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Apr 17, 2026 12 min

Stack and Startup Al Fresco 3 IT mistakes

from Stack And Startup Baltimore Hosted by Jason Sherwood

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 you are running a business or planning to scale, understanding these issues early can save you time, money, and unnecessary stress. 💡 In this video: • Why IT problems often go unnoticed • Mistake #1: Reactive IT environments • Mistake #2: No clear IT strategy • Mistake #3: Underinvesting in security • How these issues impact growth and operations • Practical steps to start fixing them 📊 Key Stats Mentioned: • 20–30% revenue lost to inefficiencies (IDC) • $5,600 per minute of downtime (Gartner) • Up to 30% software waste (Flexera) • 43% of cyberattacks target small businesses (Verizon) • $4.45M average breach cost (IBM) 📍 Series: Stack & Startup: Al Fresco Real business insight—one topic at a time. This channel is dedicated to real-world business insight and the stories behind Baltimore and Maryland entrepreneurs. 🔔 Subscribe for weekly insights and founder stories: https://www.youtube.com/@StackStartupBaltimore Stack & Startup is a Baltimore-based business podcast focused on real conversations about building, running, and growing companies in Maryland. If you’re serious about improving how your business operates—from technology to decision-making—follow the show for practical, experience-driven insights. Watch and connect: YouTube: https://www.youtube.com/@StackStartupBaltimore LinkedIn: https://www.linkedin.com/in/jason-m-sherwood/ Need help with your business technology? 👉 Book a free 15-minute assessment: https://calendly.com/jason-sherwood-sd-tech/15-minute-meeting

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