Also the demand for RE investments in PGH has increased dramatically.

If I'm being honest I've yet to close the deal yet, but so far with the help of my agent/mortgage broker I'm feeling very confident this deal will be successful in the long run.

If I can't increase the bookings enough to cover the expenses of running the house at least we are going to have to sell it.

The other benefit of not selling your sfr is that you increase your unit count.

It's really a shame because the code where I own my investment property does not have an owner-occupancy restriction to permit an ADU--as it should be if a town wants to increase the supply of housing!

HML - 90% downpayment, 13.75% 6 month payback period, interest only Personal loan - 13.875% no money down, paying interest and principal.On a 30k rehab loan with 7 year term, I'd pay $555/mo ($355 in principal pay down and $200 in interest). 30k increase in my HML would result in $343 increase in monthly payment So the choice is: Pay down personal loan, lose more money out of pocket till refinance, smaller DP on HML VS lose less money, larger DP, and having to pay full amount later. 

Does the syndication company gain the equity that is increased as principle is paid off or the equity gain as asset appreciates or do the investors realize these equity gains?

Increase rents to market rent2.

You can potentially increase your income by multiples and temporary workers are a solid niche for this. 

I just need to keep my head up and plow through this initial phase because once the ball gets rolling, I'll be more confident.