What Did You Do Wrong?

You’ve probably seen it (and maybe done it): a CV/LinkedIn that’s technically impressive…but reads like someone who wants to stay an IC forever. Not because they lack leadership potential, but because the signals aren’t there.

Today’s teardown is a fast pattern-match on 7 mistakes that quietly scream “great engineer, not ready for leadership” and the simple fixes that translate your work into scope, influence, and outcomes . If you’re aiming for Tech Lead → EM, EM → Head of Engineering, or CTO-track roles in 2026, this is one of the highest-ROI updates you can make.

What are those mistakes?

Mistake #1: Your bullets read like a changelog (tasks + tech), not a leadership story

  • What it signals: strong execution, unclear impact.
  • Fix: rewrite as Outcome → Scope → Decision → Proof
  • For example: Instead of: “Built X using Y. Migrated A to B, " try: “Cut deploy time from 45→8 minutes across 12 services by redesigning CI/CD and aligning teams on a single release standard.”

Mistake #2: " Led a team of X” with no proof of how you lead

  • What it signals: you managed people, but your operating model is invisible.
  • Fix: add cadence + constraints + stakeholder surface area (how you set direction and keep delivery moving)
  • Example rewrite: Instead of: “Led a team of 6 engineers,” go with: “Led 6 engineers across 2 squads; set quarterly priorities with Product, ran weekly execution reviews, and unblocked delivery by renegotiating scope and dependencies.”

Mistake #3: Your influence stops at your code (stakeholders don’t appear)

  • What it signals: great contributor, limited cross-org leadership.
  • Fix: name stakeholders + tradeoffs + alignment artifacts (decisions you drove under ambiguity)
  • Example: Instead of: “Implemented SSO improvements,” try: “Aligned Security, Legal, and Platform on an identity roadmap; introduced risk-based rollout gates and secured buy-in for a phased migration.”

Want the remaining 4 mistakes + copy-paste rewrite templates?

Read the full tutorial →

Did You Know

Many hiring managers “level” you (IC vs leader) in the first 20 secondsoften before they finish your first role .

And here’s the brutal part: if your top bullets don’t show a number, a stakeholder, or a tradeoff, you can get silently bucketed as “great engineer” even if you’ve been leading for years.

The good news: this isn’t about padding titles—it’s about fixing those few predictable signals.

Recommended reading

Tutorial

CV/LinkedIn Mistakes & Fixes

A skimmable teardown of the most common leadership-signal gaps in CVs/LinkedIn profiles—plus concrete fixes and example rewrites that translate your work into scope, influence, and outcomes.

Framework

Decision-Making Framework

A simple, repeatable way to make (and communicate) better tradeoffs across conflicting priorities—perfect if you want your profile to show judgment, not just execution.

In the Spotlight

Ready to move from “ great engineer” to trusted tech leader—without waiting for someone to “take a chance” on you? 

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I joined the CTO Academy Digital MBA because I was looking for a program that combined business knowledge with technology — something that could help me grow into a true technology leader.

The structure of the course was excellent. Each module was clear in its objectives, and the instructors brought diverse expertise and practical insights. The most valuable part for me was understanding what is expected from a CTO: how the role is perceived differently across the company, and how to build meaningful relationships with colleagues in other functions.

The biggest personal impact was a boost in confidence. By exposing me to such a wide spectrum of knowledge, the program helped me recognize both what I already know and the areas where I still need to grow. That clarity has made me a stronger leader with a clearer sense of direction for myself and my team.

Initially, I was hesitant about joining the live community sessions, but they turned out to be a real highlight. The workshops and lectures added depth and a sense of connection beyond the core material.

Overall, the course has made me a better leader and given me confidence in my professional future. I would recommend the CTO Academy Digital MBA to anyone who wants to go beyond the work of an individual contributor and step into the broader responsibilities of technology leadership." - Grzegorz M., Engineering Manager

Turn Leadership Signals Into Leadership Skills

If today’s teardown made you think, “I’m already doing more than my profile shows—I just need a structured way to level up,” the Digital MBA for Technology Leaders is built for exactly that shift: from strong delivery to trusted, cross-functional leadership.

The next cohort starts Monday, February 2, 2026, and it’s designed for ambitious engineering managers and tech leads who want to build the capabilities hiring managers are scanning for: strategy, judgment, influence, and commercial fluency (the stuff that gets you into the room and, more importantly, keeps you there).

You’ll go through 9 high-impact modules in a flexible format that fits around a full-time job, with 200+ practitioner-led micro-lectures, weekly expert Q&As, and peer sessions to pressure-test decisions before they hit your org.

You 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 sanity-check whether it’s the right next step for you? Book a short discovery call →

CTO Community Pulse: Highlights

Upcoming Online Events

  • January 20 - WORKSHOP: "Most projects don't fail - they drift, duplicate, or stall" (guest: Dianna Pieper, CEO)
  • January 27 - COMMUNITY SESSION: “Enshittification - The Debate” (guest: Christopher Sherrington, CTO)
  • February 3 - WORKSHOP: “Growing the capability of your team” (guest: Sehaam Cyrene, Leadership Coach)

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Slack Roundup

  • Paul's question on AI assistants' use and maintaining context continuity across conversations continues to draw attention and generate quality experience-based responses.
  • Yorgos is looking for advice on hiring a Head of Engineering for a startup. He wants to learn more about the recommended interview processes, whether interviews should include a technical component, and who should do them, the recommended number of years in the role as a minimum to even consider someone as a candidate, plus other details that reveal the best possible candidate for the job.
  • Nati is actively looking for panelists for our Jan 27 session. We are going to debate whether Doctorow's Enshittification is a reality for tech leaders on the ground and how/what can be done about it.

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

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