$480 / month
2 calls per month (45min/call)
Unlimited Q&A via chat
Expect responses in 24 hours or less
No spots left, but you can save the mentor to your wishlist to get notified about their open spots!
Are you ready to take your engineering leadership to the next level? As a VP of Engineering and former Google engineering leader who helped shape sustainable travel features used by millions, I'm passionate about developing technical leaders who create meaningful impact.
Who I Work With:
* Engineering managers leading rapidly scaling teams
* Senior ICs transitioning to leadership roles
* Technical leaders seeking to amplify their impact
* Professionals at the intersection of engineering, product, and business
Why Work With Me:
* Led multiple zero-to-one initiatives at Google, building new product offerings and capabilities while building and growing engineering teams
* Former Founder in Residence at Area 120 (Google's internal incubator)
* 50+ successful coaching engagements with engineering leaders
* Deep experience building and scaling high-performing teams
Areas of Focus:
* Navigating technical and organizational complexity
* Building and scaling high-performing engineering teams
* Developing executive presence and communication skills
* Balancing technical excellence with business impact
* Cross-functional leadership across Engineering, Product, and Partnerships
My coaching style is hands-on and collaborative. We'll work together to define clear goals, identify growth opportunities, and create actionable development plans tailored to your unique challenges. Past mentees have successfully transitioned to leadership roles, scaled their teams effectively, and increased their organizational impact.
Ready to begin your leadership journey? Let's start with a free intro call to discuss your goals and explore how we can work together. Available in English and Italian.
5 out of 5 stars
I reached out to Alessandro after relocating from Switzerland to Boston, knowing that navigating the US job market would be a whole new challenge. He turned out to be exactly the support I needed. Alessandro helped me adapt my CV for the US market, pointed me to the right job platforms, ran mock technical interviews with me, and gave really valuable feedback on my take-home assignments. He was thorough, responsive, and genuinely invested in helping me succeed. Thanks to his guidance, I was able to land a job offer and feel confident throughout the process. I'd highly recommend Alessandro to anyone!
Lite Plan • 4 months
5 out of 5 stars
I've had the privilege of working with Alessandro as my leadership mentor, and the impact on my growth as an Engineering Manager has been remarkable. **What makes Alessandro exceptional:** Alessandro combines deep analytical and strategic thinking with genuine empathy. He doesn't give surface-level advice – he asks probing questions to understand root causes, then provides concrete, actionable strategies. When I struggled with hiring, he walked me through the entire framework: understanding value vs. cost, building decision matrices, and calibrating expectations against real-world standards from Google and Silicon Valley. His expertise helps me see patterns I would miss on my own and position challenges in a broader strategic context. **What I learned:** Alessandro pushes me to think like a Director, not just an EM. He taught me to use competency matrices as objective decision-making tools, challenge assumptions from my own teams, and translate technical language into management language for executive conversations. Most importantly, he creates a safe space for growth. When I made mistakes – like speaking too candidly about performance issues to our CTO or giving answers I wasn't certain about – his question wasn't "Why did you fail?" but "What did you learn, and how will you approach it next time?" This approach equipped me with tools to handle similar high-stakes situations better. Since working with Alessandro, I've made significant progress overcoming impostor syndrome, achieved strong success in hiring negotiations, and gained frameworks for accountability and strategic planning that I use daily. If you're an engineering leader transitioning to larger organizations or building systematic approaches to leadership, Alessandro is exceptional. He combines Silicon Valley wisdom with the patience of a true teacher.
Standard Plan • 2 months
5 out of 5 stars
Alessandro is a great mentor!
Lite Plan • 7 months
Notify me when Alessandro has new spots
We will send you a quick email if Alessandro has new open spots for mentorship, and only in that case!
Book a free intro call with Alessandro
Connect with Alessandro in a quick call (usually under 30 minutes)
One-off sessions with Alessandro
One-off sessions are a great option if you're looking for specific advice on a certain topic.
If you need a one-off mentoring session and don't need to have a set monthly cadence.
If you need a one-off mentoring session and don't need to have a set monthly cadence.
Please reach out (e.g. send an inquiry) before booking this
