I am keeping my money in a stock trading account so if the market crashes I will make tons of money like during the 2020 COVID crisis, or I will have the cash if a good property falls in my lap.

Since you are new to your city and since you don't feel like you know the landlord-tenant laws that well, I would recommend that you set up an appointment with a local real estate attorney so that he or she can give you a crash course and have them prepare your first lease.

Post crash, condos in my area were selling for 35-45k.

We are investors who were In the market before 2008, stayed in during the crash of 2008, and now have a strong position in the market today.

If my rentals crash, I likely have a flip going.  

correct, by average there're 8 months flat months where they just waiting for more data, so if they cut rate in june 2024, we expect the recession on august-september timeframe where it all collapse, need to re-invest really carefully though, almost everyone is waiting to these moment, but need to prepare also if CPI doesnt hit 2.5% magic number LOL if fed started reducing only in 2025 then we would see lot of crashes even more in CRE space lol ....fun times for the next 12 months LOL

Costs and workload reasons, the last major assessment might have been the last crash.

yes... it's crashing up not crashing down.

I lived through the bust of the 80’s and the crash of ‘08!

in 2011 housing crash many banks took people that were 2-3 year behind in payments and added all those payments back to their principal and then started the 30 year clock over..