Because much will depend on the specifics of your market, I can really only stay general but it sounds like you are on the right track in formulating a strategy to get your rents closer to market and retain your tenants and tenant satisfaction (of course, should one leave, I look at the bright side, a chance to improve the unit, get a new long term tenant, and even up the rent when warranted)..

That is I am developing a Strategic Plan, but currently at The entitlement, CEQA point.

Strategic and consistent marketing will benefit you greatly.

Great to get different opinions in formulating your own path.

There were a lot of email's back from agents that now needed to be dealt with, and that was about 50 offers we strategically sent.  

I don't strategically place them, I use postcards and yellow letters strategically. 

I like Bill Gulley's formulation:  Real Estate Operator.The real reason you are having trouble with what to call it is that you cannot call it what it actually is.There is a name for the process of facilitating transactions for profit, buying and selling options and contractual rights, etc.  

So, yes go after them, but be very strategic in what and how much you go after them. 

For example, the total difference in the mortgage payment is $324,580 which is a lot of money to gain (or lose) just by strategizing properly.

Yet a very strategic motion has to be in place and be effective, so that time is not wasted.