Jacksonville, FL Herschel Street Office

Headland Capital is a registered investment adviser with a team of ten advisors that serves individuals (including high‑net‑worth clients) and a range of entities such as family offices, trusts, estates, private foundations, corporate entities, donor‑advised funds and qualified retirement plans. The firm provides personalized financial planning, discretionary and non‑discretionary portfolio management, and retirement plan advisory services, managing roughly $559 million on behalf of about 637 clients.

The firm’s investment process is client‑driven and built on fundamental analysis, with a predominately long‑term orientation supplemented by shorter‑term trades when appropriate; Headland constructs portfolios using mutual funds, ETFs, equities, fixed income, REITs, structured products and derivatives, and may recommend External Managers. Headland discloses that it may permit borrowing/margin and use margined securities in managed accounts, includes those positions in its fee base, and does not reduce advisory fees for margin usage.

Distinctive features include sponsorship of the Headland Capital Wrap Fee Program and participation in institutional custody platforms (including the LPL strategic platform and Schwab), as well as operating from five offices—arrangements that are less common for peer firms. The brochure also highlights several firm‑level conflicts and operational nuances to note: the firm documents economic benefits from custodial relationships, differences in trade execution and aggregation across platforms, and explicit use of derivatives and borrowing in separately managed accounts.