Since you’re considering converting the upper unit into a short-term rental, you may also want to implement strict rules around smoking or strong odors in your house rules to avoid future issues.

To invest out of state successfully, focus on building a strong local team (agent, PM, contractors), automating deal analysis, and using contingencies to protect yourself.

Hey Rafael, as someone who's been investing in Florida for 20 years, especially in Tampa, I'd say you can’t go wrong with focusing on this market—it’s got strong appreciation, great rental demand, and tax-friendly opportunities.

Start by researching affordable states with strong rental markets and landlord-friendly laws.

In suburban Chicago, historical significance or celebrity ties might create a niche appeal, but they won’t necessarily drive up the home’s market value in the same way as location, condition, and local comps.For a short-term rental, though, it could be a great marketing angle—especially if the person is well-known and has a strong local connection.

There is strong rental demand because of growing population, job market, and the booming tech scene. 

Landlords who adapted quickly by recalculating rent strategies and communicating openly with tenants maintained strong relationships and minimized financial disruptions.5.

Since it sounds like you have strong W2 income and would probably be okay paying the mortgage sometimes, I'd even explore a 5-10% down payment option.

My target markets include any region in California, and I’m always on the hunt for properties with strong value-add potential.If you’re experienced with rehabs, BRRRR, or creative financing strategies, I’d love to connect.

I would strongly advice consulting with an attorney or financial planner to discuss your options.