To be accurate leases do not "transfer" per se, I believe in most states as a buyer you need to honor the terms.

I don’t make your state laws per se but I wouldn’t do it prior to ownership simply because of human nature… both of the tenant and former owner. 

I'm looking for Real Estate agents in SE Wisconsin, namely Kenosha and Racine, that understand investment properties, buy and hold strategies, cash flow, etc.

This is called using dry funds and it is not illegal per se' but most title companies these days will not allow them as they can not insure title.

Thanks, David.There's one benefit I can think of--with active business income, one can contribute into solo 401K, that amount can be deducted from business earning, so generating less net profit, hence less taxable income.Or turn this solo 401K into Roth 401K, so all profit generating afterwards are tax free.Maybe at some point, the advantage can exceed the SE taxes.Is there a way to structure it to give us the flexibility?

If you're only investing in rental property, your best resource is the Apartment Association of SE WI. 

Heck, when I lived in Stockton seasonally and had a house there, the neighbors commuted to Oakland and San Fran (not recommending any markets per se but there may be some closer to consider taking a look at)...best of luck

Didn't use a realtor, per se, only a Flat Fee MLS listing broker. 

So in essence, you may not be able to time the market, per se, but you can definitely have a good idea of which direction it's going in!

The state initiated an investigation (#4), but then essentially put it on hold pending the outcome of #2#2 dragged out for about a year because the tenants were pro se in the court and the judge gave them A LOT of latitude.