Caitlin Schlakman

Energizer
DISC Type : I

Advisor at Homebound

San Francisco, California, United States

Overview

Caitlin Schlakman is a seasoned Chief People Officer and advisor with expertise in talent management and organizational development for high-growth tech companies like Homebound and Motive. People who have worked with her describe her as creative, smart, and an inspirational leader. She holds a Bachelor of Arts from Stanford University.

Based in San Francisco, Caitlin is passionate about fostering inclusive work environments that drive innovation and collaboration. Her academic background in Cultural and Social Anthropology gives her a unique perspective on understanding workplace dynamics and what motivates employees, which she applies directly to her leadership roles.

Her Stanford degree in Cultural and Social Anthropology informs her unique, human-centric approach to people operations.

Personality Overview

Informal

Believer

Relationship Oriented

They are not always early adopters but can be pursuaded by leveraging strong relationships.  They are people oriented, friendly and like creating new connections. They excel at seeing the bigger picture, and the long-term impact of their decisions.

Topics They Care About

Workplace Anthropology
Her Stanford degree in Cultural and Social Anthropology informs her approach to understanding workplace dynamics, culture, and employee engagement.
Inclusive Leadership
She is publicly passionate about fostering inclusive work environments that encourage innovation and collaboration among diverse teams.
Scaling Tech Companies
She has held key people leadership roles at growth-stage tech companies like Homebound and Motive, guiding their talent strategies.

Media Appearances

Caitlin has no verified media appearances

Work History

5-2025
Advisor at Homebound
2-2021 - 5-2025
Chief People Officer at Homebound
6-2023
Advisor at Overalls
3-2019
Advisor at PeopleTech Partners
4-2020 - 1-2021
VP, People (HRBP) at Motive

Education

Bachelor of Arts from Stanford University
Freshman year from University of Houston

More Information

Social Presence :

Prographics :

Exp : 9 Location : San Francisco, California, United States Job Level : N/A Designation : Advisor at Homebound
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Insights For Selling To Caitlin

During A Call Or A Meeting

DO's

  • Use phrases like ‘people will love’, ‘massive impact’ etc.
  • Invite them for a lunch or a drink/coffee
  • Be friendly and entertaining in your conversation

DONT's

  • Avoid ifs and buts, don’t talk too much about the risks etc.
  • Don’t assume a yes just because they have not said no
  • Don’t be excessively objective, be a storyteller

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Caitlin is

  • Relationship and trust can be vital with them, sometimes more than anything else.
  • Will you ever get a clear answer from Caitlin

  • They are unlikely to say no directly, you have to make that decision yourself.

Insights For Deal Planning

    How fast (or slow) will Caitlin move?

  • They are not the fastest decision makers, their friendly approach can give false positive signals.
  • Can Caitlin take some risk or not?

  • They can accept limited risks, ones that they think will not impact them personally.

You And Caitlin

Personality Compatibility


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