Our current focus is on finding a multi family property in the Fishtown/Kensington/Port Richmond, University City, Germantown/Mount Airy, and Clifton Heights/Drexel Hill/Upper Darby using the analysis methods taught by Bigger Pockets, and using it as a gateway into more properties in the future.

Here is the brief project profile:STUDIO 6 PROJECT DETAILS:Building Type: Four Storey 63-Room Extended stay HotelProject Name: Studio 6 HotelProject Delivery Method: Turn-KeyDesign-Build Project by Kuvella Location: Bruderheim, AlbertaTypical Module: 12W x 60 LCompleted: December 2016

Are their specific methods or software used to monitor a projects schedule, keep GC's and subs accountable and all involved parties on task?

I would much prefer to keep it as the method you are currently doing. 

Safety, security, opportunity for myself as well as family/friends, leisure, free time, etc.

Does anyone have any methods or ideas as to how to find Roommates / Tenants for this sort of thing?

Labor and capital are really the only two methods that generate income.Fix and flipping, along with property management, wholesaling/brokering, or developing (among others) are really jobs. 

I'm going to try the BRRRR method and keep going until I cant.

I'm thinking about a family syndication that would allow the parents (my parents and their siblings) help secure homes for their children (me and my siblings/cousins) while giving the parents an investment return.My thought is, someone like me or my cousins do not have the capital built up to get a loan from a bank that does not include PMI so offering the "syndicate LLC" a higher return on investment for a short period of time while allowing the child better leverage to grab a house with the cash that the syndicate provides. 

You'll find them a variety of ways: expired listings, landlords who have filed for eviction, probate sellers, pre-foreclosures, and as referrals from active agents, just to name a few methods.