You might have to dig into off-market deals, though, since inventory is tight.Multi-Family: Always a safe bet if you can snag a good deal.

Airbnb gives you the best bet at getting both. 

Although the property is worth way more than the loan we are needing and the secured collateral lien is really a sure safe bet and some easy money for someone willing to take the chance that isn't in it for anything other than to flip their money for profit/wanting to add to their portfolio, this would be an good opportunity for someone just starting out in real estate investment even.

If we face any headwinds, liquid investments go first so probably crypto but then you bet equities will get pressed.

I bet the rate of Engineers going homeless is all but 0. 

I bet the city would squeeze it in this year to get some $.

It isn't impossible but as @Jimmy Lieu mentioned, there is a steep learning curve.Depending on your liquidity, out-of-state buy & hold rentals could be your best bet if NYC investing is out of the picture.

Stop hanging out with your deadbeat buddies who spend all day drinking, talking sports, and otherwise wasting away.

You bet.

Stop hanging out with your deadbeat buddies who spend all day drinking, talking sports, and otherwise wasting away.