For example:Purchase Price: $100k (original transaction)Purchase Date: 1999Seller price: $300k but will finance $150k over 10 years.

On the limit that HUD places on the number of deals you can do as an individual:  is it 10 transactions or 10 units? 

My concern is that it's a huge hassle to keep 20 separate bank accounts and am trying to find a safe way to keep the houses legally separate, but keep the finances consolidated somehow.

I would also be prepared to have the transaction unwound.

All of those boxes should be checked to get you confortable with relatively safe, stable first investment for you as you become acclimated to the business. 

Although I haven't decided to hold these properties indefinitely, there isn't really a reason I can't just let them pass through my estate and then under current law all the taxable gain goes away and no significant transactions cost are incurred.

They've done a couple of tough transactions for me. 

I do retail value add.As a principal commercial broker I make a good amount of money transacting as the retail buyers broker.So when I do a syndicate the return for me has to be high for my time with equity upside.So an example:Let's say I close 14 deals a year at 70,000 commission a year.

I’m pretty certain FHA would treat them as separate loans and separate transactions.

Snowball effect in full force - esp with dual W2 401k maxout and the recent bull run.I check it regularly, mostly because I also use it to track our CC spending/transactions.