Tony Caballero
Quick Responder

Tony Caballero

Director of Data Analytics @ Docusign | Ex-Facebook
5.0
(11 reviews)
14+ Years of Analytics Experience Across Top Tier Tech Companies
United States of America Active yesterday Usually responds in a few hours

Services

$200 / month

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  1. 1 Free 7-day trial
    No charge until day 7. Cancel anytime.
  2. 2 Ongoing calls + chat
    2 × 60-min calls per month, unlimited Q&A. Replies in 24 hours or less.
  3. 3 No lock-in
    Month to month, no contract.
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MentorCruise summary

Tony is Director of Data Analytics at Docusign and previously worked at Facebook. He has more than 14 years of analytics experience across tech companies, with work in SQL, Tableau, forecasting, and experimentation. He helps data professionals improve resumes and portfolios, prepare for interviews and negotiations, and move into new analytics or leadership roles.

Based on 6 verified mentee reviews

  • Reviewers often praise his practical career guidance for job searches, career transitions, and workplace challenges.
  • Several reviewers credit his interview preparation and offer negotiation support with helping them land jobs.
  • Two mentees mention his timely, actionable advice and continued support throughout a longer job search or career transition.

About

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.

What mentees say

5 out of 5 stars

Tony helped me tweak my resume, improve my overall job search process, and better understand what hiring teams are looking for from an applicant. The sessions were practical, helpful, and gave me more clarity on how to approach my search. Thank you!

Khrystyna

Khrystyna

Standard Plan • 1 month

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.

Silvana

Silvana

Standard Plan • 3 months

Silvana wrote 1 more review for the same mentorship

5 out of 5 stars

Silvana

Silvana

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!

Jacque

Jacque

Standard Plan • 1 month

Jacque wrote 1 more review for the same mentorship

5 out of 5 stars

So grateful for Tony! Under his mentorship I landed my dream job and he helped me negotiate a really competitive package. I was brand new to the job hunt coming out of academia and he helped me through the job search, interview, and offer process. First, he worked with me to identify jobs that fit my skillset and interests, and navigated what fit my qualifications. With his help I went into interviews way more confidence and preparation and I landed 3 different job offers. Finally, he was incredibly helpful coaching me through the negotiations process and without his help I would’ve never been able to get the extra bonus that I did. Thanks, Tony!

Jacque

Jacque

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What happens when you start

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.

Start your mentorship