction. 💡 In this video:...

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 down with Priyanshu Banerjee, a materials scientist and project manager at Anderson Materials Evaluation in Columbia, Maryland. We talk about failure analysis, material testing, bad assumptions, calib...

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 this episode of Stack & Startup: Al Fresco, we break down the real advantages millennial founders have in today’s business environment—from adaptability and tech fluency to survival rates and b...

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, increase risk, and slow down growth over time. In this episode of Stack & Startup: Al Fresco, we break down three common IT mistakes that cost businesses money—and what you can do to fix them. If...

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 are not ready, not qualified, or somehow “faking it” is more common than most people realize.  In this episode of Stack & Startup: Al Fresco, we break down what imposter syndrome really is, why it...

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 tough economic times create unique opportunities for entrepreneurs, how to position yourself for long-term success, and what most people get wrong when they wait for “the perfect time.” If you are thin...

🌿 Stack & Startup Al Fresco: The Podcast Method for Marketing Welcome to the first Al Fresco edition of Stack & Startup — where we take business conversations outside and dive deep into a single powerful idea. In this episode, Jason Sherwood breaks down The Podcast Method for Marketing — a strategic approach to building authority, creating meaningful relationships, and generating real bus...

Connect With Us On LinkedIn Jason Sherwood - https://www.linkedin.com/in/jason-m-sherwood/ Kathleen Sherrill - https://www.linkedin.com/in/kathleen-sherrill-sp-arch-inc/ 📌 Project Management with Kathleen Sherrill Dive into this practical and insightful session on project management with Kathleen Sherrill — perfect for students, professionals, and anyone looking to sharpen their planning, executi...