Investor Profile - FL
Jack Callahan
Jack Callahan is a real estate investor and operator based in Tampa-St. Petersburg, FL. Public filings show activity across 847 properties held through 12 holding companies. Recent mortgage relationships include DOUGLAS J DAVEPORT SR AND BONN, DAVENPORT TRUST INVESTMENTS, and North American Savings Bank.
Jack's Activity
As of June 2026, public records show approximately $3.4M in recorded mortgage exposure linked to this investor across at least 22 mortgage filings and 847 properties held through 12 holding companies. Activity appears concentrated in residential and vacant assets recorded between 2015 and 2026.
Associated People
Primary Geography
Tampa-St. Petersburg, FL
ZIP codes: 33773, 33705, 34637, 34691, and 33597
Most activity in SAINT PETERSBURG, TAMPA, SARASOTA, SPRING HILL, and LARGO.
Property Type Breakdown
Associated Entities (12)
FL · 295 properties · 21 mortgages
FL · 1 property · 1 mortgage
+10 more entities not shown
Mortgages (22)
Top Lenders
$2.3M · 1 loan
$300k · 1 loan
$263k · 1 loan
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 10/16/2025 | $155k | Open | Peak Asset Lending | ADVANTA IRA SERVICES LLC | 3984 SWEET ALYSSUM TER, ALVA, FL 33920 |
| 06/18/2025 | $145k | Closed | RED LODGE CAPITAL III | ADVANTA IRA SERVICES LLC | 3205 33RD STREET CT W, BRADENTON, FL 34205 |
+20 more not shown
Owned Properties (847)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 213 CAMBRIDGE DR, PORT ORANGE, FL 32127 | ADVANTA IRA SERVICES LLC | Owns - 1 mo | $300 |
| 4727 6TH AVE S, SAINT PETERSBURG, FL 33711 | KENNETH OSBORNE | Owns - 3 mos | $229k |
+845 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential, vacant, and office properties across Tampa-St. Petersburg, FL.
What companies is Jack Callahan associated with?
Jack Callahan is associated with 12 entities based on extracted signatures from public records. Key entities include ADVANTA IRA SERVICES LLC, CROWN 2 LLC, JOHN WATSON, ADVANTA IRA SERVICES LLC FBO STEPHEN SUNDERLAND 8009351, and ENTRUST OF TAMPA BAY.
How many properties are associated with this investor?
At least 847 properties are associated with Jack Callahan and the entities they control, based on signatures extracted from recorded documents connecting Jack Callahan to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references DOUGLAS J DAVEPORT SR AND BONN, DAVENPORT TRUST INVESTMENTS, and North American Savings Bank, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2015 through 2026, with the most recent mortgage recorded in 2025.
How is associated activity determined?
Elementix uses AI to extract signatures from recorded documents. These signatures are used to determine the relationships between people and entities. This is a novel approach that goes beyond looking at corporate filings and skip-tracing.
The information displayed on this page is compiled from recorded real estate documents, business filings, and other lawfully available sources. Elementix summarizes and analyzes public record activity related to investment real estate and associated business entities. Any contact indicators shown (such as email domain references or partial phone digits) are provided solely as unverified signals and may be incomplete or outdated.
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