He knows how to do almost everything, but due to his pace I use him for mainly handyman work(toilets, fixtures, tuckpoint, wood work, switches/covers, etc) He has done minor HVAC and electrical for me as well, but..

You mentioned a career change, I think going into the trades like plumbing and electrical are great and you can make good money doing those, but I think you may be taking on too much by trying to do that right now.

Another consideration, @Jay Hinrichs, is whether the electrical infrastructure at the property can handle it. 

You may not occupy your apartment without electric service except during brief interruptions beyond your control.

I think flipping is the way to go on this project since it’s my first deal which has always been the plan but very grateful for some guidance. 5 weeks of tear out, wall paper removal 🙃, new electrical, deck supports, HVAC install…we start putting it back together!

Here's what I've learned:Inspections Are Non-Negotiable: Always get a full inspection, but don’t stop there.Plumbing & Sewer: Have the plumbing and sewer systems checked specifically, as these are common problem areas in older homes.Electrical System: If the inspector flags any electrical concerns, bring in an electrician during the inspection phase for a detailed evaluation.

They're not connected to the electricity grid and don't have air conditioning or amenities.

I am looking for insights from anyone who has recently upgraded their electric service in Chicago.

If the house has the right updates for electrical it is a very in demand area for Section 8 tenants as well.

Assets identified in this study include:Appliances: Dishwashers, refrigerators, and ice machinesInterior Finishes: ceiling fans, flooring and decorative wall treatmentsFurniture and Fixtures: shelving, counters, mirrors and cabinetsSpecialized Equipment: diagnostic machines and hydraulic liftsSecurity and Communication Systems: key card readers, telephone connections and security cameras30% of the total depreciable basis was classified as 15-year class life.