If you can manage to keep up with the real estate market in these markets that we have come to hit, and still be able to navigate the unchartered waters.

I would be managing myself and...I just have A lot to think about.

No management costs as it would be self managed, and estimated property taxes by the average of the past few years.

We manage between 80 and 100 listings it varies winter to summer but the processing of manually Remitting and paying out the property taxes takes much longer than 10 min.

Property Manager – This is another one I really need help from the bigger pockets community in the local area.

@Sean GammonsConsider adding a partner for the second deal to share the down payment and mortgage responsibility, keeping DTI manageable.

One thing I'll add to an off-market deal is you might find a seller willing to do seller financing.You said, "I don't think the time exchanged to manage SFH would be worth my time and the cash flow most likely wouldn't be reasonable enough to hire a property manager.

If you hire a Property Manager they can sometimes help arrange lawn and snow removal service.  

What makes you want to get into property management?

What's your biggest time management challenge?