this is good.2. saving up a bunch of cash to "retire" as quickly as possible, putting 100% of it in stocks, and then obsessing about the safe withdrawal rate for the rest of time. 

Renting and eating the loss is a gamble on future rent increases, but the market and high costs might not make it worth the stress.

We would be open to small multi family in the future.

For me, start with either the property who's lease expiry is furthest out in the future OR property that has seems like it will be easiest to manage.3) From what I have heard, rent has really moved upward in GVSC - I'd call a couple RE Agents or property managers that have rental listings in the area and tell them your situation / ask them to send you closed rental comps.

My question is - is it more advantageous to have me own the business entirely so that I can capitalize on the tax deductions & tax refunds so that I can in turn contribute more capital to purchase future properties together?  

I think what you're doing with your plan for your future is very smart and hope to contribute to your goals.

Rent exchanged for work is usually a slippery slope in the future.  

I’m doing out of state too, might bounce some questions off you in the future. 

There is almost zero chance that you bring this issue to a head and they sign a lease with a good future prospect for the tenancy.

Hello there,
I believe is my first post so bear with me. I have been lurking on here forever, but just recently became a member so that I can access all the extras.
I am considering investing in a home to Padsplit...