Reini Chipman

Pioneer
DISC Type : IDS

COO at Twill

Kansas City Metropolitan Area, United States

Overview

Reini Chipman is the COO of Twill, leveraging over 20 years of experience in scaling startups, talent strategy, and organizational design. She specializes in coaching founders and executives through critical growth phases. Colleagues describe her as an inspiring leader and a respected thought partner. She holds a board readiness certification from Athena Academy.

Her leadership philosophy blends business acumen with deep intuition and a focus on personal well-being. She advocates for practices that restore the self, viewing a leaders capacity to stay anchored as crucial for success. This holistic approach suggests a focus on mindful and sustainable professional growth.

Unique Fact: Reini often uses the mantra, "The data will present itself, " as a reminder to favor observation and listening over forcing clarity during uncertain times.

Personality Overview

Dynamic But Sincere

Driven But Considerate

Decisive But Friendly

They have the unique ability to win both love and respect from their team (or outsiders)  They combine a unique set of diverse traits where they are fast and friendly but can slow down to be thorough when needed If they are convinced, they can become very strong champions for your product

Topics They Care About

Scaling Companies
Her entire career, including her current role as COO at Twill, is focused on helping startups navigate from early stages to significant growth.
Founder Coaching
She has extensive experience as an executive coach, guiding founders through inflection points in their business and leadership journey.
Talent Architecture
As a "Talent & Systems Architect, " she focuses on designing and running hiring processes, recently seeking specialized AI and data talent for Twill.

Media Appearances

Reini has no verified media appearances

Work History

10-2025
COO at Twill
1-2024 - 9-2025
Board Observer at Twill
1-2022
Principal / Founder at Trove Collaborative
2-2025 - 7-2025
Head of Talent (Fractional) at Vitality Labs
5-2024 - 6-2025
Advisor at Purpose Built

Education

2017 - 2017
Education details unavailable from Harvard University
2017 - 2017
Education details unavailable from University of Southern California - Marshall School of Business

More Information

Social Presence :

Prographics :

Exp : 3 Location : Kansas City Metropolitan Area, United States Job Level : Leadership Designation : COO at Twill
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Insights For Selling To Reini

During A Call Or A Meeting

DO's

  • Build a trustworthy relationship while keeping the product center-stage
  • During followups, use calls or text if needed, they should be fine
  • Ask them for a lunch or coffee once some rapport has been established

DONT's

  • Don’t hesitate from asking questions or pushing them, but take a formal approach
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don't lean very heavily into providing too much information, sharing whitepapers etc.

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Reini is

  • Nothing less than a strong combination of proof of results, relationship and high levels of professionalism is effective with them.
  • Will you ever get a clear answer from Reini

  • They can say no while staying friendly, but can also be pursuaded to reconsider

Insights For Deal Planning

    How fast (or slow) will Reini move?

  • They are generally fast movers and can take quick decisions
  • Can Reini take some risk or not?

  • They have high risk-appetite but can get ahead of themselves once in a while. Observe carefully

You And Reini

Personality Compatibility


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