Mississauga will be doing a large scale replacement, they are planning on doing it over 10 years. They have a couple of ways they're doing this.
New/rebuild signals are being built with the black face with the yellow reflective backboard as anyone can see when they drive through intersections, for example Confederation and Paisley (turned on in February/March), Creditview and Financial (turned on in the spring), Aerowood and Ambler (turned on in February/March) all have the new heads. There's obviously a bunch more with black faces but those are some of the more recent ones that have new heads.
Then old signals not part of the new/rebuild program are being modernized as part of a 10 year program. There's two ways this is occuring. Signals that require significant work (concrete, tactile plates, multiple arms) are part of the new/rebuild contract, you will generally find this on roads that have a MUT.
The second way is with the maintenance contractor, which further has two ways, the first being when a situation occurs where a pole gets hit and a signal head needs replacement they will install the new black faced head, then come back a couple days later and update the rest of the signals. The second is just general upgrades, the city says here's the 10 intersections we want to have new heads and the contractor does it.
Internally the city has a dedicated staff member for the signal modernization program, originally it was a joint effort between the maintenance and capital teams but with how big the project became they decided it was best to have one person dedicated to it.