$500 per day penalty up to $10,000 and up to 2 years in prison for willful evasion per entityNo cap on the amount of entity penaltiesCheck with your CPA, Tax Advisor or attorney on this as it is a freight train of compliance coming!

Of course, you can delegate most of these tasks to employees, but then you should also budget time for employee management, hiring, and training.

How long (Months, year) does the training run and what is covered. 

They are also ensuring the staff is fully trained on how to disallow cost segregation for those that haven't been careful and conservative in their analysis.

Is it an automated voice attendant, is it a call center where you are routed to someone else eventually to get an answer, or is it a live, well trained staff member?

I could easily train virtual assistants to handle these payments and have an app created for encrypting sensitive data for facilitating the transactions through financial service partners from my main line of business.

Because with an HOA in tow that means your not doing it alone, you have active "partners" who will be taking care of a slew of things so think of it like training wheels. 

For example, Clearwater FL (famous beach and Phillies Spring Training) does have a 30 day minimum on rentals, making it essentially impossible to have an investment perform well. 

Interestingly, I saw a paid ad for their inner circle training program on my FB feed just yesterday.

These are professionals with additional training and a stricter code of ethics.