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John Chesbrough, portrait

John Chesbrough

Member/Chief Compliance Officer/Lead Financial Planner at Trail Financial Planning in Bellingham, WA

Investment adviser registrationUpdated

John Chesbrough is Member/Chief Compliance Officer/Lead Financial Planner of Trail Financial Planning LLC, an investment adviser managing $117M, and works from its Bellingham, WA office. John Chesbrough has been registered as an investment adviser representative through Trail Financial Planning since 20 November 2015, has 11 years in the industry across 1 firm and has passed the Series 65.

11
Years in industry
10
Years at firm
1
Adviser firms
1
States registered

From the IAPD record, checked 22 October 2026SEC record

Career

John Chesbrough has been Member/Chief Compliance Officer/Lead Financial Planner of Trail Financial Planning since April 2017, is a control person of the firm and directly owns 75% or more of it.

Trail Financial Planning LLC is a Bellingham, WA firm with $117M under management, 157 clients and 3 advisers across 3 offices, as of its March 2026 filing.

John Chesbrough is a financial planner at Trail Financial Planning LLC in Bellingham, WA. He has delivered financial planning and investment management services to clients since 2012, and in 2017 he and Liz Snyder partnered to form the firm. He was previously a high school science teacher and works with people who care for others and their community, such as firefighters, therapists, doctors, nurses and teachers.

  1. – present · 10 years
    Bellingham, WA · Adviser representative · Firm CRD 165063
  2. – · 1 year
    Bellingham, WA · Adviser representative · Firm CRD 165063

Credentials and registrations

Professional designations

Listed by Trail Financial Planning

  • CERTIFIED FINANCIAL PLANNER™ (CFP®)
  • Registered Life Planner®

Investment adviser representative registrations

John Chesbrough is registered as an investment adviser representative in Washington, since November 2015.

  • WashingtonSince 20 November 2015

Examinations

Series 6518 June 2012
Name
Uniform Investment Adviser Law Examination

Key facts

Full name
John David Chesbrough
CRD
6104183
Firm
Trail Financial Planning · CRD 165063
Role
Member/Chief Compliance Officer/Lead Financial Planner
Office
214 N COMMERCIAL ST., Bellingham, WA 98225
Registration
Investment adviser registration
In the industry since
November 2014
Disciplinary history
Not yet shown here · SEC record
Firm bio
trailfp.com

Common questions

Where does John Chesbrough work?

John Chesbrough has been Member/Chief Compliance Officer/Lead Financial Planner of Trail Financial Planning LLC since April 2017, and is a control person of the firm.

Source: Form ADV, Schedule A, filed 11 March 2026

Is John Chesbrough a financial advisor?

Yes. John Chesbrough has a current investment-adviser registration in Washington, through Trail Financial Planning since November 2015.

Source: IAPD individual record, checked 22 October 2026

How many years of experience does John Chesbrough have?

John Chesbrough has 11 years in the financial industry, since November 2014, across 1 adviser firm.

Source: IAPD individual record, checked 22 October 2026

What exams has John Chesbrough passed?

John Chesbrough passed the Series 65 in June 2012.

Source: IAPD individual record, checked 22 October 2026

Where did John Chesbrough work before Trail Financial Planning?

Before Trail Financial Planning, John Chesbrough was registered through John Chesbrough, November 2012 to December 2013.

Source: IAPD individual record, checked 22 October 2026

Where is John Chesbrough based?

John Chesbrough’s registered office is in Bellingham, WA.

Source: IAPD individual record, checked 22 October 2026

Is John Chesbrough registered with FINRA?

No. John Chesbrough has no current broker registration.

Source: IAPD individual record, checked 22 October 2026

Is John Chesbrough a CFP?

Trail Financial Planning lists John Chesbrough with the CFP credential (“CERTIFIED FINANCIAL PLANNER™ (CFP®)”) on its website. CFP Board confirms certification status.

Source: John Chesbrough CFP® biography, trailfp.com

How can I verify John Chesbrough’s record?

Search CRD 6104183 on the SEC’s adviser search (adviserinfo.sec.gov), which publishes John Chesbrough’s full registration record.

Source: IAPD individual record, checked 22 October 2026

Leadership at Trail Financial Planning

Sources

  1. IAPD individual record, CRD 6104183, checked 22 October 2026. Registration status, employment history and examinations.
  2. Form ADV Part 1A, Schedules A and B of Trail Financial Planning LLC, filed 11 March 2026. Title, control and ownership bands.
  3. Trail Financial Planning team page. Biography, education, credentials, awards and the portrait, reproduced for identification.