Services
$300 / month
Start free, decide later
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1
Free intro call
No card needed to book. -
2
Ongoing calls + chat
2 × 60-min calls per month, unlimited Q&A. Replies in 2 days. -
3
No lock-in
Month to month, no contract.
MentorCruise summary
Steve is a Director of Engineering at Toast. He has more than 25 years of software engineering experience as an individual contributor, manager, and director. His background includes building software, leading teams, and shaping engineering strategy. He helps engineers move into management, develop leadership skills, and turn career concerns into actionable steps.
Based on 3 verified mentee reviews
- Reviewers often praise his broad perspective from building software, leading teams, and shaping strategy.
- Two reviewers value his guidance for understanding engineering management and gaining a new career perspective.
About
I have 25+ years of experience as an individual contributor, manager, and director in software engineering. I'm passionate about providing guidance to others through active listening, asking pertinent questions, and helping people draw their own conclusions. I am open to mentoring people at all levels of their tech careers, from entry level IC to fellow Directors of Engineering. I offer a short introductory call for free to ensure there's a mutual fit.
From me, you can expect guidance and advice in the form of pragmatism, perspective taking, and finding ways to convert your thought processes and concerns into actionable steps.
What mentees say
5 out of 5 stars
It was nice to find Steve, another local Chicagoan. Steve has mentored me for about 3 months and shown the journey of an engineering manager from a compassionate lens. As a senior engineer interested in management, Steve was able to share what it takes to get there and the skills and values required once you're there. Management isn't for everyone, but Steve can help you find out if it's the right path for you.
James
Standard Plan • 3 months
5 out of 5 stars
A well-rounded technology executive with diverse experience and a balanced perspective. Our conversations felt like thoughtful exchanges with a seasoned leader over coffee.
Sanju
Standard Plan • 1 month
5 out of 5 stars
Jacob
Lite Plan • 1 month
What happens when you start
You tell Steve your goals. They see exactly what you want to work on before session one.
You meet within days. Steve 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.
