Business Consulting

with Tony Caballero

1 hour Book a time instantly 5.0 10 reviews

Continue to booking – $200

Tony Caballero

Director of Data Analytics at Docusign | Ex-Facebook

$200 one session

5.0 10 reviews 🇺🇸

Continue to booking

Scheduling conflict? No-show? Cancel session & get your money back instantly.

Only 4 spots left

About this session

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, metrics, and team structure, and identify what’s working, what’s not, and what to prioritize next. Ideal for early-stage companies looking to build a strong data foundation before scaling.

Your mentor

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

5.0 (10 reviews)

“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 incre…”

Silvana

Standard Plan · 3 months

“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 va…”

Primitivo

Standard Plan · 3 months

“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

Standard Plan · 1 month

“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 my…”

Jun

Standard Plan · 1 month

Frequently asked questions

What exactly is a session?

A session is a focused one-on-one call with your mentor. Use it to get feedback, work through a specific problem, review your work, or get unstuck. You reserve up to 1 hour of their time.

How do I pick a time?

After checkout you pick a slot from Tony's live availability, and it's confirmed on the spot.

How does the session take place?

Sessions happen over video call. Your mentor shares the meeting link ahead of time, so all you need is a quiet spot and a stable connection.

Can I reschedule?

Yes, up to 24 hours before the session. Message your mentor and find a new time that works for both of you.

What if my mentor doesn't show up?

You're protected. If a mentor is a no-show, it takes one click to cancel and get your money back, no questions asked.

How do refunds work?

You pay securely by card at checkout. If the session can't go ahead, you can cancel and get your money back instantly from your dashboard.

Still have questions? Visit our Help Center.