Quick Responder

Tom Woolway

VP Engineering
VP Eng, 15+ years leadership, ex-Twitter, ex-Chainalysis
United States of America 5.0 (1 review) Active yesterday Usually responds in a few hours


$220 / month

Engineering leaders (Heads, Directors and EMs) and those looking to move onto the management track!

2 calls per month (45min/call)

Unlimited Q&A via chat

Expect responses in 2 days

Hands-on support

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Hi, I'm Tom 👋. I've had 18 years of experience in software engineering and have grown multiple engineering teams from 10s to over 100. I know the challenges leaders will encounter on their growth journey and I've developed plenty of tools to tackle them. I've worked collaboratively to grow the skills and careers of hundreds of engineering leaders (both people managers and ICs).

Some ways I can help:
- making a successful transition into a new leadership role (IC to people manager, EM to Director, Director to VP, Senior to Staff+ engineer)
- how to balance technical and people management
- working through the hardest challenges of being a people manager
- how to build trust with your team, your peers and your manager

My experience ranges from consumer apps to AI/ML and crypto. I'm a heavily product-centric engineering leader who always wants to build the right solution for customers.

I believe that everyone should have access to great mentorship and am passionate about identifying and coaching a group of leaders who represent society, not just the current tech industry.

Get in touch so we can talk about the opportunities and challenges facing you!

Open to inquiries

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What mentees say



5 out of 5 stars

Standard Plan · 
1 month

I was looking for help in finding a job, and an experienced, mature mentor. In the first month Tom has really helped prep me and my resume. I love where my resume is at now and feel much more prepared for interviews. I find Tom a great listener, easy to talk with and very efficient, wasting no time. I am very happy to have engaged him!

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