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.

Build a strong team, including agents, lenders, and property managers, and use tools like the BiggerPockets calculator to analyze deals.

We hear from a lot of out of state investors that Milwaukee is a great place to invest in real estate due to its affordability and strong economic growth. 

What I am trying to understand is after Coachella ends, would it still have the strong recurring demand/occupancy for STRs?

Look for a team with a strong track record in managing rentals like yours, especially in your target area.

Starting your real estate journey with a house hack in Austin is a smart move, especially with its strong rental demand and appreciation potential.

I strongly advise you to get your primary residence taken care of FIRST.

If you move to NYC, focus on maximizing your earning potential while investing in affordable out-of-state markets with strong rental demand, like San Antonio or Indianapolis.

Most who fail  buy C/D real estate without strong fundamentals.

Explore off-market deals where competition might be less intense.Don’t get discouraged—success in these markets often comes from building strong connections and thinking creatively about deal sourcing!