Short term housing will be good too but there is already tons of oversupply mega apartments here that will get filled short term.Thats the play...the workers will get a short term boost in jobs.  

This can help to make your investment more accessible and can also help to boost your potential returns.Strong economic growth: Chicago's economy is strong and growing, which is another positive factor for investors.

.), or outside factors boosting the neighborhood I'm selling for a profit looking for another opportunity.

You should be updating the units and getting higher rent though no matter what strategy you do this will decrease out of pocket expense and boost your equity right away.

**I have started to apply for jobs to boost that W2 income, which is ridiculous to me bc I make quadruple per hour in my freelance trade.

But if you can find a way to value add, like finding a fixer you can BRRRR or something you can add bedrooms or bathrooms to, or even add another unit to (like converting a garage or splitting a larger home), then some of the properties that don't make sense based on what they are right now can start looking a lot more attractive if you have a good plan to get to a higher ARV or boost the rental potential.

Or just a confidence boost. 

., or other things you can do that can boost your DTI.Best of luck!

If so can I leverage trade lines to boost my credit score and credit history immediately? 

If not, I'd like to see if he has any other property he'd be open to doing the same with, or at the bare minimum talk to me about real estate and possibly get me that jump start/boost I'm seeking.