Chase Caldwell CFP® CPFA® ChFC® CLU®

Visionary
DISC Type : Ds

Financial Advisor at Legacy Wealth Partners

Greater Tampa Bay Area, United States

Overview

Chase Caldwell is a Certified Financial Planner™ at Legacy Wealth Partners, specializing in personalized, fee-based financial strategies. He leverages skills from his entrepreneurial past to guide clients through major life moments. People who have worked with him describe him as organized, professional, and adaptable.

Originally from Danbury, CT, Chase was a successful entrepreneur and DJ who founded an award-winning events company. He has a passion for community involvement and was previously the official DJ for the Danbury Titans professional hockey team, driven by a desire to be the change he wants to see.

Before becoming a financial planner, he was recognized as one of Fairfield Countys "40 Under Forty" for his success with his entertainment business.

Personality Overview

Goal-Oriented

Big Vision Person

Direct & Assertive

They might take some time to make their mind up but once they do, they don't change it easily.  They are very professional in their approach and can weigh multiple perspectives together. They exhibit a rare combination of being result-oriented but patient at the same time.

Topics They Care About

Entrepreneurial Mindset
He built an award-winning event and DJ company, One Plug Entertainment, from the ground up before his career pivot, giving him firsthand knowledge of business owner challenges.
Holistic Financial Planning
His focus is on creating comprehensive, long-term strategies that cover everything from wealth accumulation and retirement to risk management and estate planning for his clients.
Community Engagement
As a Danbury native, he has expressed a strong interest in local community involvement and mentoring youth, which led to a "40 Under Forty" award in Fairfield County.

Media Appearances

Chase has no verified media appearances

Work History

5-2025
Financial Advisor at Legacy Wealth Partners
7-2024 - 4-2025
Paraplanner at Legacy Wealth Partners
10-2023 - 5-2024
Paraplanner at Northwestern Mutual
6-2022 - 6-2023
Director Of Financial Planning at Northwestern Mutual
12-2020 - 7-2022
Financial Advisor at Northwestern Mutual

Education

Chartered Financial Consultant from The American College of Financial Services
2008 - 2010
Bachelor of Applied Science (B.A.Sc.) from Full Sail University

More Information

Social Presence :

Prographics :

Exp : 11 Location : Greater Tampa Bay Area, United States Job Level : N/A Designation : Financial Advisor at Legacy Wealth Partners
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Insights For Selling To Chase

During A Call Or A Meeting

DO's

  • Come across as a trustworthy professional and be respectful, they usually know their game
  • Ask them at the end if they see a strong value prop in your product; expect an honest answer
  • Stick to your standard pitch and qualifying script, don't try to wing it

DONT's

  • Don't shy away from asking hard questions, but be extra polite
  • 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 Chase 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 Chase

  • 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 Chase move?

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

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

You And Chase

Personality Compatibility


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