I am Italian with most of my extended family living in Italy.  

Flipping is probably a little more intense, but can still be done with a day job, but again, my average flip versus my average rental: flip has made much better returns.And as for generational wealth and handing down something to your kids... well, I guess I view it as: if I can hand my kids a $10mm trust fund held in public securities, or $10mm real estate portfolio, they are going to be pretty set either way, but a real estate portfolio will continually have costs and work, a brokerage account is a bit more set and forget, with some periodic rebalancing.

We're still within the 2 of 5 year capital gains exemption period, so if we sold, we'd be walking away with $400-$600k mostly tax-free. 

The average U.S. government debt has a 7 year period.  

If you have an LLC in CA, you are going to need to file taxes there for your LLC, period.

He’s never too busy to send me an extended listing or to show me a property.

I dont know who wants to buy RE with no real expectation that the asset will appreciate a fair bit over the hold period..

I buy blend and extends for cash nationally where I can extend the lease or backfill.I buy at 10 cap rate or higher.

And arguably I think most would prefer a management transfer period as well, I'd say 2yrs, because you've been self-operating so i don't want to fumble around int he dark to sort what "system" has been used.

That being said, most originators are hit with a clawback penalty if you payoff your loan within 6-9 months, meaning that the originator has to repay all commissions and fees to the buyer of the loan if you payoff the loan within that period.