Simon Lepkin

Executive Coach for Software Engineers, Ex-Upstart
Helping engineers build their reputation and be heard by their leadership
United States of America 5.0 (2 reviews) Active this month


$210 / month

The most popular way to get mentored, let's work towards your goals!

2 calls per month (50min/call)

Unlimited Q&A via chat

Expect responses in 24 hours or less

Hands-on support

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I started my engineering career in 2013 at Upstart, building it from 4 engineers to 400. I’ve contributed, led, and managed Product, Data, and Platform Engineering teams. I’ve created and executed an org-wide internship program and coached numerous engineers 1:1, from fresh boot camp grads to industry veterans.

I help engineers communicate effectively, regardless of their level. We can work together to:
- Protect your job, or get you to the next level
- Flourish under a stubborn, opaque, or selfish manager
- Build prestige within your company
- Rally other teams around your designs

It's easy to find a coworker or instructor to help you write the code, but often our challenges stem from people, not technology. A good manager can help, but most managers are juggling hundreds of balls and can't spend that much time on one engineer. I've been there, and I can help you push through it.

Together we will alter how your peers and leads perceive you, amplifying your impact and advancing your career. Schedule an Introductory Call today!

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What mentees say



5 out of 5 stars

Standard Plan · 
1 month

Simon is an amazing mentor! I was looking to get help on some of my softer skills, including communication and management. He was very empathetic, and did a great job on challenging my underlying assumptions in a constructive way. I definitely feel like I have a better set of tools to more clearly communicate in my day to day. He gave me clear, actionable advise, rather than vague, nebulous feedback. Would definitely recommend.



5 out of 5 stars

Standard Plan · 
4 months

Simon had excellent insights for me! I really appreciate the time we spent determining my next steps. I am happy to say that his guidance has been worthwhile; I am flourishing in my graduate program and working on exciting projects.

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