These days the hardest part for me is finding & keeping qualified contractors for the work that always needs to be done.

So you need to check with the zoning department about non-owner occupied and how hard it is to get the variance.

Typically with houses of this age - you'll need structural folks to dig and install piers into the soil.

Good luck with your investing and feel free to reach out if you have any questions or if you need any help underwriting a certain deal.  

Quote from @Brandi Jefferson: Hi Jaycee,Tampa doesn't have much inventory on MF, so I'm starting my research outside my market, and learning what I would need to make that happen, since house hacking is likely not an option.

I do have a third goal, but too much will happen by the time my second goal materializes that my third goal will likely change drastically.Also, I tend to find myself wanting to ask market-specific questions to agents/lenders/investors/contractors/etc. a lot.

Probably not enough the IRA to own real estate given reserves needed and such.

Probably not much of a change due to Trump.

I've included an example below to help illustrate this.So different lenders have different rates (which do vary even for DSCR loans) but these are factors they all consider.See example below:DSCR < 1Principal + Interest = $1,700Taxes = $350, Insurance = $100, Association Dues = $50Total PITIA = $2200Rent = $2000DSCR = Rent/PITIA = 2000/2200 = 0.91Since the DSCR is 0.91, we know the expenses are greater than the income of the property.DSCR >1Principal + Interest = $1,500Taxes = $250, Insurance = $100, Association Dues = $25Total PITIA = $1875 Rent = $2300DSCR = Rent/PITIA = 2300/1875 = 1.23If a purchase, you also generally need reserves / savings to show you have 3-6 month payments of PITIA (principal / interest (mortgage payment), property taxes and insurance and HOA (if applicable).

Other cities, not so much!