The challenge then is to get rid of the existing tenants to allow me to bring rents to market.

I've since gotten engaged and don't want to move a new bride into a makeshift apartment in a pole barn style shop but the price of building a shop and house of any size, currently, will "overbuild" the value of the location of the land so I've opted to just having a shop and buying a house in town. 

Challenges:  -I live 35 miles NE of Seattle and the market continues to boom.

If you dont make it legal than when you go to sell it you will have the same challenges and limit your buyer pool. 

We are exclusively engaged in SFR markets with most of our volume funneling through from our parent builder.

At the same time , not only does the 90 day challenge put a battery in my back, but a mentor falls out of the sky.

On top of that, repairing a house with 2 kids living there while working full time would be challenging for anyone, let alone a first time homebuyer.

Hopefully she could find a property with enough of a discount that the PITI and the repair costs together would still be affordable, but fixing up a house with 2 kids living there while working a full time job would be challenging for most people, let alone a first time homebuyer.

So making sure you have enough cash to keep the ball rolling is super important.Finding any lender who will lend at this amount will be a challenge. 

Cash for keys I find the best way and least amount of damage.If there are children this time of year, it's more challenging.