You might make less, but you cut a lot of costs, make the 1031 exchange easy and maybe worthwhile. 

I’ve had to widen my search radius to smaller suburbs or target properties needing light cosmetic work to make the numbers work.Value-add opportunities: Adding amenities tenants love, like finished basements or upgraded kitchens, seems to justify rent premiums in this market.Navigating the competition:Be creative with financing: Seller financing or partnering with other investors has been helpful to secure deals when conventional offers didn’t cut it.Work with local agents and wholesalers: They often have their finger on the pulse of off-market opportunities, which is critical in a hot market.For those new to suburban Chicago investing, I’d say the key is finding the “sweet spot” neighborhoods—ones on the rise but not yet maxed out in price.

The seller can pay for it at closing (the title agent will cut the check to the trade to ensure there is no resulting lien) and provide proof of the replacement to the insurance provider.  

I would protect myself and cut my losses so I was not looking over my shoulder or getting high blood pressure every time I heard a knock on the door (hoping it is not the FBI showing up to ask you some questions). 

Quote from @Matthew Steele: Thank you I appreciate all your responses, yea I'm kinda leaning towards telling her he can't stay and telling her I'm not renewing her M2M lease, unfortunately in Nys if the tenant has lived there for 2+years they get 90 days notice, does this sound feasible?

Just so you know, Vrbo and Airbnb will not allow you to receive an inquiry through their platforms, and then take the booking off-platform, they want their cut of the money. 

Matt is on the cutting edge in this arena.

Hey James,Ah, I see where you're coming from—given the Chicago winter, cutting off electric isn’t really an option without risking serious damage like frozen pipes.

If the partner wants to get a bigger cut on future deals, they can save their money and buy into a larger percentage on the next deal.

I got into this by accident when i took a job via upwork as a VA  for Vontive and stated at interview  i could lower there costs and stress by automating there lead gen.I automated the lead gen and they didnt need 5 0f the 6 VAs they hired and we cut there costs by nearly 60%.Thats when i realised that you could automate even the cross platform data scraping.Then i got some extra clients from Upwork and now Im on here to help, offer the same and expand to others.going to the recorder office/courtYou only need to go to the physical building if thre is information on the documents that you need but cant view online.