Stephen Caplan
Financial advisor at Strategic Advisers
Stephen Caplan is a fiduciary financial advisor in Watertown, Massachusetts, with 14 years in the industry. After three years at Fidelity Personal and Workplace Advisors and five years at Commonwealth Financial Network, Stephen joined Strategic Advisers in 2025, a firm offering financial planning, investment management, and selecting outside investment managers. The firm is paid through a percentage of assets and flat fees.
One of 20 advisors with offices in Watertown, and one of 18 fiduciaries.
At a glance
Services through Strategic Advisers
Specialties, designations like CFP®, and languages spoken appear here when advisors claim their profiles.
Licenses
Exams passed, from the official record. Tap a license to see what it allows.
Career
- Mar 2025 – nowStrategic Advisers LLCCurrent firm
- 2021 – 2025Fidelity Personal and Workplace AdvisorsPreviously
- 2016 – 2021Commonwealth Financial NetworkPreviously
- 2013 – 2016New York Life Investment Management LLCPreviously
Contact Stephen
(617) 563-7000Firm headquarters in Boston, MA. Ask for Stephen. Watertown, MAOffice · Get directionsIs this you? Claim your free profile to add a direct line, email, photo, and specialties.
Questions to ask Stephen
Tailored to Stephen’s registration and firm.
- At a firm this size, will I work with you directly or with a service team?
- What does a financial plan with you include, and how often is it updated?
- If you use outside managers, how are they chosen and what do they cost on top of your fee?
- Where would my money be held, and will I get statements directly from that firm?
- What would I pay in total each year, in dollars, including fund and trading costs?
My notes and scorecard
About Stephen
How do I contact Stephen?
Call Strategic Advisers at (617) 563-7000 and ask for Stephen Caplan. Stephen works from the Watertown, MA office.
How long has Stephen been a financial advisor?
Stephen has been in the industry since 2013, about 14 years. More experience than 72% of advisors at Strategic Advisers.
What licenses does Stephen hold?
Series 66. Tap any license on this page to see what it allows.
Is Stephen a fiduciary?
Stephen is registered as an investment advisor representative, which carries a fiduciary duty when giving investment advice.
How is Stephen paid?
Strategic Advisers reports being paid by a percentage of the assets they manage, flat or fixed fees, other fees. Ask Stephen for your total yearly cost in dollars.
Official record as of October 3, 2026.
This profile is for information only and is not financial advice or a recommendation.