How about realizing that when you use the current property taxes of a property you are buying to calculate your per door profit that the following year your taxes will reset to what YOU paid for the property and will likely significantly increase your tax expense - which can take you from a positive cash flow to a negative cash flow on a low cash flow property… now you are paying your tenants to live in the property every month out of your W2 income  hoping for an appreciation play until rents hopefully increase.I could go on and on.  

A good real estate accountant can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding an accountant who specializes in real estate taxation, business taxation, financial planning and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.

In a way it sounds easier to me than investing in my business, because I've struggled scaling my business with paid ads (which is the main investment I could make on it) and because with real estate as long as I don't try to play smart (by buying a foreclosure or a fixer or something inherently risky) and if I keep it long enough, then chances are that it would make money in the long run.. don't you think?

For our next play we want to get into a single or multi-family, and preferably participate in what seems like a booming market in Florida. 

Quote from @Alex Silang: Stop playing around.

@Timothy Franklin look her up on socials and you may be able to get some guidance, but this is playing with fire from where you are at now.

I'm still playing with the layout and trade-offs.

If you told him you have been playing pickup games for the past year and need help improving your jump shot, now he has evidence you're motivated and a specific goal he can quickly help you work towards.

Doubtful this scenario comes into play.

These are huge when playing on the algorithm.