I was able to offer quick closing to help the seller out in offloading the property.

My concern is, even though I am obligated to honor his lease until the end of June (estimated closing is June 15th), I don't know anything about him beyond his name.

Drive a 2009 car that is paid off.I'm taking this next year to rent in Chicago (rent is about 1600/month) but am starting to seriously think about house-hacking and want to start talking numbers now so that I might be ready to close about a year or so from now. 

Also read this article and watch the embedded video put out by Propelio.

Double closing and EMD are my goals right now.

Many of the property managers talk to each other and compare notes and share marketing ideas and 'run comps' on each other.The other option would be the 'enemy method' to search for similar size home within your community and others close by with similar amenities and scour their calendars. 

Have you closed yet? 

You can always pick those up after the lease ends via a judgement in court - you will have the same odds of collecting unpaid rent (close to 0).Sometimes we take it personally when folks do stuff like pay late every month - landlords live longer when we learn to not take things personally.

Oftentimes, we would work closely with CPA to make sure how our borrower's taxes can be filed that would save them from paying taxes, but also making sure they can qualify in a lender's perspective.You would want to make sure your first few deals has an acceptable of return in order to lower your DTI and expand your investment portfolio in Real Estate.

Would you have won or not even close?