Tony Caballero
Quick Responder

Tony Caballero

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

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 a Director of Data Analytics at Docusign. He has more than 14 years of analytics experience across Silicon Valley technology companies, including startups and Fortune 100 organizations. He helps data professionals improve resumes and portfolios, prepare for interviews, and negotiate job offers.

Based on 7 verified mentee reviews

  • Reviewers often praise his practical, actionable advice on resumes, job searches, and presenting accomplishments.
  • Two reviewers mention his interview coaching, including help with tough questions and presenting themselves confidently.
  • Two people describe his guidance through offer negotiations, including securing competitive packages.

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 was insightful and accommodating when I was pursuing analytical and GTM roles. We focused on presenting my analytical skills and accomplishments as succinctly as possible and how I can present myself as attractive to these companies. Every conversation I had with Tony I came away with an aha moment that made everything click into place and the strategies we worked on together felt like the missing piece that I needed.

Terry

Terry

Standard Plan • 2 months

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 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

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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