Strategic Thinking Support for Senior Engineering Leaders
Clarity in high‑stakes roles. Better decisions. Less isolation.
For Directors, Staff+ engineers, and technical leaders navigating complexity.
About Coach Jordan Larrigan
Coaching, to me, is like gardening. Growth takes time and care. Feeding what you need, pruning what doesn’t serve you, and watching you bloom into your full potential. I’ve been where you are: stressed, unsure, even isolated. I coach because no leader should have to feel alone.
For over 20 years, I have led engineering teams at companies like Stash, Tagboard (as CTO), Myspace, and Medsphere. Now, I coach engineering leaders like you to achieve that aspiration, unlocking your full potential and accelerating your career journey.
Leadership Calibration for Senior Technical Leaders
This is focused, structured thinking support for leaders operating in complex environments.
We work on real problems such as:
-
🌱Organizational design and team structure
-
💡 Promotion transitions and role expansion
-
🤝 Executive presence and influence
-
📚 Strategic tradeoffs and high‑stakes decisions
-
🔒 Navigating conflict without burning political capital
-
✅ Preventing burnout while increasing leverage
Leadership isn’t about having answers. It’s about thinking better.
Service Tiers: Engineering Leadership Advisory
1
Strategic Deep Dive
A 90‑minute focused session for a specific challenge.
Ideal for:
• One major decision
• Role transition preparation
• Organizational design review
• Strategic clarity before a critical conversation
This can also serve as an entry point before committing to a full sprint.
Investment: $400
2
Leadership Calibration Sprint
A focused 4‑session engagement over 4–6 weeks.
Designed to help you:
• Clarify strategic direction
• Identify leverage points
• Reduce decision fatigue
• Operate at the appropriate leadership altitude
Each session is structured, practical, and grounded in your real context.
Investment: $1,200
Limited spots
Why Work With a Former CTO?
-
Zero Learning Curve: I’ve managed the budgets, built the teams, and reported to the Board. You don’t have to explain "technical debt" or "sprint velocity" to me.
-
Neuro-Inclusive Coaching: As an ADHD coach, I specialize in helping leaders build systems that work with their brains, not against them.
-
Outcome-Obsessed: We focus on the metrics that matter: retention, delivery speed, and your personal peace of mind.