-Daily maintenance issues and cap-x - Being on top of all workers - Creating a schedule and making sure they stay on top of it.Being on top of super -Being on top of maintenance crew -Being on top of a potential manager hire -Payroll and paying anyone/ Sending out checks to employees or contractors (separate from paying general bills).

It would simply be too risky of a venture for a sophisticated private money lender to put their hard-earned money at risk on a deal with someone who is - not only new to investing - but also has no skin in the game. 

The Cubs have more pitchers than they need, and they need to cut their payroll. 

I use QB Desktop for the bookkeeping end of approx 250 units (utilizing classes) I use QB Desktop Pro Plus with Payroll and also run multiple LLC's. 

As far as the W2 info goes, you'll probably want to use some kind of payroll service that will do the withholding and quite a bit of the paperwork for you, but there's still quite a bit involved with the Dept of Revenue, so you'll again want to make sure your bookeeper or CPA is satisfied with the way this is all set up.

Now, I understand that if one makes a lot of unsolicited offers, there is a slightly higher probability that one could hook a less sophisticated seller.

@Matt Ridenour I would present the seller with 3-5 options, depending on how sophisticated they are with real estate.

Depending on the loan the hard money process should be much simpler than your traditional financing option and you could also look at a getting a line of credit that might help before you have the property under contract.If you want to raise a lot money and capital then you start getting into syndication and making sure you have the right legal team advice and then you will also need to be careful to only "solicit" money from sophisticated or accredited investors. 

I will have to pay payroll taxes on this money but it reduces the income tax-wise in the scorp. - With only $90k in income, can I get away with only doing distributions to the two members (wife and I) or is that a red flag (I know it is not recommended but it should be a small portion of the income after expenses)?

Sophisticated investors look at the Rent-to-Value Ratio and look for at least 1% or more to be able to cashflow after expenses.