Message me with your address and what customer segment / market you are going after and I will offer up my thoughts.

I hope it will be a long time from now, but I and 2 other siblings are the beneficiaries of a SDIRA (non-Roth) that primarily owns a 300+ acre timberland tract in Virginia with some cash reserves in the account.

What should I look out for while writing my contracts and explaining them to customers?

As a contractor I had to work for money, be at the mercy of the customer, jobs and timelines never seemed to go as planned, only to pay tax on the money I worked for.

Now you know, you need to send out 5,000 postcards to get those five deals..You will know the cost of acquiring a customer/property after all this..

High end customers will require Concierge services. 

I think you're over-thinking the bank account...if you don't want to use the account you have now, you could open a new one strictly for collecting rent.

The only thing the bank required is that I had a checking account with direct deposit setup into their account. 

If you own a rental property financed with a DSCR loan, the income and expenses for that property must be reported on your tax returns, especially if you own the property personally or through a pass-through entity (like an LLC taxed as a sole proprietorship or partnership).Lenders will review these returns and account for any debt obligations associated with your investment properties, regardless of whether they appear on your credit report.

My accountant does not have experience with this part of the tax code unfortunately.