Cale Smith
Islamorada Investment Management
Founder, Managing Partner
Cale Smith
Islamorada Investment Management
Founder, Managing Partner
As a fee-only firm, our focus is on being a fiduciary partner by offering unbiased advice and objective recommendations to help plan your financial future. - Cale Smith
Fee-Only financial planner located in Islamorada, FL, serving clients locally and across the country

Cale Smith is an Islamorada, FL fee-only financial planner. Islamorada Investment Management provides comprehensive and objective financial planning to help clients organize, grow and protect their assets through life’s transitions. As a fee-only, fiduciary, and independent financial advisor, Cale Smith is never paid a commission of any kind, and has a legal obligation to provide unbiased and trustworthy financial advice.
Cale Smith is the founder and managing partner of Islamorada Investment Management (IIM), and manages a small-cap value portfolio called the Tarpon Folio.
In 2008, Cale founded IIM and created the Spoke Fund® model of portfolio management. Prior to IIM, Cale served as the director of research at an equity research firm, as lead equity analyst for an independent research firm, and as an analyst at a hedge fund.
Cale is also Treasurer on the Board of Directors of the Florida Keys Electric Cooperative, which provides electricity to approximately 30,000 members in the Upper Florida Keys. He is a director on the operating board of Mariners Hospital and sits on the investment committee for Baptist Health South Florida, which oversees $5.4 billion in assets. Cale previously served as President of the Islamorada Chamber of Commerce and was a recipient of the Irving Eyster Award for outstanding volunteer service to the community.
Cale is a veteran and an honors graduate of the U.S. Coast Guard Academy. He received an MBA from the College of William & Mary. In 2000, Cale competed in the Olympic rowing trials as a single sculler.
Cale Smith is a Member of the National Association of Personal Financial Advisors

The National Association of Personal Financial Advisors (NAPFA) is a leading professional association of Fee-Only financial advisors - highly trained professionals who are committed to working in the best interests of those they serve.
NAPFA members live by three important values:
- To be the beacon for independent, objective financial advice for individuals and families.
- To be the champion of financial services delivered in the public interest.
- To be the standard bearer for the emerging profession of financial planning.
Founded in the Florida Keys in 2008, Islamorada Investment Management is a fee-only Registered Investment Advisor specializing in investment and planning services for individuals, families, retirees and small business owners throughout the U.S.
Fee-Only, Fiduciary, Independent: Three Important Criteria to Consider When Choosing a Financial Advisor.
Specialties
- Comprehensive Financial Planning
- Retirement Income Planning
- Investment Management
- College Education Planning
- Tax Planning
Ideal Clients
- Retirees and Near Retirees
- Growing Families
- Business Owners and Executives
- Sudden Money Situations
- Novice Investors
Working Together
- In-Office Meetings
- Virtual Meetings
- Clearly Defined Fees
- No Product Sales
- Complimentary Initial Consultation
Professional Designations & Affiliations
-
Cale Smith is a NAPFA Associate
The National Association of Personal Financial Advisors (NAPFA) is a leading professional association of Fee-Only financial advisors—highly trained professionals who are committed to working in the best interests of those they serve.
-
Cale Smith Serves as Treasurer on the Board of Directors for the Florida Keys Electric Cooperative Association
-
Cale Smith Serves on the Board of Directors for Mariners Hospital and Investment Committee Member for Baptist Health South Florida
-
Cale Smith is a Member of the Upper Keys Rotary Club
-
Islamorada Investment Management is a Member of the Islamorada Chamber of Commerce
-
Cale Smith is Interviewed on the Saving Yourself From Wall Street Podcast
Contact Cale Smith
Office Locations:
-
By Appointment and Virtual
Islamorada, FL 33036