$270 / month
Start free, decide later
Simon is an Executive Coach for Software Engineers and a former Upstart engineer. He started his engineering career at Upstart in 2013 and helped the company grow from four to 400 engineers while contributing to and leading product, data, and platform engineering teams. He has also run an organization-wide internship program and coached engineers from boot camp graduates to experienced professionals. He helps software engineers communicate with leadership, earn promotions, and build support for their technical designs.
Based on 3 verified mentee reviews
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 spinning hundreds of plates 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 a call, today.
5 out of 5 stars
Simon helped me land my first title as a Senior Data Engineer. For years I'd struggled with defining myself on the job market and framing my experience in a way that felt both authentic to me, but also concise enough for an interview format. With targeted advice and encouragement, Simon was able to train me in a few meetings how to answer questions like 'tell me about yourself?' and, 'why do you want to leave?' which I had struggled with. He was definitely a difference maker for me going into final round interviews. I'd be glad to work with him again. Thanks Simon!
Standard Plan • 2 months
5 out of 5 stars
Standard Plan • 3 months
5 out of 5 stars
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.
Standard Plan • 1 month
Writing about the stuff I like to talk about. Mostly the non-technical parts of software engineering. Sometimes other things, probably. …
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How to catch the harmful lies of your inner monologue and find a better path forward
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You tell Simon your goals. They see exactly what you want to work on before session one.
You meet within days. Simon reviews your application and books your first session, usually within a day or two.
You leave with a plan. Concrete next steps and a weekly rhythm from your very first week.
Simon Lepkin
Executive Coach for Software Engineers, Ex-Upstart at None
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Book a free intro call with Simon
Connect with Simon in a quick call (usually 15-20 minutes)
One-off sessions with Simon
One-off sessions are a great option if you're looking for specific advice on a certain topic.
An introductory call is a simple way to get to know a mentor before committing to ongoing mentorship. This session gives you the chance to …
For special cases in which a coaching call is needed TODAY, and no space is available on my calendar.
What's included in the trial?
Every trial is a little different–here's what Simon says about their trial:
During the trial period, we'll meet for a quick call (usually under 30 minutes) where we:
- Break the ice and introduce ourselves
- Discuss your goals and challenges to figure out whether we're a good fit
- Coordinate logistics (e.g. time zones, meeting frequency, communication methods)
