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Stephen Reeves, portrait

Stephen Reeves

Chief Compliance Officer/ Managing Director at HeadInvest in Portland, ME

Investment adviser registrationUpdated

Stephen Reeves is Chief Compliance Officer/ Managing Director of Headinvest, LLC, an investment adviser managing $892M, and works from its Portland, ME office. Stephen Reeves has been registered as an investment adviser representative through HeadInvest since 25 September 2025, has 10 years in the industry across 6 firms and has passed the Series 6, Series 7, Series 63 and Series 65.

10
Years in industry
1
Years at firm
6
Adviser firms
1
States registered

From the IAPD record, checked 22 October 2026SEC record

Career

Stephen Reeves has been Chief Compliance Officer/ Managing Director of HeadInvest since March 2022, is a control person of the firm and directly owns under 5% of it. Stephen Reeves holds a Master's degree in Art History from George Washington University and an MBA in Operations Management from Auburn University. Stephen Reeves studied at Muhlenberg College.

Headinvest, LLC is a Portland, ME firm with $892M under management, 445 clients and 6 advisers in one office, as of its March 2026 filing.

Steve Reeves is Managing Director & Wealth Advisor at HeadInvest. As a member of the firm's management team, he works to define, implement and monitor firm policies and regulatory compliance. He joined HeadInvest in 2022. Earlier he was a Wealth Manager at Morgan Stanley and Merrill Lynch and, most recently, Director of Client Development at Foreside Financial Group; before financial services he served for six years in the Navy.

Stephen Reeves’ longest registration was 1 year at Merrill Lynch, Pierce, Fenner & Smith Incorporated (2012–2014). Before joining HeadInvest in 2025, Stephen Reeves was registered through Valic Financial Advisors, Inc. and MML Investors Services, LLC.

  1. HeadinvestCurrent
    – present · 1 year
    Portland, ME · Adviser representative · Firm CRD 140518
  2. Valic Financial Advisors, Inc.
    – · under a year
    Brentwood, TN · Adviser representative · Firm CRD 42803
  3. MML Investors Services, LLC
    – · under a year
    Brentwood, TN · Adviser representative · Firm CRD 10409
  4. Suntrust Investment Services, Inc.
    – · under a year
    Nashville, TN · Adviser representative · Firm CRD 17499
  5. Merrill Lynch, Pierce, Fenner & Smith Incorporated
    – · 1 year
    Nashville, TN · Adviser representative · Firm CRD 7691
  6. Morgan Stanley Smith Barney LLC
    – · 1 year
    Portland, ME · Adviser representative · Firm CRD 149777

Credentials and registrations

Investment adviser representative registrations

Stephen Reeves is registered as an investment adviser representative in Maine, since September 2025.

  • MaineSince 25 September 2025

Examinations

Series 6524 September 2025
Name
Uniform Investment Adviser Law Examination
SIECredited
Name
Securities Industry Essentials Examination
Series 6317 June 2011
Name
Uniform Securities Agent State Law Examination
Series 71 April 2011
Name
General Securities Representative Examination
Series 616 October 2003
Name
Investment Company Products/Variable Contracts Representative Examination

Key facts

Full name
Stephen Kenneth Reeves
CRD
4711206
Firm
HeadInvest · CRD 140518
Role
Chief Compliance Officer/ Managing Director
Office
7 CUSTOM HOUSE ST, 4TH FLOOR, Portland, ME 04101-4194
Registration
Investment adviser registration
In the industry since
March 2016
Disciplinary history
Not yet shown here · SEC record

Common questions

Where does Stephen Reeves work?

Stephen Reeves has been Chief Compliance Officer/ Managing Director of Headinvest, LLC since March 2022, and is a control person of the firm.

Source: Form ADV, Schedule A, filed 19 March 2026

Is Stephen Reeves a financial advisor?

Yes. Stephen Reeves has a current investment-adviser registration in Maine, through HeadInvest since September 2025.

Source: IAPD individual record, checked 22 October 2026

How many years of experience does Stephen Reeves have?

Stephen Reeves has 10 years in the financial industry, since March 2016, across 6 adviser firms.

Source: IAPD individual record, checked 22 October 2026

What exams has Stephen Reeves passed?

Stephen Reeves has passed 4 licensing exams: the Series 6, Series 7, Series 63 and Series 65. The earliest, the Series 6, was passed in October 2003. FINRA credited Stephen Reeves with the SIE, which began in October 2018.

Source: IAPD individual record, checked 22 October 2026

Where did Stephen Reeves work before HeadInvest?

Before HeadInvest, Stephen Reeves was registered through Valic Financial Advisors, Inc., June 2016 to April 2017; MML Investors Services, LLC, January 2016 to April 2016; Suntrust Investment Services, Inc., November 2014 to November 2015; Merrill Lynch, Pierce, Fenner & Smith Incorporated, November 2012 to October 2014; Morgan Stanley Smith Barney LLC, August 2011 to September 2012.

Source: IAPD individual record, checked 22 October 2026

Where is Stephen Reeves based?

Stephen Reeves’ registered office is in Portland, ME.

Source: IAPD individual record, checked 22 October 2026

Is Stephen Reeves registered with FINRA?

No. Stephen Reeves has no current broker registration.

Source: IAPD individual record, checked 22 October 2026

How can I verify Stephen Reeves’ record?

Search CRD 4711206 on the SEC’s adviser search (adviserinfo.sec.gov), which publishes Stephen Reeves’ full registration record.

Source: IAPD individual record, checked 22 October 2026

Sources

  1. IAPD individual record, CRD 4711206, checked 22 October 2026. Registration status, employment history and examinations.
  2. Form ADV Part 1A, Schedules A and B of Headinvest, LLC, filed 19 March 2026. Title, control and ownership bands.
  3. HeadInvest team page. Biography, education, credentials, awards and the portrait, reproduced for identification.