Portland has a thriving real estate community with a variety of clubs, making it an excellent location to learn and meet possible partners.

You might be surprised to see some tasks are taking a lot more time than you think they should and maybe you are diving a little too deep into those items or need some automation.I self-manage 13 SFRs with a set of linked Excel spreadsheets.

Excellent insights @Clayton Silva.

3) If I were to create a rental agreement essentially leasing my Home office space to any or all of these LLCs, can each of these LLC's have a separate Rental agreement with same residence ?

I think your idea of trying to buy it yourself is an excellent one!

Excellent solutions!

I know that LH’s get a bad reputation, but with the leasehold till 2050, that’s 25 years of possible excellent cash flow, It’s attractive to me to invest in from that perspective alone. 

These are properties you can rehab and furnish yourself, with the potential to refinance and pull out some or all of your initial investment. 

Flat rate is assigning a charge to each task , now if they say before the job they charge 2 hours to change a bulb , thats what you pay , if it takes 10 minutes , or all day . 

The Almanack of Naval Ravikant (it's free as well)@Will Gaston sent me a copy and it was excellent