Are You IT Director Material Yet?

Most people don’t miss the IT Director jump because they “aren’t senior enough.”

They miss it because they’re strong operators, but they’re not consistently sending the *director* signals: ownership, risk judgment, stakeholder trust, and predictable execution under constraints.

Today, we focus on a quick self-check. In ~10 minutes, you’ll spot what’s holding you back, and what to fix first.

Here’s the fast pre-scorecard (pick the first “no” you hit):

1. Operational ownership

Can you clearly explain what you own end-to-end (services, uptime, incident response), and how you keep it stable *without* becoming the bottleneck?

2. Risk-based prioritization

When everything is urgent, can you show a repeatable way you decide what gets done now vs later, especially around security, compliance, and reliability?

3. Stakeholder leadership

If we asked your non-technical stakeholders (Finance, Ops, Legal, Security) what you deliver for them, would they describe you as a partner, or “the IT person who says no”?

4. Execution under constraints

Can you point to one example where you delivered outcomes despite limited budget/people/time by making tradeoffs visible and aligning people early?

If you hit a “no” anywhere above, don’t guess—run the full scorecard to pinpoint your #1 focus area.

Read the full tutorial →

Did You Know

Right now, there are ~17,000 IT Director job openings worldwide, and the bar is rarely “more technical.” Which means: someone on your team (or in your network) is probably making this move in 2026.

If your “director readiness” gap is unclear, you don’t need more effort — you need a diagnosis.

Most career stalls at this level aren’t about capability. They’re about missing proof: the signals that show you can carry ownership across risk, delivery, and stakeholders.

If you take the scorecard, hit reply with your weakest area (just the number 1–4 above), and we’ll tell you the highest-ROI fix to focus on first. 
 

Recommended reading

Tutorial

IT Director Role Readiness Scorecard

Take the 10-minute scorecard to pinpoint your biggest readiness gap—and get a clear priority list for what to fix next.

Guide

The Path to Becoming an Exceptional IT Director

Use this guide to understand what the role really demands (beyond “more IT”) and map the skills you need to step up with confidence.

In the Spotlight

Driving Innovation as AI Moves the Goalposts

AI doesn’t just speed up execution; it changes what “innovation” even means: budgets get consumed faster by experimentation, hiring signals shift, and governance struggles to keep pace.

In this episode of Me, My CTO & I, Andrew Weaver and Sanjay Mistry sit down with Ray Bogman for a practical conversation on how senior leaders keep innovation moving when the target keeps moving — including why negotiation becomes a core leadership skill the higher you go.

Watch the Episode

Digital MBA for Technology Leaders

If the scorecard exposed 1–2 gaps and you want a structured way to close them…

The next cohort launches in just 3 days, on Monday, February 2, 2026.

Enroll Now

What Our Graduates Say

 

"Actionable Essentials for the Tech Leadership Journey

I've recently completed the Digital MBA for Technology Leaders course by CTO Academy. The course is filled with practical, timely curation of the essentials every tech leader must consider on their leadership journey.
I joined for my known gaps and discovered new gaps with actionable means to address them. It is a living course with ongoing updates based on student feedback." - Mahlatse M., Solutions Architect, FinTech

What's New?

If you’re stepping into (or operating in) senior tech leadership, you don’t need more theory; you need current tools. We’ve just expanded the Digital MBA with six new and two updated key lectures, focused on the realities leaders are navigating right now: AI, governance, talent shifts, and cross-functional execution. Here’s a quick look at what’s new:

New Lectures:

  • Microeconomics for Digital Markets (Week 7): Learn how technical choices shape market dynamics and user retention.
  • Ethics in Senior Leadership (Week 3): Integrating personal morals and values into high-level decision-making.
  • D&I - A CEO Perspective (Week 3): Authentic strategies for fostering inclusive environments within organizational culture.
  • CTO in a Non-Software Company (Week 19): Applying tech leadership to physical assets and engineering (e.g., offshore wind).
  • Transformative AI Opportunities (Week 36): How to harness AI to redefine business processes and boost productivity.
  • Strategic IP Management (Week 10): Optimizing and safeguarding your company’s creative outputs.

Updated Content:

  • Tech Mission Statements & Goals (Week 9): Aligning tech vision with actionable business strategy.
  • Cross-functional Teams (Week 17): Essential collaboration techniques for the modern digital landscape.

Build the Skills Behind the Scorecard

If the scorecard surfaced a gap (or two), that’s good news: you don’t need to “work harder,” you need a repeatable way to build the signals that earn trust at the director level.

The Digital MBA for Technology Leaders is designed to turn those signals into skills you can use immediately: executive alignment, risk-based prioritization, stakeholder influence, commercial thinking, and the judgment calls that separate “strong operator” from “trusted leader.”

The next cohort starts Monday, February 2, 2026. You’ll move through 9 high-impact modules in a flexible format built around a full-time job — with 200+ practitioner-led micro-lectures, weekly expert Q&As, and peer sessions where you pressure-test decisions before they hit your org.

You’ll also get lifetime access, up to 12 months to complete, a personal course manager, and a 7-day money-back guarantee after the course starts.

Want to see if it fits your goals (and where it would move the needle fastest)? Book a short discovery call →

CTO Community Pulse: Highlights

Upcoming Online Events

  • February 3 - Workshop: “Growing the capability of your team” (guest: Sehaam Cyrene, Leadership Coach)
  • February 5 - Fractional CTO Community Meetup (host: Dianna Pieper)
  • February 10/11 - February Peer-to-Peer Sessions (host: Dianna Pieper)

* sign up for CTO Academy Membership to participate in our weekly online sessions

 

Upcoming In-Person Events

* for more information, registration, and past events overview, go to our Events page →

 

Slack Roundup

  • Chris is wondering if anyone has rolled out an AI-based Code Reviewer. His main concern is that it might cause people to assume the AI Review is good enough and therefore don’t look at it properly. Several senior tech leaders detailed their experience and suggested steps.
  • Sanjay and Paul finally met in person after 5 years of knowing each other and attending various online sessions.
  • Mo posted a truly educational cartoon, particularly from the tech perspective.
  • Andrew posted a job offer for the Chief Technology Officer role in a Dublin-based FinTech company.

* this is just a small fraction of the most recent discussions on our Community Slack

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