Investors are tired of hearing the same pitch: “We’re moving to the cloud, using AI, and modernizing systems.” Most of those pitches blur together or collapse into jargon. What stands out is not the stack, it is the story behind it. For a non-technical CEO or founder, telling a compelling technology story to investors means […]
Telling a Compelling Technology Story to Investors Read More »
You already know AI is in your company. Sales is pasting customer data into chatbots. Finance is testing spreadsheet add-ins. Your vendors keep pitching “AI-powered” features. Without guardrails, every one of those experiments can turn into a data breach, a compliance headache, or a disappointed board. The good news: you can set a clear, AI
How To Build an AI Acceptable Use Policy in One Week Read More »
Switching the team that runs your company’s IT is a little like changing the tires on a moving car. It’s possible. It’s common. It can also go sideways fast when nobody owns the plan. If you’re switching MSPs, your real goal isn’t “a better provider.” Your goal is business continuity, clean accountability, and a handover
The checklist for switching MSPs without downtime, data loss, or finger-pointing Read More »
Most companies don’t get breached because they “forgot security.” They get breached because passwords spread like loose change, pockets, couches, backpacks, old laptops, and the one shared spreadsheet everyone swears is temporary. A strong enterprise password manager is one of the fastest ways to reduce that mess. Not by asking people to “be better,” but
Executive checklist for picking a password manager and rolling it out in 30 days Read More »
Tension between your CTO and the rest of the leadership team is draining. Sales wants features, operations wants stability, finance wants lower spend. Your CTO keeps talking about risk, scale, and technical debt. At times, it feels like they are slowing the whole company down. But sometimes “When Your CTO Is Right But Your Business
When Your CTO Is Right But Your Business Is Wrong: Spotting Misalignment to Drive Growth Read More »
Shadow IT is not a side issue anymore. It is sitting right in the middle of your risk, cost, and innovation agenda. Across mid-market companies, more than half of SaaS apps are now unsanctioned or unknown to IT. Shadow AI use is rising fast, with sensitive data flowing into tools that no one has vetted.
CEO Playbook for Cleaning Up Shadow IT Without Killing Innovation Read More »
Most leaders have had that sinking feeling when a big vendor quote lands in the inbox. The number is huge, the jargon is thick, and your gut says it is high, but you are not sure how to push back without blowing up the relationship. This is the story of how we negotiate a vendor
How We Negotiate a Vendor Quote by 38% Without Playing Games Read More »
Your business can survive a bad quarter. It cannot survive losing customer trust week after week because systems keep going down. Uptime is not an IT hobby. It is a promise to customers, lenders, and your board about how reliable your company really is. When that promise breaks, you pay in lost revenue, churn, and
CEO Guide To Setting Simple Uptime Targets With Your Tech Team Read More »
Most boards do not care how elegant your architecture is or how clever the AI model might be. What they want is a simple, believable way to see where each dollar goes, and why. That is the heart of The Investment Priority Framework Boards Actually Use. You feel the squeeze every budget cycle. Too many
The Investment Priority Framework Boards Actually Use For Tech And Cyber Spend Read More »
The board asks a simple question: “Where are we exposed on technology and cyber risk?” You know there are issues, but the spreadsheets you get from IT are dense, technical, and hard to explain. You end up summarizing by feel, not from a shared, trusted view of risk. A tech risk register is the bridge.
How to Build a Simple Tech Risk Register Executives Actually Read Read More »
