I know the price of the property, the going rents, and if some development is coming that will either hurt or help my situation.

Your state or city real estate planning committee (each state has a different name like planning and urban development or planning and economic development or city planning commission) has meetings that are free and open to the public. 

I have shared them with the Development team.

Is there a super spreadsheet or software out there that can handle things like:-Vacancy of single units in a multi during a rehab and the associated costs (utilities during rehab)-Projected capital expenses at a specific time...parking lot resurfacing in June of year 3-Seasonal expenses like snow removalMy point is that a percentage of something is too generic and does not represent how cash really flows.  

Prop yourself up properly, develop a reputation for being on the up and up and this wont happen

There is space for development - Waco can grow east, south, and west.

I'm currently working in the South Bay (Palo Alto, Los Altos, Mountain View, Sunnyvale, etc.) doing brokerage and some development.

Looking to get started in real estate investing and really just trying to develop a strategy right now (i.e. what type of strategy to start with, where to find properties).

It sounds like you did very well.The bad news is that now, in addition to being the other professionals that you are, you are also a Real Estate Developer.  

Many investor stuff suggest dealings as if you were car salesman, so take care in what you read.Read my blog on BP, How to develop a good BS Meter!