About Michael Greenspan
Seven years as a software engineer. Nine years as an engineering manager. Building a career I was proud of on paper — while quietly wondering why it didn't feel the way I expected it to.
It wasn't burnout. It wasn't failure. It was something harder to name — a growing gap between what I had achieved and what I actually felt.
Today I work privately with a small number of senior engineers and engineering leaders who are asking deeper questions about ambition, identity, self-doubt, and meaning. The work is reflective rather than tactical. A slower kind of conversation than the ones already crowding their calendar.
I publish two newsletters. The Complete Engineer is for senior engineers and engineering leaders sitting with the questions that the next promotion won't answer. The ADHD Engineer is a separate weekly newsletter for software engineers with ADHD — engineers tired of being at war with themselves at work.
I'm based in Toronto.
What I'm doing now
1:1 coaching
Working privately with a small number of senior engineers and engineering leaders.
Work with me →
Vibe Check Roundtables
A monthly online gathering I host as part of my practice. Small group, 8–12 senior engineers and leaders, 30 minutes, no agenda.
Join the next Roundtable →
The Complete Engineer newsletter
Essays on ambition, identity, self-doubt, and meaning in tech.
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The ADHD Engineer newsletter
Weekly writing for software engineers with ADHD. One real work moment per issue.
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Podcast appearances
Conversations on engineering leadership, ADHD, burnout, career identity, and the human side of tech.
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