So the 75th anniversary contest has 75 different prizes (including 750K aeroplan points as the top prize -- but fuel surcharges not included!), and it looks like all you need to do is fly AC at least once during the contest period. Additional flights don't appear to earn additional entries, alas. http://www.aircanada.com/en/offers/air/ac75/ac75.html But check out the prize descriptions in the official rules, and especially that for the AC SE status prizes (six to be handed out): Earning the SE status sure seems like hard work at times, but I'm not sure I would have assigned it that high a value. Maybe by counting the cost of J fares equivalent to the eUpgrades?