Jason Loomis

Jason Loomis

CISO @ Freshworks
5.0
(1 review)
20 years in organizational technology leadership
United States of America Active 2 months ago

Services

$340 / month

Start free, decide later

  1. 1 Free 7-day trial
    No charge until day 7. Cancel anytime.
  2. 2 Ongoing calls + chat
    2 × 50-min calls per month, unlimited Q&A. Replies in 2 days.
  3. 3 No lock-in
    Month to month, no contract.
Save to wishlist

No spots left, but you can save the mentor to your wishlist to get notified about their open spots!

About

Jason Loomis is a seasoned Chief Information Security Officer with a rich blend of experience in cybersecurity across industries like SaaS, healthcare, finance, and e-commerce. Like most people and probably like you, he started at the bottom and worked his way up. He didn't get his degree until years after he was working in tech.
With a BS in M.I.S. from the University of San Francisco and an MBA from the University of Oregon and multiple certifications, including CISSP, CISM, CISA, GIAC+ and even SCUBA, (which started as a little self-deprecating joke about CISOs and their certifications) Jason has the creds.
But creds are just a piece of paper at the end of the day. Jason brings not only his creds but a deep understanding of strategic and organizational leadership built on experience.
Jason is passionate about guiding and empowering future leaders in business. His mentorship emphasizes the importance of intellectual curiosity, authentic leadership, and the value of giving back, while being firmly rooted in pragmatic and evidence based leadership principles.
Jason's mentorship philosophy centers on a people-first, results-driven approach to leadership in cybersecurity and beyond. He believes in guiding mentees through a blend of structured insights, practical analogies, and actionable advice that emphasizes the value of building resilient, collaborative teams. Leveraging frameworks like The Five Dysfunctions of a Team, Drive, Switch, Extreme Ownership and multiple other real-world examples. His guidance is designed to balance strategic vision with everyday accountability, empowering mentees to navigate challenges confidently and effectively.

What mentees say

5 out of 5 stars

Austin

Austin

Standard Plan • 1 month

What happens when you start

You tell Jason your goals. They see exactly what you want to work on before session one.

You meet within days. Jason 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

Skills

Cybersecurity Team Leadership Team Building Technical Leadership Technology Tech Career Development Information Security People Management Resume Review Soft Skills career advice