@Kristopher Kyzar thanks for the article!

Once you have a shortlist, sign up for an account with each one and test them extensively to see how they function.

Take a look at BP's blog where new articles are published every day: https://www.biggerpockets.com/blog4.

Just a heads up this will not be tax free, it will be a pro-rated exclusion.

They usually come with fairly steep rates and high fees/points at closing.

STR is a bit weird because the Covid travel demand pushed the price hardcore for the last few years. 

I have over a decade of experience in strategy consulting and in real estate underwriting for new acquisitions and ground up developments.

I'm here in the Tampa Florida area too...

As long as the wholesaler is direct with the seller and the deal is real, go for it.

We've found it's more capable than others when it comes to integrations, reporting capabilities, and efficiencies.The software you've mentioned will be better for the PM activities (property-specific transactions) than keeping up with your financials as a whole.