If you get a red card, you can not proceed.

The house gets a deep clean from a cleaning company once a month but this just does not keep up. 

This is my first purchase (don't want to do anything stupid) and the rents could swing 600/month depending on what I'm allowed to do in the basement - I'd be in the red from a cashflow perspective if I can't duplex them.Am I rolling the dice here / do you not typically find out for sure until you close and begin renovations?  

Being able to pick their brains is always helpful, both their successes, red flags, war stories, etc.And as Jonathan mentioned, the very first step of actually taking action is knowing how much money you have to allocate to buying a property, fixing up a property (if needed) and how much a bank will lend to you.  

Also, if you have worked with house movers, any advice on things I should avoid or red flags with these guys?  

are you going to be able to buy deals at a deep enough discount for them to work as a BRRRR? 

Additionally, each deep clean after a mid-term stay costs around $300 or more, which almost negates the financial benefit of the mid-term rental model. 

I am also following your opinion and analysis as well.You were said before that you met this hedge fund guy (or whatever) that their AUM is hundred times more than your AUM correct, but while you able to manage your portfolio and management, their portfolio is all at red. 

Then you also have it for the cleaners as needed.Then I would schedule some time for you to head over and do a full deep clean on the carpets yearly if they don't get messed up in between.

Any additional due diligence questions or red flags I should look out for. since its my first time to invest in multifamily3.