I'm based in NJ it's so expensive here.

As for your "better off in the stock market" comment, your analysis is flawed because it is based on an equal cash vs cash assumption.

Especially if you’re making decision with huge financial decisions based on the words of non-expert strangers on a free website. 

Based upon Akron Ohio market or just NE Ohio in general, what kinds of leverage am I able to obtain reasonably to pursue another deal?

Along with capital gains based on final net sales proceeds minus reduced basis.  

I've thought of 3 different approaches - 1. co-borrow...multiple parties on deed, entitled to % rent & depreciation based on investment, have "access" to property2. co-sign...multiple parties not on deed, negotiate % rent & depreciation based on investment, no legal access to property3. side-deal...parties gifts the down payment, operator must qualify for loan, all other details TBDAre there more approaches/options?

Hello,I work for a family owned and operated company based out of Dallas, Texas.

I work with a handful of investor friendly lenders that don't require W2s or tax returns (lending is based on the property not the borrower) but am always exploring new avenues.

When the properties pass to your estate, then the get a new basis based on the value at the time of your death.

Reality is few markets have out performed San Diego in residential ROI and no one should be choosing a different market based on historical ROI.