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Most Businesses Build the Wrong IT Systems episode artwork

May 22, 2026 16 min

Most Businesses Build the Wrong IT Systems

from Stack And Startup Baltimore Hosted by Jason Sherwood

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 designed systems that actually fit the business they support. Because technology decisions are not just about cost. They are about: • operational friction • scalability • reliability • security • and long-term impact We talk about: • why cheap systems become expensive over time • the hidden cost of operational friction • overengineered environments • reactive vs intentional decision-making • cybersecurity risks • and how businesses can make smarter technology decisions without overspending The goal is not the cheapest system. And it is not the most advanced system. It is the system that actually fits your business. --- 📊 **Sources:** • IDC – Business inefficiency research https://www.idc.com/ • McKinsey – Workplace inefficiency studies https://www.mckinsey.com/ • Verizon DBIR – Cybersecurity and breach reporting https://www.verizon.com/business/resources/reports/dbir/ • CompTIA – IT workforce and support trends https://www.comptia.org/ --- 📍 **Series: Stack & Startup: Al Fresco** This channel focuses on business systems, operational thinking, leadership, and technology strategy for growing businesses. 🔔 Subscribe for weekly insights around business, systems, and growth: 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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Most Businesses Build the Wrong IT Systems

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