$200 / month
2 calls per month (60min/call)
Unlimited Q&A via chat
Expect responses in 24 hours or less
Hands-on support
I’m a Director of Analytics at Docusign with 14+ years of experience across Silicon Valley tech companies ranging from Series B startups to Fortune 100 organizations.
Throughout my career, I’ve worked in analytics roles spanning SaaS, fintech, social media, semiconductor manufacturing, finance, and sales operations. My background includes hands-on SQL and Tableau work, KPI design, forecasting, experimentation, executive reporting, and building analytics frameworks that drive business decisions.
I studied Operations Research Engineering at Cornell University and have spent my career helping businesses use data to make better decisions.
Whether you're an early-career data analyst, a seasoned professional looking to transition into tech, or a startup seeking guidance on analytics strategy, I’m happy to provide practical, actionable guidance tailored to your goals.
Areas I commonly help with include SQL, Tableau, analytics projects, portfolio creation, resume feedback, interview prep, business case questions, stakeholder communication, salary negotiations, KPI design, and building the business judgment needed to succeed in analytics roles.
5 out of 5 stars
I’ve been working with Tony throughout a career transition, both switching companies and also moving from a senior IC into a lead role. Tony has provided timely and actionable advice throughout which has helped to increase the quality of my candidate profile, and it has helped me navigate the very tough job market at the moment. Would highly recommend Tony to anyone looking to level up their career.
Standard Plan • 3 months
5 out of 5 stars
Tony has been an amazing mentor helping me with career advise to how to navigate the workplace. I’ve been in big tech for over a year now and I wouldn’t be where I am today without Tony’s help. His quick response and vast knowledge of how to handle different situations has helped me immensely. I look forward to our 1 on 1 times and what new ideas and opportunities he has to offer.
Standard Plan • 3 months
5 out of 5 stars
Tony has been an exceptional mentor, providing invaluable guidance throughout my career journey. He offered deep insights and advice that helped me excel during interviews, from tackling tough questions to presenting myself confidently. His support didn’t stop there—he also guided me through offer negotiations and helped me land a job I’m genuinely excited about. Tony’s knowledge, encouragement, and dedication make him an outstanding mentor. Highly recommended!
Standard Plan • 1 month
Mentees who work with a mentor for 3+ months reach their goals 2x faster than those going it alone. Long-term mentorship means fewer false starts, more focused sessions, and support that builds week after week.
97% satisfaction across all mentors
Personalized feedback and growth plans
Trusted by thousands of mentees
Tony Caballero
Director of Data Analytics at Docusign | Ex-Facebook
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Book a free intro call with Tony
Connect with Tony in a quick call (usually under 30 minutes)
One-off sessions with Tony
One-off sessions are a great option if you're looking for specific advice on a certain topic.
A personalized 1:1 session to help you move forward in your career in Analytics, whether you’re transitioning into analytics, refining your resume, or preparing for …
A focused 1:1 session for founders and teams looking for senior-level perspective on their data strategy. We’ll assess your current setup across data architecture, tooling, …
What's included in the trial?
Every trial is a little different–here's what Tony 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
