Photos of the tree show it has been dead for some time, not hard to tell.the tree fell from the neighbors yard through the fence.

in my opinion it is a particularly tough time to get into wholesaling. 

.✅ Stronger Tenant Relationships – Being involved directly allows you to build rapport with your tenants, which can lead to better communication and longer leases.Cons of Self-Managing❌ Time-Consuming – Dealing with maintenance requests, late-night emergencies, and tenant disputes can quickly become a second job.❌ Legal Risks – Chicago has strict landlord-tenant laws.

Anyone have some good tips for wholesaling around a full time job?

For the time being, might as well get a mortgage in one person's name.Best of luck.

If you can't or don't want to now might be a good time to unload the properties.I will say overall I think that "nobody will care more about your property than you" tends to be much more true than false. 

I have a guy who has been here since July, but I renew his short term stay for two weeks at a time, every two weeks.

As much as I can I try to keep my clients out of serious foundation repair as it is typically not a one time repair, but an ongoing issue over time. 

But do you think that 4-5 years is not a window enough of time for them to recover? 

Might be time to look off-market.