Kevin St. Cyr

Visionary
DISC Type : Ds

Managing Partner at Insurance Search

Cincinnati, Ohio, United States

Overview

With 25 years of experience, Kevin St. Cyr is the Managing Partner at Insurance Search, specializing in executive recruitment for the Insurance, Insurtech, and Fintech sectors. People who have worked with him often describe him as diligent, talented, dependable, and effective, with an ability to match top-tier talent with clients strategic needs.

Kevin demonstrates a keen interest in staying current with industry trends and insights, frequently engaging with and sharing content from resources like the "Insurance Coffee House" podcast. This suggests a passion for the ongoing dialogue and evolution within the insurance world.

His unique mission is to replace the doubt of executive hiring with the certainty of success, focusing on cultural alignment.

Personality Overview

Goal-Oriented

Direct & Assertive

Objective Evaluator

They might take some time to make their mind up but once they do, they don't change it easily.  Reading between the lines and seeing beyond your words comes naturally to them. They are very professional in their approach and can weigh multiple perspectives together.

Topics They Care About

Insurance Talent Gaps
His professional focus is on bridging the critical talent gaps between the insurance industry's legacy operations and its digital future.
Cultural Alignment
He believes that cultural alignment, beyond just technical skill, is the key driver for long-term organizational success in hiring.
Digital Disruption
He is focused on the intersection of traditional insurance and the digital future, sourcing leaders who can navigate this transformation.

Media Appearances

Kevin has no verified media appearances

Work History

2-2025
Managing Partner at Insurance Search
3-2020
President at Saint Cyr Partners
3-2016 - 4-2020
Senior Manager, Recruiting at Paycor
3-2010 - 3-2016
Director,Recruiting at Western & Southern Financial Group
3-2008 - 2-2010
Sr. Recruiting Specialist at Kendle International

Education

1979 - 1982
Education details unavailable from University of Wisconsin-Madison

More Information

Social Presence :

Prographics :

Exp : 33 Location : Cincinnati, Ohio, United States Job Level : N/A Designation : Managing Partner at Insurance Search
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Insights For Selling To Kevin

During A Call Or A Meeting

DO's

  • Use phrases like 'your team deserves', 'best in class' etc.
  • Suggest clear next steps with confidence, don't be vague or hesitant
  • Let them know of potential risks but suggest mitigation methods alongside

DONT's

  • Avoid putting conscious effort into relationship-building
  • Don't go over them unless you are left with no other option
  • Don't get into pricing discussions early on, steer conversation towards proven results

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Kevin is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Kevin

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Kevin move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Kevin take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Kevin

Personality Compatibility


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