On paper there is a draw down to zero on the 37 seaters out in to the 2020-2024 time frame. However, the 26 50 seat props (nearly 30 years old) are still in the plan to 2025 and millions of dollars are being spent by CHR to extend the service life. Odd choice but I assume that cost of ownership is zero and that low cost is passed on to AC via the CPA making them somewhat desireable.
Fate of 50 seat jets beyond 2020 undetermined. Fate of 19 seaters undetermined.
I agree that the CPA level pilot supply problem will ultimately be managed via consolidation and upgauging of Express flying, and repatriation of Express flying to mainline/Rouge.
Current Express pilot population is approximately 2200. With attrition and competition for entry level candidates one could reasonably expect that total population will reduce measurably over the next few years.