Alejandro Fernandez
5.0
(2)
Founder looking to make entrepreneurship more accessible
Studied at University of California, Berkeley
Works at Stealth Startup
Successful clients at
Available tomorrow at 12:00 PM UTC
Questions? Start chatting with this coach before you get started.
Alejandro's Coaching Offerings
Custom hourly · $190/hr
Alejandro also coaches for Product Management and MBA. View all.
Alejandro’s Startup Founders Qualifications
Experience level: Executive
20+ people coached for Startup Founders
Open to working with clients outside the U.S.
- Founder 2 AI startups (funding, revenue) - Early employee at $250M startup
Alejandro also coaches for Product Management and MBA. View all.
About Alejandro
A bit about me (at work): -> Close to 10 years of product experience, with a focus on ML/AI powered products -> Built products at both fast-growing startups and Big Tech (Adobe, Square) -> Bootstrapped my last startup as a solo-founder to 6 figure revenue in ~ 6 months -> Led full-time teams of program managers (4) and several dozen contractors -> Won a company-wide hackathon at Square by building a competitive intel agent and got to pitch it to Jack Dorsey 1-1 And me outside of work: -> Play competitive beach volleyball -> Love organizing gatherings (e.g. built the community of ML/AI founders in Miami, Spark or hosted a murder mystery last Halloween) -> From NYC, grew up in Spain, went to undergrad in England, and now live between Miami/NYC
Why do I coach?
Coaching is one of the most underrated growth levers I’ve found. I’ve coached over 50 people over the past several years. My main areas of focus are: 1. Breaking into product 2. Preparing for business school 3. Getting into startups or starting your own 4. Navigating career plateaus, motivation dips, and feeling stuck My approach is 80/20: 80% asking probing questions to help you think clearly and find what feels right, and 20% sharing my perspective and advice. I love working with people who are genuinely curious, want to understand themselves better, and value the impact coaching can have. Choosing a coach isn’t easy, and I think it’s important that we both feel genuinely excited about working together. That’s hard to determine in 15 minutes, so if we both feel good after the intro call, I’ll offer one complimentary 30-minute session. That way we can get a real feel for how we work together before deciding to move forward.
Work Experience
Chief Product Officer
Stealth Startup
January 2026 - Present
Building the travel assistant for frequent flyers.
Founder
Ekho
May 2025 - December 2025
- Built data agents to help Chief Marketing Officers extract key insights from their GTM data - Bootstrapped as a solo founder to six figure revenue in 6 months - Built team of 2 engineers, 1 content lead, and 1 RevOps lead
Senior Product Manager, ML/AI
Square
May 2023 - May 2025
Part of the Revenue Intelligence team. Built AI/ML solutions to help Square drive more revenue while improving the seller experience.
Founder
Startup Jobs
June 2021 - May 2023
Built 2 startups, received $10k in funding, and generated revenue. - 1st startup was a coaching marketplace, automatically warm introducing mentors with mentees. - 2nd startup was a generate ai startup helping non-technical business users analyze customer data in plain English and 10x faster.
Product Manager AI/ML
Adobe
May 2022 - November 2022
Part of Adobe's Sensei team. Built the first prototype for Adobe Firefly. Check it out here: https://firefly.adobe.com/
Director of Product, Events
RippleMatch
2017 - 2021
5th employee at AI startup connecting GenZ with jobs. Did a bit of everything.
Alejandro was also given offers to work at
Zillow
DocuSign
Education
University of California, Berkeley
MBA
2021 - 2023
FTMBA, Consortium Fellow, full scholarship recipient
Alejandro was also personally admitted to
Yale University
University of California, Los Angeles
2 Reviews
Overall Rating
5.0
Knowledge
5.0
Alejandro has helped Leland clients get into Amazon