There is no "ride the wave" of appreciation as the neighborhood transitions play.

It’s difficult now to buy anything else though because people are bidding $30-$40,000 over asking price, inspection waved, often same day property is listed, mainly people coming in from California with extra cash.

— that’s assuming I waved all conditions and seller has agreed to close out 3-4 months after the negotiations.

Use for buying foreclosures when the "wave" hopefully hits?

I should mention I plan to use RentRedi and see they partner with Wave. 

IMHO make sure to keep rental price affordable and ride the wave.

So although the number of Americans who applied for jobless benefits fell slightly to a new pandemic low, they are declining more slowly, a sign the labor market could be experiencing a setback amid another wave of corporate layoffs.

Now, though, there hasn't been a stimulus in some time and we're seeing another wave of covid–times are tough and I think empathy is essential.100% agree with @Anthony Marin. 

Hi @Isaac Sosa, this is a dynamic question with a few key issues, and I'd focus on these two:If you had a magic wand and could wave it here, what would be true of your life, income, and work 5 years from now? 

I don't have much experience with renting in Chicago in the winter, but I assume that with this recent COVID cases wave, I don't believe it's becoming easier.