Chief Operating Officer

Chris Headrick

chris.headrick@askfrost.com
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Background & History

Chris Headrick joined Frost Law in 2026 as the firm's first Chief Operating Officer, where he is responsible for the strategic alignment of Frost's internal operations. In his role, Chris is committed to fostering a collaborative and innovative atmosphere, allowing the firm to continually enhance its legal services. A seasoned strategy and operations consultant, joins Frost after serving at SMBC, a Japanese Investment Bank, as an Executive Director of Finance Change Management and at Invesco as a Director of Internal Consulting. In his previous roles as a Big 4 consultant, Headrick worked with clients focused on large scale strategy and transformation efforts ranging from the federal government to Fortune 100 Investment Banks and Asset Management firms. His approach focuses on understanding client needs and streamlining operations, which ultimately reinforces Frost Law's mission to provide reliable legal guidance. Chris earned his Bachelor of Arts in Economics and Business from Randolph-Macon College, followed by a JD/MBA from the University of Baltimore School of Law. In his free time, Chris enjoys coaching his son's flag football team, exploring the Chesapeake with his goldendoodle, and playing golf.

Education

  • University of Baltimore School of Law
    • JD/MBA
  • Randolph-Macon College
    • BA in Economics and Business

Speaking Engagements & Panel Participation

Publications

Professional Organizations & Memberships

Awards and Honors

Client testimonials

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Client testimonials

Glen Frost and his attorneys are professional and extremely knowledgeable. From the beginning I felt like I was a top priority. If I need legal assistance in the future I will definitely be contacting Frost & Associates again.

Jennifer T.

Frost Law conducted a webinar that high-lighted the anticipated changes of the pending Tax legislation. It's a murky situation so their insights were very helpful.

Richard W.

Great communication made a troubling time easy def recommend

James G.

They provide very informative webinars on cutting edge tax laws.

Sheryl R.

Client testimonials

Good summary of the Tax Act of 2025.

Stuart C.

Very communicative and no use of "legaleze" to describe tax situations/complexities!

Keith M.

Great informative session from Frost Law. They are experts in taxes and are able to articulate the Information in layman’s terms. I would recommend them always.

Nirav M.

Thank you to Heather Posey and Frost Law for helping my client with their tax dispute. As an accountant for over 38 years, I’ve worked with several attorneys over the years, and Heather stands out far above the rest. Her command of tax law, strategic thinking, and proactive communication are exceptional. She helped us resolve a complex federal tax issue efficiently and with great results. Awesome Firm!! Thanks!

Bradley H.
Chief Operating Officer

Chris Headrick

Practice Areas
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Bar Admissions/Licenses

Court Admissions

Education

  • University of Baltimore School of Law
    • JD/MBA
  • Randolph-Macon College
    • BA in Economics and Business

Background & History

Chris Headrick joined Frost Law in 2026 as the firm's first Chief Operating Officer, where he is responsible for the strategic alignment of Frost's internal operations. In his role, Chris is committed to fostering a collaborative and innovative atmosphere, allowing the firm to continually enhance its legal services. A seasoned strategy and operations consultant, joins Frost after serving at SMBC, a Japanese Investment Bank, as an Executive Director of Finance Change Management and at Invesco as a Director of Internal Consulting. In his previous roles as a Big 4 consultant, Headrick worked with clients focused on large scale strategy and transformation efforts ranging from the federal government to Fortune 100 Investment Banks and Asset Management firms. His approach focuses on understanding client needs and streamlining operations, which ultimately reinforces Frost Law's mission to provide reliable legal guidance. Chris earned his Bachelor of Arts in Economics and Business from Randolph-Macon College, followed by a JD/MBA from the University of Baltimore School of Law. In his free time, Chris enjoys coaching his son's flag football team, exploring the Chesapeake with his goldendoodle, and playing golf.

Education

  • University of Baltimore School of Law
    • JD/MBA
  • Randolph-Macon College
    • BA in Economics and Business

Speaking Engagements & Panel Participation

Publications

Professional Organizations & Memberships

Awards and Honors

IN THE NEWS

Featured Articles & Press

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