In tech strategy used to mean drawing a neat timeline across three years and declaring your intentions with great confidence and several gradients. You would define vision phases milestones and everyone pretended the world would cooperate. That was adorable. Now by the time you finish polishing a slide labeled twenty twenty six outlook some startupContinue reading “Our Three Year Plan Is Now a Three Week Guess”
Category Archives: Strategy and Planning
Planning in Dog Years: Building a Three Year Strategy in a World That Changes Every Three Months
Three year plans in tech used to feel ambitious. Now they feel slightly comedic. By the time your slides are polished, a new AI platform has launched, a regulator has woken up, and your main vendor has decided to pivot into an entirely new business model. If it feels like every year is seven yearsContinue reading “Planning in Dog Years: Building a Three Year Strategy in a World That Changes Every Three Months”
The December Offsite That Actually Matters: Strategy Sessions Designed for Women’s Voices to Be Heard
Let me describe the December offsite you’ve probably attended: A conference room (or worse, a “fun” offsite location that’s supposed to make everyone feel creative). A deck with 47 slides about strategic priorities. A facilitator who asks for input but somehow the same three people do all the talking. Breakout sessions where one person dominatesContinue reading “The December Offsite That Actually Matters: Strategy Sessions Designed for Women’s Voices to Be Heard”
When AI Invites Itself to Thanksgiving: Optimizing Decisions, Not Just Recipes
It’s 2025, and AI is everywhere. It’s writing our emails, summarizing our meetings, generating our presentations, and apparently now offering to optimize our Thanksgiving dinner planning with algorithmic precision. “Just input your guest dietary restrictions, kitchen equipment, and desired timeline,” the latest AI tool chirps. “I’ll generate an optimal cooking schedule down to the minute!”Continue reading “When AI Invites Itself to Thanksgiving: Optimizing Decisions, Not Just Recipes”
How OKRs Can Keep Your Tech Strategy from Becoming a Pumpkin Patch
You know what a pumpkin patch and most tech strategies have in common? They both start with grand intentions, lots of seeds get planted, and by the end you have a sprawling mess where you can’t quite remember which pumpkin (project) was supposed to be the prize winner and which ones were just taking upContinue reading “How OKRs Can Keep Your Tech Strategy from Becoming a Pumpkin Patch”
Technology Roadmapping in an Era of Exponential Change
Planning technology roadmaps used to be like planning a road trip: you’d map out your route, estimate timing, budget for known expenses, and execute according to plan. Sure, you might hit some unexpected traffic or need to take a detour, but the basic framework held. Today, technology roadmapping feels more like planning a journey toContinue reading “Technology Roadmapping in an Era of Exponential Change”
Leading Through the AI Hype Cycle While Delivering Actionable Business Value
If I have to sit through one more presentation about how AI is going to “revolutionize everything” without a single concrete example of what that means for our Q3 objectives, I might actually short-circuit like a poorly designed chatbot. We’re living in the peak of the AI hype cycle, where every vendor pitch includes theContinue reading “Leading Through the AI Hype Cycle While Delivering Actionable Business Value”
The AI Wave: How Women Are Shaping the Next Frontier in Tech
The buzz around artificial intelligence (AI) is deafening. From generative AI platforms that can conjure text and images from thin air to large language models (LLMs) capable of engaging in remarkably human-like conversations, AI is no longer a futuristic fantasy, it’s rapidly becoming an integral part of our present and a defining force of ourContinue reading “The AI Wave: How Women Are Shaping the Next Frontier in Tech”
Decoding the Magic 8-Ball: How IT Strategy Actually Gets Made (Hint: It’s Not Always Logic)
Alright, my fellow strategic masterminds, grab a coffee (or something stronger, depending on your day). As a Technology Strategy and Planning Leader, I’ve had a front-row seat to the fascinating, often infuriating, and sometimes downright baffling process of how IT strategy actually gets determined in organizations. If you’re imagining a dimly lit room, filled withContinue reading “Decoding the Magic 8-Ball: How IT Strategy Actually Gets Made (Hint: It’s Not Always Logic)”
The Planet’s P&L: Why Environmental Tech Isn’t Just “Green,” It’s Your Next Big Strategic Imperative
Alright, my fellow architects of tomorrow’s enterprise! Your resident Technology Strategy and Planning Leader is here, probably with a perpetually half-empty coffee mug and a whiteboard that looks like a war zone of future scenarios. My job, in a nutshell, is to peer into the crystal ball, analyze market shifts, anticipate risks, and map outContinue reading “The Planet’s P&L: Why Environmental Tech Isn’t Just “Green,” It’s Your Next Big Strategic Imperative”