Mary Lee Olson in

Mary Lee Olson

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Founding Partner - Principal Recruiter at Olson Caito
📍 San Francisco Bay Area, United States

Mary is the Founding Partner and Principal Recruiter at Olson Caito, a boutique search firm she founded to build teams for founders and VCs. She specializes in talent acquisition for fast-growing startups, drawing on her experience as Head of Talent at Rollbar. She holds a D&I Certificate from Cornell University.

Based on recommendations, Mary is frequently described as empathetic, charismatic, and fantastic at creating personal connections, ensuring candidates feel valued. She has a stated interest in following the Golden State Warriors basketball team.

Unique fact: After years of collaboration, she recently merged her company with business partner Scott Caito to form Olson Caito.

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Experience
11 Years
Current Role
Founding Partner - Principal Recruiter
Job Level
Mid-senior
Location
San Francisco Bay Area, United States
Personality Overview

How Mary shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Mary cares about

Startup Team Building
Her entire career focuses on building and scaling productive teams for high-profile, VC-funded startups in the San Francisco Bay Area.
Executive Recruiting
She has extensive experience placing C-suite and VP-level roles, including Chief Revenue Officer and Vice President of Marketing for major tech companies.
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Career

Work history

9-2021
Founding Partner - Principal Recruiter
Olson Caito
9-2016 - 8-2021
Head of Talent Acquisition/Executive Recruiting
Rollbar
2-2011 - 1-2019
Tech Recruiting/Executive Recruiting
MLO Recruiting, Inc.
1-2015 - 1-2016
VP of Talent Acquistion
Beepi
1-2012 - 8-2012
Director of Recruiting (purchased by Airbnb)
HotelTonight
In the press

Media appearances

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Education
D&I Certificate
Cornell University
Bachelor of Science
California State University-Long Beach - College of Business
Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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