Typically we have this signed at closing and then post a notice for all the tenants with the new owner information and way to pay rent within 24 hours of closing.

Typically you'll see better value in bigger deals since less people can qualify for them.

Typical guidelines are 2 years for fha and 4 for conventional after discharge of BK.

@Mike Madeja Dupage county as a whole does provide some good opportunities, but as other posters have mentioned, homes typically come with higher price tags.

what is the typical amount one needs to insure?

Which is why I typically call one landlord prior to the most recent for a more honest response

This type of attitude typically shows up during the application process and should be grounds for rejection.

A smaller bank or credit union is typically more flexible, so I'd try calling several of them if that's what you need. 

@Brian Murray a lender would be best equipped to handle this question, but for most secondary loans (Fannie/Freddie) that I've seen you'll need to go FHA to take advantage of lower downpayments with an owner occupant situation. 5% down conventional is typically single family residences.

When you get a house under contract (typically the hardest part, which would mean that you found a house that would meet an investor's criteria and the numbers made sense) you have to find a buyer for it.So you'll first have to send your signed contract to your attorney/title company so that they can do all of their work checking the title and whatnot.