I am a contractor (painting) and investor in multis but have not purchased any in sometime. 

I got additional funds however, I negotiated with a contractor and got the project completed at a lesser amount.

My dad is a contractor and he works on some of the condos they have in Boston proper and the prices are enough to make your head spin.

If you want more you can hire an agent to purchase the house and get contractors to perform the work under your supervision.

I’m seeing a lot of contractor vans and dumpsters.

It will show you repair deductions, so you can get an idea of whether the tenants were constantly breaking door knobs, doors, faucets, etc or whether the repairs look more like non-tenant caused problems like electrical or roof issues. 

I'm a contractor in my mid 40s and am looking to begin investing from a passive income perspective. 

Is there still a time period before finalizing the deal to inspect the property (by an inspector) and get bids from contractors to determine the rehab cost?

I am looking for a real estate agent or broker who has worked with investors before and who can connect me with reputable property management companies and investor contractors.

Then you sell the property to a contractor, investor, or home owner, under similar terms with a few twists.