Definitely agree with Aaron about talking to a lender first, but I really like the idea of a heloc and having the ability to use it for investing, pay it off, and then continue using it after paying it off or down...but I guess it also depends on the kind of investing u plan on using it for

Really in Chicago it depends on the area.

It doesn't really matter and somewhat depends on how responsibly you handle money. 

#2 is not in your favor-you are very correct.But as usual. ...depends on your deal.

Does your advice change depending on what the repairs are?

I know mobile homes get a bad name, but that is area dependant.

Depending on the size of the home, it can take anywhere from three months to six or seven months to get it ready to sell.

Depending on how busy the office will dictate one on one time with customer service.

@Joe A. ah, so I think it's probably going to depend mostly on your closing timeframe. 

proper notice to enter is usually defined by the state as 24 hours notice. some states require 48. that is your starting point. that being said, coming through with a high amount of showings can be considered as disrupting the tenants right to peaceful enjoyment of their home. if you plan on coming through with one or two, you should be ok (legally) to give tenant prior written notice and come in regardless of their objections. if you think it may take multiple showings, you are likely better off to work with the tenant to set up a block of time for an open house. in extreme situations, you can consider offering a gift card to a local restaurant or movie theater to get them out. the tricky part is striking a balance between what is legal, entering with proper notice, and what is fair and reasonable, since the tenant can purposely leave the house an extreme mess to make it harder to re-rent, badmouth you to potential renters, and may even try to refuse entry. how you approach will depend on your relationship with tenant.