Tonight, it seems to me that obtaining a real estate license in California is the best investment at the moment.Unfortunately, California has no reciprocity rule, meaning my license would be useless if I moved elsewhere–which is quite disappointing.Still, I think it would allow me to start working in real estate as an agent within a few months.What do you think?

Look up Medicare's IRMAA, Social Security tax rates (no idea if you will see this, but it will likely be around is some form), and the Widow's Tax Trap, which will cause the remaining member of a couple to pay so much more in taxes.My point here is that deferred income may seem nice now, but you will come to hate yourself when the taxes come due.Regards!

(And it seems there's at least some chance it doesn't pass at all, based on the opposition they're setting.)

While it may seem like a good idea to pay for the downpayment on a house and let your lender cover the rest of the expenses, there are potential drawbacks to consider.

Probably I have, but seems pretty rare in this area.   

Areas like Jamaica plains, Brighton, and Allston seem like good places.

Yes, I have been all over Airdna and Zillow for a while now and it seems as if the ADR just isn't high enough to justify the cost of the homes if I wanted to buy a house and set it up as a STR.

It seems that if your property is not in rural location Starlink will probably be slower than other available options but I'm not sure if this has changed as it's become more widespread recently. 

The numbers don't seem to work here since prices have gone up. 

If you intend to expand to multiple property ownership, or if you do or intend to have other assets you wouldn’t want to jeopardize by real property ownership liability; then spending $350 - $550 to set up an LLC, and $125 for tax software to fie taxes, and 3 minutes to go online once a year to file a one half page information report, seems like a small price to pay for the protection, peace of mind, possible retirement plan benefits provided.