I was a new out of state investor working with Dillon. He was able to set up property searches based on my investment interests. Periodically, he would send me properties that he underwrote himself and I would periodically send him ones that I looked at from the search as well. In this high interest rate environment we were able to find a property that cash flow and close on it. Dillon was able to walk the property for me and I leveraged his connections to a home inspector to quickly get a home inspection done before we made an offer on the property. I was also able to leverage his connection to a lender and a property manager which made the process of getting a cash flowing property smooth.
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Jamie Mac
I was a new out of state investor working with Dillon. He was able to set up property searches based on my investment interests. Periodically...
Tampa Bay
Related Questions
FAQ entries that support this article
How should I evaluate a Tampa Bay investment property?
I recommend looking at three things: cash flow after all expenses, appreciation potential based on location and development trends, and the exit strategy if the market shifts.
I run comps and provide clients with property-specific ROI analysis so they can make decisions backed by numbers instead of guesswork.
What should investors screen first in Holiday?
Start with property-level condition, insurance pressure, and whether the neighborhood supports the strategy you want to run. Holiday can offer lower entry prices, but that only helps if the carrying costs, rent assumptions, and future resale story still make sense.
In other words, affordability is only the first screen. The real work is understanding what the cheaper price is buying you and what extra diligence it demands.
Is East Tampa more of a value-add market or an owner-occupant market?
It can be both, which is exactly why broad labels are not enough. Some pockets attract owner-occupants who want central Tampa access and character, while others make more sense as investor or value-add opportunities.
The right answer depends on the exact block, condition, layout, and what the long-term neighborhood story looks like around that property.
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