Brokered by Dalton Wade, Inc.Jason Caldwell · Florida Real Estate Sales Associate · SL3509114
St. Petersburg & Pinellas County property management
Your rentals. Less daily work. Direct access to Jason.
Management or leasing-only. Start with the help you need.
Work directly with Jason Caldwell on leasing, rent collection, repairs and owner updates. A focus on owners with two or more rentals in St. Petersburg and Pinellas County—single-property owners are welcome too.
A vacancy to fill, repairs to coordinate, or a manager to replace? Start with your property’s situation, then review the scope and fees in a written proposal. See pricing and what it covers →
400+ units leased · Direct owner communication · Automated urgent-call intake · Brokered by Dalton Wade, Inc.
Pick the help you need.
Full management
For owners who want to stop being the first call. Jason handles marketing, showings, applicant screening, rent collection, maintenance coordination and owner reporting through Dalton Wade’s AppFolio portal.
8% of rent collected, or 7% at 5+ units. $120 minimum per occupied unit. Managed-rental placement: the greater of $1,000 or 50% of first month’s rent.
For owners who manage themselves but want help filling a vacancy: rent pricing, marketing, showings, screening and lease coordination, followed by a handoff back to you.
75–100% of first month’s rent, quoted in writing before work starts.
Leasing example · Temple Terrace, Hillsborough County
A rental deadline. A practical leasing plan.
A Temple Terrace owner needed a rental leased before a home purchase in Georgia. I focused on preparation, competitive pricing, flexible showings and follow-through on screening. The owners completed the preparation, and the successful applicants and their references responded promptly. Within three days of listing, we had a signed 12-month lease and security deposit. It is one example of how the decisions fit together, not a promise of leasing speed. For Pinellas County owners with two or more rentals, the starting point is the same: review the property, the timing and the work needed.
Know who handles the work—and how decisions reach you.
Know how the work is handled before you hand it off.
Jason keeps owners informed when a maintenance report comes in.
Jason can approve repairs under $250. Larger repairs and emergency procedures follow your management agreement.
Vendors normally bill you directly. There are no maintenance markups. If Jason pays a repair bill on your behalf, a separate 5% processing charge applies to that payment.
Automated maintenance intake escalates urgent calls to Jason. Residents should follow the emergency contact instructions provided for their rental.
Access account information through Dalton Wade’s AppFolio owner portal. Owner payments begin processing on the fifth of each month.
On your first call, ask Jason to walk you through how a recent repair or vacancy was handled.
Selected excerpts from individual Google reviews. Read the linked reviews for context.
Property photography from Jason’s rental marketing portfolio. Not a current availability announcement.
Understand the cost before you hand over the keys.
Compare the monthly fee with placement, renewals and owner-paid repairs—not just the headline percentage. Review repair approvals and cancellation terms before signing.
Three occupied units collecting $2,000 each have a $480 monthly management fee. Placement, renewals, repairs and other applicable charges are separate.
A higher asking rent is only part of the picture. Vacancy time, turnover work and repeat repairs also affect what you keep. Use your rental review to discuss the next decision, the costs involved and what needs your approval.
I start with your property’s condition, your timing and the decisions that need to be made. We discuss preparation and pricing before marketing, then keep showings, screening and paperwork moving. You work directly with me and stay involved in the decisions that matter.
I’m Jason Caldwell. I’ve leased more than 400 units across my leasing work. You work with me on your portfolio, from the first conversation to everyday owner updates.
Call or send a short request. Share your cities, unit count, occupancy and timing. A duplex counts as two units.
Get a straight answer on fit. Discuss management, leasing-only, or whether another arrangement fits better.
Review the written proposal. Scope, fees, repair approvals and cancellation terms before you sign.
Plan the handoff. For a switch, discuss leases, deposits, open repairs and resident notice before your current notice period ends.
Questions owners ask first.
Who is this service for?
The focus is owners with two or more rentals in St. Petersburg and Pinellas County. Single-property owners are welcome. A duplex counts as two units, and rentals can be at separate addresses.
Which areas do you serve?
The focus is Pinellas County, especially St. Petersburg, Gulfport, South Pasadena and the beach communities. Share your address, property type and intended rental use to confirm fit and coverage.