I work in the architecture industry here in San Diego and am getting started in development myself.  

It really is the spiritual successor...Would you say the software is useful for jobs that require architecturals like builds or square footage changes?

But it's got a branch of the state university system, some cool old architecture, the new(ish) riverwalk... seems like a recipe for success, and yet it just keeps not happening.

Partner and I share equity 50/50.Note: i have experience with construction, architectural drawings and city reviews.  

(Though it's not the most heat reflective) I like Brown (from the mockup) architectural shingles.But throwing a few shingles of the chosen color up there before committing might be a good idea.In the mockup I put some trim around the windows and doors.Maybe toss some Pink Panther Insulation in the attic, add a roof vent or two, and make sure all of the windows and doors are sealed tight.And if you want Home Depot sells Rain Diverters, an L shaped aluminum strip to go on the roof above doors and AC Units.

Handles online dues, maintenance/architectural requests, owner messaging, unit violations, budgeting, surveys, document storage, check cashing, and real time bank sync for accounting.

Make sure that you have read all of the documents (CC&R's, Rules and Regulations, Design / Architectural Guidelines, etc.)

I work on civil only though, so wouldnt be able to answer any questions about architecturally about a building like that. 

Is the land entitled (all civil and architectural approvals in place)?  

Growing up I was always attracted to houses and real estate, and as an artistic person, I even applied to colleges for their architecture programs - and got into many of them.