We are planning on purchasing an STR (probably condo) in the Treasure Island area of St Pete.  

You have to be willing to not give up when things get difficult, or don't go as planned.  2.This journey is worth it.

We've got great reviews and super host status on a personal account, but we're planning on building a brand via our management company and buying cabin communities / boutique hotels as well.

I highly suggest getting your feet wet in your local market if possible if you plan to rehab or manage the property yourself.

You need to make a written plan with him to get this over the finish line, with cost estimates.

It seems like it would be great to flip one property while planning on getting another one ready to add to my rental holdings.

In the Houston and Katy markets, prioritize cash-flowing properties that can withstand current high interest rates, and plan to scale by reinvesting cash flow or refinancing when rates drop.

Find them at local real estate meetups, but be careful, it's a sketchy business overall.

I had planned to slowly build an investment portfolio on my own.

Care to share?