1. She can use 1 SSWU for the entire journey (assuming she is not stopping over in any of these cities on her segment run).
2. She can confirm some of the legs at 4 days and the remainder could clear or more likely will clear at the airport.
3. Sounds like an excellent use of SSWU given the routing and particularly if the scores the 777
4. She needs to book in Tango Plus to be able to upgrade.

Pay the 15% extra! Likely worth it just in terms of the Aeroplan miles on a routing like this even if she doesn't get upgraded. That's almost 4,000 Status Miles each way plus an extra 2,000 if you signed her up for the 50% bonus.