$390 / month
Start free, decide later
Jimmy is the Founder and CEO of Vincitori. He has more than 15 years of experience as an entrepreneur and has coached over 100 founders. He helps founders make growth more predictable, sharpen their positioning and customer acquisition, and build systems that reduce dependence on their time.
Based on 19 verified mentee reviews
If your business still runs on you, and one month is full of customers while the next is empty, I help you build predictable growth that keeps working without you.
I've been an entrepreneur for 15+ years and have coached 100+ founders, rated 5.0 across 27 verified reviews on MentorCruise. I'm also a Judge at Harvard Innovation Labs, a Judge & Mentor at MassChallenge and a Mentor at Techstars and Founder Institute. Founders describe me as "refreshingly honest" and "in it with you", not a mentor who nods and disappears until next time.
📈 RESULTS
• Breaking a plateau: André Barbosa went from a $70k revenue plateau to $500k months while rebuilding the fundamentals of his business, over nearly two years of working together.
• Go-to-market clarity: Mohsin Hassan called our work "a game-changer for our startup's GTM strategy… incredibly clear, actionable advice."
• More users: Joe Pavlisko (PassionClass) said that of everyone they'd worked with, I "generated the most concrete, actionable, and good ideas for us to grow our users."
• Built it myself: I founded Everprint and grew it on founder-led sales before building the systems to scale it, so I know this problem from the inside.
🎯 WHAT WE WORK ON
• Turn referral, network and marketplace sales (Fiverr, Upwork) into a repeatable pipeline you can forecast
• Sharpen your positioning and offer so the right customers say yes faster
• Get out of the weeds: systems and delegation so growth doesn't depend on your hours
• Put AI to work: AI agents and tools like ChatGPT and Claude that handle follow-up, research and admin, so your time goes to growing
🗓️ HOW WE WORK
In the first weeks, we pinpoint what's holding back your growth and set up a way to win customers that doesn't depend on referrals or on you. Over 90 days, we track your goal together on every call and tackle the next bottleneck as you grow. You get strategic thinking and hands-on execution: direct advice, and every call ends with concrete next steps and a written action list.
🤝 Beyond our calls: intros from my network (I've connected founders to programs like Techstars), plus templates and resources from my own ventures.
✅ BEST FIT: founders who already have paying customers and want predictable growth, sharper positioning or a business that runs without them.
📝 I work with a small number of founders at a time. If this sounds like you, apply above and tell me in a few sentences where you're stuck. I'll reply with first thoughts, and we'll use the 7-day free trial to pin down your goals. Prefer to start smaller? Book a one-off session.
5 out of 5 stars
Working with Jimmy has been a game-changer for our startup's GTM strategy. I reached out for mentorship to help navigate the complexities of launching in a competitive market, and Jimmy provided incredibly clear, actionable advice. He helped us break down our challenges and refine our approach to customer acquisition and positioning. Thanks to his guidance, we now have a much more solid roadmap for our launch. If you're looking for someone who truly understands the startup grind and GTM execution, I highly recommend Jimmy
Lite Plan • 6 months
5 out of 5 stars
I had no expectations of Jimmy, but he is the coolest mentor for sure. He pushed me to think outside the box (although the mentorship was brief). He listened attentively and shared his perspective, which in turn gave me a whole new point of view.
Lite Plan • 1 month
5 out of 5 stars
Jimmy has been a great mentor. He helped me to know myself better. And he was able to give me some valuable tips and tools to improve my skills and my daily routine.
Lite Plan • 11 months
Real mentee outcome
When André Barbosa's health business hit a revenue ceiling in mid-2024, he faced a choice that many entrepreneurs know too well: keep pushing the same strategies harder, or admit that something fundamental needed to change.
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When André Barbosa's health business hit a revenue ceiling in mid-2024, he faced a choice that many entrepreneurs know too …
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⭐ Honored to Share Some Exciting News! ⭐ I'm excited to share that I've been invited to serve as a …
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You tell Jimmy your goals. They see exactly what you want to work on before session one.
You meet within days. Jimmy 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.
Jimmy Jaspers
Founder, CEO at Vincitori
Enter your email and we'll let you know when Jimmy has open spots. You'll also get a link to manage your wishlist – no account needed.
Book a free intro call with Jimmy
Connect with Jimmy in a quick call (usually 15-20 minutes)
One-off sessions with Jimmy
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 …
Send your offer, pitch deck or sales page beforehand. You get direct feedback and a sharper version of your positioning.
AI is quickly becoming a core part of how modern professionals work, but using it well takes more than trying a few prompts. This MentorCruise …
We map where your customers really come from, find the bottleneck and you leave with a 30-day plan to make one channel repeatable.
What's included in the trial?
Every trial is a little different–here's what Jimmy says about their trial:
We'll meet for a quick call (usually under 30 minutes) where we:
- Break the ice and introduce ourselves
- Discuss your goals and how I can support you
- Coordinate logistics like time zones, meeting frequency, and communication methods