Cash flow takes good vision and great "hunting" for the deal, but it's certainly possible.  

So it's possible that the assignee might decide to cut his losses and forfeit the fee amount he already paid in.Regardless of why this might happen (which is really immaterial), the questions I should have asked are:How frequently (percentage of a wholesaler's deals) does it happen that a buyer backs out of the assignment, andWhen it does, how successful are you in pursuing the alternatives mentioned in Dustin Heiner's article?

So, at the end of the day It’d be a wash or a little loss, cashflow wise, on one house and I’d gain ~$300-400/mo on the other house.

So then divide that lump sum over the 15 years of the mortgage hold period and it’s a NET LOSS compared to what he’s doing now. 

My question simply is, does increasing your rmd from say 600 dollars to around 2grand a month significantly affect a loss of the IRA?

After looking at hundreds of thousands of dollars in suspended passive losses, I'm planning to provide substantial services on my next house hack.

Similar to how banks were buying 2% coupons and 3% MBS's over par during ZIRP which has led them to be Billions in the hole in unrealized losses.   

you get mortgage paydown every month; you might be able to reduce your taxable income from your W2 with passive losses (consult your CPA); hopefully you get appreciation; maybe you get a little cash flow; etc. 

Basically you can fix it now and spend the $10k or as mentioned spend the $ to jet it and then realize it will cost 50% more down the road because of rental loss. 

In my opinion the downside risk eclipses the upside so I would save for a year or two and mitigate the potential for those losses.