Focus on STR-friendly areas like Newburgh or Highland Lakes, and use platforms like AirDNA to assess revenue potential.

@Ben Cochran I hope you have factored STR tax savings into your cashflow and ROI as it can be significant.Leveraging equity to purchase a short-term rental (STR) in Tampa Bay can diversify your portfolio and potentially generate strong cash flow, but it also increases your financial risk.While your properties hold significant equity, adding debt from HELOCs or a DSCR loan could strain your finances if STR performance fluctuates or costs rise.

Think of it as the rough sketch that helps you figure out where you want to swim: Omaha’s stable single-family rentals with decent cash flow and strong appreciation potential, the sizzling up-and-coming pockets around San Antonio where off-market deals still lurk if you’re willing to roll up your sleeves, or those tight-knit Chicago neighborhoods where a trusted investor-friendly agent can point you to contractors who won’t ghost you mid-reno.

They'd likely charge a premium, which would hurt my numbers on my first property. 

For example, I am a little concerned about some aspects of the business cycle recovery and a potential for a double-dip so I lean toward the safest part of capital stack which is debt (or low-debt equity).

I think you can definitely run into a potential guest using that against you in the near future and opening the door for liability. 

I'm currently reading David Greene's book on BRRRR and was curious about how you all go about planning or visualizing added rooms to potential purchases. 

Look for properties with value-add potential, plan renovations carefully, and use tools like the BiggerPockets Rental Property Calculator to analyze deals.

I’ve been doing well since raising the rent this past May—looking back, I’m glad I made that move, as it’s helped me stay afloat financially.I currently have a few potential buyers who’ve submitted offers around 85-90% of the property’s recent appraisal value.

The proposed $38.5 billion deal would combine two major players in the U.S. convenience store market, potentially controlling 20% of the market.7-Eleven, the largest U.S. convenience store chain with 12,601 locations, currently holds 14.5% of the market.