I hope to have multiple properties under this entity, so changing equity split to compensate based on one job at one property doesn't seem to fit the bill.

Each side would then have an ARV of 525-550, if we cant convert back then it changes the ARV drastically to only 600k.Again the property is located in a historic area which has a lot of restrictions.My question is, exactly how hard would it be to get the permits to change the property back into 2 units and also how long would this take?

They rent fast, they stay rented, and the rents are strong (higher than my other properties).

Greenwich changed the rules for R-6 back in June of 2017. 

Sometimes your risk reward changes substantially with the types of projects you can get into for one vs the other.As some other posters have alluded to, time constraints drive a lot - a light rehab/cosmetic buy and hold is possible for navigating while having a 'regular' job - and certainly managing rentals while working is possible as well.The last one, and I'm surprised no one has mentioned this - is market specific. 

Because I don't want to pay for someone who lies or changes their mind.I'm crystal clear about what I am looking for, so people can easily weed themselves out before paying the application fee.The tenants pay the whole fee to the website I am using. 

This time of year is generally a little harder to get properties rented out because of the upcoming holidays and changing weather.

Home Possible is 95% LTV, as compared to FHA's 97% LTV, but with the added benefits of beginning with a conventional loan (no mortgage insurance for life of the loan, as opposed to FHA), having a stronger offer, no self sufficiency equation, plus less strict standards for home condition that can kill the value-add ambitions you had with your FHA.Recently there were other changes with this program that makes it an even better product, and the only person on this whole forum who seems to be catching it is @Chris Mason who has written about it herehttps://www.biggerpockets.com/forums/517/topics/42...and herehttps://www.biggerpockets.com/forums/49/topics/609...I just wanted to point that out as you get into it because if I hadn't found this product I'm not sure if I'd even have a house hack right now.  

I'll have a nice chunk to through on my other debts so I'll be able to knock all of them out pretty fast.

I don’t have their phone numbers, just their names. 3 days ago I put a paper notice on their door stating ownership of the property has changed, they are late on their rent and please call this number to submit payment immediately.