Nick Day

Questioner
DISC Type : c

Vice President at Thompson Flanagan

Greater Chicago Area, United States

Overview

Nick Day is the Vice President of the Law Firm Practice Group at Thompson Flanagan, where he specializes in professional liability insurance for hundreds of law firms. Drawing on his education from Indiana Universitys Kelley School of Business, he champions a consultative, hands-on approach to client and market education.

While his public profile is focused on his professional endeavors, he maintains a connection to his alma mater, Indiana University.

His practice operates on a "Specialists for Specialists" model, providing dedicated advocacy for law firms navigating the insurance market.

Personality Overview

Cautious & Analytical

Price-Sensitive

Not Easily Convinced

While they don't hesitate to ask questions, they are generally risk-averse and tend to be late adopters.  They prefer to do thorough analysis of any situation. They generally do not appreciate an overfriendly approach and prefer to stay to-the-point.

Topics They Care About

Law Firm Insurance
As a Vice President in the Law Firm Practice Group, his career is centered on providing specialized professional liability (E&O) insurance for legal firms.
Client Advocacy
His professional philosophy is built on being an advocate for his clients, working directly for them to navigate the evolving insurance market.
Team Building
He has publicly posted about hiring for his team, showing an active interest in growing his practice group and finding new talent.

Media Appearances

Nick has no verified media appearances

Work History

3-2025
Vice President at Thompson Flanagan
3-2025
Vice President at NFP, an Aon company
7-2023 - 3-2025
Assistant Vice President at Thompson Flanagan
2-2019 - 7-2023
Broker at Thompson Flanagan
5-2017 - 2-2019
Sales Executive at C.H. Robinson

Education

Education details unavailable from Indiana University - Kelley School of Business
Education details unavailable from Glenbrook North High School

More Information

Social Presence :

Prographics :

Exp : 11 Location : Greater Chicago Area, United States Job Level : Senior Designation : Vice President at Thompson Flanagan
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Insights For Selling To Nick

During A Call Or A Meeting

DO's

  • Keep some extra margin in hand as they will likely negotiate the pricing
  • Share as much information as possible regarding your product
  • Tell them that you will come back if you don’t have a good answer for a question

DONT's

  • Don’t overhype the product/pitch, keep it measured
  • Don’t try to be too friendly or informal with them
  • Avoid phrases like ‘do not worry about’, ‘no one compares to’ etc.

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Nick is

  • Confidence that the product provides ROI, effective pricing and process adherence matter the most to them.

  • Will you ever get a clear answer from Nick

  • It doesn’t come naturally to them but they can say no if they are not convinced.

Insights For Deal Planning

    How fast (or slow) will Nick move?

  • They can move at a reasonable pace while making their decisions if they have the necessary information.

  • Can Nick take some risk or not?

  • They can take some risk if they are confident that they have analyzed the circumstances well.


You And Nick

Personality Compatibility


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