$200 / month
Start free, decide later
Tony is a Director of Data Analytics at DocuSign and previously worked at Facebook. He has more than 14 years of analytics experience across Silicon Valley tech companies, from Series B startups to Fortune 100 organizations. He helps data professionals build analytics portfolios, prepare for interviews and negotiate offers, and improve KPI design and stakeholder communication.
Based on 5 verified mentee reviews
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’s mentorship is second to none! Thanks, Tony, for helping me land my dream job and sticking with me through the long haul!
Standard Plan • 1 month
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
You tell Tony your goals. They see exactly what you want to work on before session one.
You meet within days. Tony 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.
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 15-20 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
