Caroline Jessen

Observer
DISC Type : ic

Chief People Officer at Collective Health

San Francisco, California, United States

Overview

As Chief People Officer at Collective Health, Caroline Jessen is a global HR leader with a 20-year record of driving organizational transformation at major tech companies like Zendesk, Cisco, and IBM. She specializes in partnering with C-level executives and holds a Masters from San Francisco State University.

Originally from France, she moved to San Francisco with her husband and two teenage daughters. Before her current role, she took her first significant career break, prioritizing a mission-driven organization that aligns with her passion for enhancing employee well-being and experience.

After an extensive career in Europe and the US, she has successfully led people operations for global teams of over 5, 000 employees through major transformations, including private equity acquisitions.

Personality Overview

Curious

Value Driven

Assertive

They are generally good communicators and can be hard to convince.  They are likely to ask many questions and look heavily for supporting information. They can sound friendly and charming but can quickly change gears to become inquisitive and probing.

Topics They Care About

HealthTech Innovation
Passionate about working for a mission-driven organization that simplifies healthcare for its members and improves accessibility through technology.
Pay Equity & DEIB
Publicly champions companies that prioritize pay equity and strives to embed Diversity, Equity, Inclusion, and Belonging (DEIB) into all core HR processes.
Employee Experience
Focuses on balancing business growth with employee expectations, particularly mental health, well-being, and a sense of belonging in the workplace.

Media Appearances

Caroline has no verified media appearances

Work History

5-2025
Chief People Officer at Collective Health
2-2025 - 5-2025
Senior Strategic Advisor at Change Logic
3-2023 - 10-2024
Chief People Officer at Zendesk
9-2021 - 2-2023
VP People Partners at Zendesk
8-2020 - 9-2021
Senior Director People & Communities (HR) for Global Operations Organization at Cisco

Education

Master from San Francisco State University
BA from SKEMA Business School

More Information

Social Presence :

Prographics :

Exp : 19 Location : San Francisco, California, United States Job Level : Leadership Designation : Chief People Officer at Collective Health
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Insights For Selling To Caroline

During A Call Or A Meeting

DO's

  • Share testimonials from known people and give multiple examples of product value
  • Focus on immediate action-items rather than the larger goals
  • Invite them for a social do but don’t rely solely on the relationship

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Avoid making offhand commitments
  • Don’t try to rush them into a decision, provide all necessary information first

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Caroline is

  • Proven value, strong testimonials are important to them, relationships will have some weightage.
  • Will you ever get a clear answer from Caroline

  • They are practical and friendly, don't expect a clear-cut response often.

Insights For Deal Planning

    How fast (or slow) will Caroline move?

  • They like to be detailed and take their time to arrive at decisions.
  • Can Caroline take some risk or not?

  • They evaluate their decisions systematically and are less likely to take risks.

You And Caroline

Personality Compatibility


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