Not sure if anyone in the Canada section would care, but have been working on this for quite some time now, so I'm posting it anyway.
This is what I think is a realistic vision for Vancouver's skytrain system in 2040 (or before depending on investment levels). All lines are grade seperated skytrain or similar tech with the exception of the Surrey LRT which would run at grade and be similar to Portland or Calgary's systems.

Larger Version
Rough buildout would be:
2016 - Evergreen to Coquitlam
2020 - E/M Line to UBC
2023 - Expo Line Extension
2027 - Hastings Line
2030 - Surrey LRT
2033 - Millennium Line
2038 - Canada Line Extension
2040 - Crosstown Line
This buildout would represent a similar rapid transit capital expenditure per year as Vancouver has currently been seeing, which I feel is pretty conservative since the region will be growing denser and transit will be growing as a mode share.
I have not included express bus, westcoast express or any streetcar programs since I didn't want to clutter the map, however they would naturally compliment the system.
Enjoy