but selling a trophy asset in a great area and then dumping the proceeds into money pits just because of paper math... would not be my step 1.hope this helps

It can take up to three days to serve, then you can file in court after the 3-day period. 

The sale proceeds likely won't fully cover my loan.I have a few questions: What documents will I need to complete the buyout of the first lender?

I don't try to evict based on neighbor complaints as those aren't super reliable and the people likely won't show up to court. 

And you get feedback at a level high enough to determine how to proceed. 

I'm currently planning to purchase a commercial multifamily building in Chicago with the proceeds of a 1031 exchange.

10% down 2nd home loan and savings from the proceeds of already owned STR's.

This includes marijuana.If you decide that the apartment would meet your needs and wish to proceed with the application process, we would need copies of a month’s worth of your most recent pay stubs and photo ID for all applicants aged 18+ (I can scan at the viewing).

If the seller has equity at the closing table part of the proceeds could go towards the utilities being caught up.

I'm going to reiterate what's already been mentioned above, but I'm going to actually give you examples of why it's relevant to you to find a U.S. tax professional.1 - You're going to need to file U.S. taxes once you have property down here, there's federal filings, state filings, and sometimes local filings too2 - Tons of tax treaties between the U.S. and Canada that are easy to miss and can cost you a lot of money (important one with rentals - effectively connected income - if the professional you talk to doesn't know what this is, run away)3 - The amount of days you spend in the U.S. needs to be tracked and if you go over a threshold, all of your worldwide income could be taxable by the U.S.4 - Selling real property means up to 15% of your sales proceeds might not be available to you for years (FIRPTA)5 - Lots of nuance at the state and local levels, which both want to take as much money from you as possibleMain takeaway here is that you should find a U.S. based tax person.