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JH Strategic IT is an independent IT strategy advisory for mid-market business leaders, delivering IT spend visibility, ROI clarity, and board-level governance.
Business leaders call me in when IT produces activity instead of financial clarity. I give CEOs, CFOs, and COOs a clean view of where their technology dollars go, what the business gets back, where waste hides, and how to realign 3 to 7 percent of spend within 14 days. The work is independent, financial, and governance-first.
Stop Defending IT Spend. Start Proving Its ROI.
In 14 days, I uncover where $400K – $8M in strategic reallocation lives without adding a single new system.
Former Global CIO | $150+M Budgets Governed | $20M+ Verified Savings
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AI Workforce Replacement, What MIT’s 11.7 Percent Claim Really Means for Business Leaders
MIT’s new study claims AI can already replace 11.7 percent of the U.S. workforce. The headline sounds disruptive, but the logic behind it reveals something else. This is not a technology breakthrough, it is a leadership reality that has existed for decades. Executive Summary MIT’s research on AI workforce replacement estimates that 11.7 percent of U.S. jobs are technically automatable today. The study uses an AI-driven simulation, Iceberg, to determine which workers AI could

Jayson Hahn
Nov 263 min read
CEO COO CFO Alignment, How to Stop Strategy and Financials From Telling Different Stories
Execution breaks when the CEO, COO, and CFO operate on different definitions of winning. This post shows how CEO COO CFO alignment prevents strategic friction, protects capital, and stops the business from pulling against itself. Executive Summary CEO COO CFO alignment collapses when strategy and financials do not tell the same story. The CEO pushes market capture, the COO protects margin, and the CFO gets trapped refereeing KPIs that were never designed to coexist. This guid

Jayson Hahn
Nov 263 min read


Uniting IT and Business Goals to Drive Enterprise Results
When IT and business share a clear vision, technology stops being a cost center—and starts driving real, measurable growth.

Jayson Hahn
Nov 263 min read
IT ROI Clarity for CFOs: How to Defend Technology Spend in the Boardroom
Most CFOs are approving IT budgets they cannot defend because the financial case was never built. This happens when IT shows activity, finance needs outcomes, and no one owns the math. Executive Summary CFOs need IT ROI clarity to defend technology spend under board scrutiny. This guide explains why IT budgets fail, what information is missing, and how leaders regain control through precision, value models, and outcome anchored governance. Use this post to close the credibili

Jayson Hahn
Nov 262 min read


AI Governance Guide: LLMs vs Agentic AI vs AI Agents for Business Leaders
Most business leaders are approving AI investments without a clear picture of what they are buying. The pattern is consistent. Platforms get implemented, governance gets improvised, and ROI never becomes measurable. The issue is not AI, it is clarity. This page delivers a straightforward breakdown of LLMs, Agentic AI, and AI Agents so you can ask sharper questions, avoid misaligned projects, and make decisions that protect the business and the board. Why This Guide Exists Exe

Jayson Hahn
Nov 254 min read


Why Business Leaders Work With Me When They Need Clarity They Can Bank On
Quick Answer Business leaders come to me when IT budgets grow faster than visibility, when dashboards cannot answer basic financial questions, and when they need IT clarity for business leaders in the boardroom. I translate spend into outcomes they can defend in audits, investor meetings, and strategy sessions where credibility matters. The Noise Problem Every Leader Feels What creates the modern clarity crisis There is too much noise. People claiming expertise they never ear

Jayson Hahn
Nov 254 min read
The Strategic IT Weekly: Boardroom Clarity for Business Leaders
Written by Jayson Hahn, Independent IT Governance Advisor Quick Answer Business leaders do not have an IT problem, they have a visibility problem. Dashboards show activity, not impact. Vendors show reports, not outcomes. The board wants ROI, Finance wants control, and Technology wants direction. This weekly brief translates IT spend into business outcomes so leaders can govern, challenge, and defend every decision with confidence. Why Visibility Breaks First Most organization

Jayson Hahn
Nov 255 min read
How the Voice of the Business Leader will Shape IT Strategy in 2026
Executive leadership is no longer a passive observer in technology decisions—by 2026, executive voices are the driving force behind IT strategy, shaping not just what gets built, but how technology accelerates business transformation and resilience.

Jayson Hahn
Jun 173 min read


ChatGPT vs. Microsoft Copilot: A Tale of One Invoice and Two AI Tools
ChatGPT vs. Microsoft Copilot: I tested both on a real invoice task. One delivered results. The other handed me a to-do list.

Jayson Hahn
Jun 172 min read


Top Barriers to Aligning IT and Business Strategy—and How to Overcome Them
Discover the top barriers preventing true IT-business alignment—and how to break through them to drive real business results.

Jayson Hahn
Jun 112 min read


Is Your Disaster Recovery Comprehensive Enough? (Spoiler Alert: It Probably Isn’t)
Most companies think they’ve got disaster recovery covered—but backups alone won’t cut it. True resilience requires a three-part approach: Backups, High Availability, and full-scale Disaster Recovery, all operating under a comprehensive Business Continuity Program (BCP). Here’s what most businesses miss—and why it could cost you.

Jayson Hahn
Jun 102 min read


IT Financial Literacy, How IT Teams Strengthen Business Impact and Decision Making
Empower your IT team with financial literacy to drive smarter decisions, align with business goals, and boost ROI across your entire organization.

Jayson Hahn
Jun 53 min read


Why IT Must Be Aligned With the Business: Avoiding the Square Peg in a Round Hole
Trying to force AI into business without strategic alignment is like fitting a square peg in a round hole. Discover why true IT-business alignment is essential for innovation, efficiency, and competitive advantage

Jayson Hahn
Jun 43 min read


The Silent Saboteur: How Digital Transformation Resistance to Change Can Derail Your Digital Ambitions
We've all been there, haven't we? You're buzzing with a brilliant idea, a vision for something new and exciting that promises to...

Jayson Hahn
Jun 24 min read


Why IT Strategies Fail to Deliver Business Value (And What to Do Instead)
Let’s be honest: IT hasn't earned a seat at the boardroom table. It’s not because technology doesn’t matter — it clearly does. But if...

Jayson Hahn
May 292 min read


Tale of Two Org Charts: How Simplicity Wins and Complexity Kills IT Strategy
When Org Charts Kill Strategy How complexity blocks execution—even with the best intentions. Org charts often seem like...

Jayson Hahn
May 282 min read


AI's Dirty Little Secret...
There’s No AI.com Where You Can Download AI.exe and Magically Solve All Your Business Problems What Is AI Really Doing — and What It’s...

Jayson Hahn
May 252 min read
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