DIY or hire help for taxes?

[Jonathan Small]

I have 2 people that I sometimes partner with on real estate deals.

I use a CPA because I have a number of rentals and a few LLCs. I understand the value my CPA provides for me in my situation.

However, when should my other 2 partners hire help for taxes?  I also don't know how to price financial services for them.

1. He is a full-time W-2 healthcare worker that makes about 72k yr. No children or wife. Ownes his own house and 2 rentals that is in an LLC.

2.  He is married with joint income of about 148k. W2 and 1099 income, 2 kids, renting, and 1 rental.

At what point does it make sense to hire tax help and how much should that expect to pay?