I was planning on having the tenant pay for all utilities. 

Plan for the unexpected3.

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 specializing in real estate taxation, business taxation, financial planning and tax planning.Consider working with your accountant remotely to expand your options.I would also recommend looking for an accountant willing to work with you throughout the year.

I wish more wholesalers understood wholesaling is a business and not just a fun hobby.

My initial plan had been to do something like Rent-to-Retirement or REI Nation- assuming that I'd be leaving money on the table to pay for their expertise, but hoping that I would learn through the process and develop the confidence to strike out on my own later. 

Sounds like a great plan. 

I personally used business credit cards to BRRRR a deal—no money came out of my pocket.

Getting a bit overwhelmed with all the required County Level and City Level business licenses, STR permits and Tax accounts (Business Tax, Franchise & Excise Tax, Sales & Use Tax) to register with the state.

When you learn the business after a year or two you can either go out on your own or stay with them. 

Does anyone know if Stessa is going out of business?