The real estate market is strong with property value remaining high. 

I'm looking into multifamily (duplex & self landlording) in my local area to get started, but my tri-state area (CT/NY/NJ) has a high entry price point that I'm concerned with over leveraging myself and losing liquidity on my first deal. 

One last advice I can give you is that MORE is not better, choose low maintenance high demand locations and the rest will fall into place.

I'd also highly advise against ever renting to anyone that has the intention of doing STR arbitrage.

prices and rates are high and there is lots of competition for deals, both on and off market. 

High paying jobs and these personnel will be looking for nice rentals.

It’s a sole proprietorship.Wewe want to use her condo as a rentalFor tax purposes we plan to file separate every year because of her high student loans. 

But if your interest rates on the debt are high, you may want to use some of the money you've saved for the down payment, to pay the debt down.  

They had a large, beautiful camper parked in Yellowstone National Park where spaces are in high demand.

I did a random search for a week on airbnb and the low end was $60 a night and the high end was $110.