Or they don't move out in time.

I have never worked with section 8 but it sounds like your tenant wanted to move but wasn’t sure she’d get the go ahead in time.

@John Geldert, I started the foreclosure but flipper found a buyer and closed in time. 

I figure I could offer him to do basically a long term seller financing so he’d have some monthly income, continue to live in his home, and then pass the note along to his daughter in time as a relatively stress free inheritance.

I think your plan sounds amazing, and if I could go back in time I would have got started with house hacking.  

If you try to close the day of the sale, it might not get closed in time.

If I'm able to shrink that living expense as much as possible, even if it doesn't "cash flow", I still think its a great investment in time and my overall wealth building ability.  

So this will affect ROI analysis at specific points in time too.

If I could go back in time, I'd go with a PM for my first deal.  

utm_source=newsletterYou can find a glossary of some acronyms here: https://www.biggerpockets.com/rei/real-estate-abbreviations/You might also want to read: The Ultimate Beginner’s Guide - https://assets2.biggerpockets.com/uploads/user_file/file_object/329/UBG_2018.pdf...actually the entire section: https://www.biggerpockets.com/guidesBP has a whole section dedicated to education and starting up - https://www.biggerpockets.com/intro-to-rei/overviewGet busy with the entire Education section on BP:https://www.biggerpockets.com/hubs/property-typeshttps://www.biggerpockets.com/hubs/financehttps://www.biggerpockets.com/hubs/strategyhttps://www.biggerpockets.com/hubs/finding-deals/analyze-dealshttps://www.biggerpockets.com/hubs/property-management (including TENANTS MAINTENANCE)https://www.biggerpockets.com/hubs/business-operations (and the sub section on REAL ESTATE MARKETING TOOLS & TECHNOLOGY TAXES & ACCOUNTING LEGAL TEAM)One way or another you will pay your "real estate tuition" - either in time, effort or money.