Career Strategy with

Jimmy

Sometimes, a strategy is needed to accomplish a future career change, or simply to get further in your current position. Should you go back to school? Look for a new job? Learn a new set of skills by yourself? Become … Read more ↓

45 minutes

Reserve up to 45 minutes for your session.

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About this Session

Sometimes, a strategy is needed to accomplish a future career change, or simply to get further in your current position. Should you go back to school? Look for a new job? Learn a new set of skills by yourself? Become a freelancer?

One of our mentors could be the outside view you need. They understand the challenges that come with a career change, and are happy to help you come up with a solid strategy on how to reach your goals.

Your mentor

This session is for ambitious professionals navigating a career change, seeking a promotion, or transitioning into entrepreneurship or freelancing. I’ll help you design a realistic, strategic roadmap that gets you where you want to go — with clarity, confidence, and momentum.

With 15+ years of experience across startups, scaleups, and global tech (SAP), and as a mentor at Techstars, MassChallenge, Founder Institute, and judge at Harvard Innovation Labs, I specialize in helping people move strategically through high-stakes transitions.

Come with your career goal, background, and any blockers — you’ll leave with a clear path and action plan.

Our pledge

We're committed to providing a safe and reliable mentorship experience with quality mentors.

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Top rated mentor

Top-rated

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Easy scheduling

Easy scheduling

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