Most of my sharpening time is spent reprofiling factory edge bevels. I like edges to be around 20 dpi, most aren't, and a lot of times one side is a little different than the other. The initial reprofiling can take a crazy amount of time, I use a diamond on super steels to set the bevel then switch to stones to refine and polish it.
Steels like M390, 204p, cpm20cv etc. can take a couple hours to reprofile for me. S35vn is on the edge, don't really need a diamond but it makes short work of reprofiling and takes about 1/2 the time as the other steels mentioned.
To touch up an already reprofiled edge takes hardly anytime, straightening and refining the current bevel can be done pretty quickly, mostly I just use a strop until the edge shows signs of micro damage or worse then I'll get out the stones. I only use diamonds for removing a lot of metal or fixing a damaged edge (chips, dents, hard rolls, etc).
Sharpening for me is a bit cathartic, I enjoy it and spend a lot of time ensuring my edges are even and slicey.
I'm not sure how to quantify the time differences but I would say between a carbon steel and a hard powdered steel it's probably greater than 50% more time w/super steels, maybe more. That's reprofiling, seems once a good edge is developed maintaining it is roughly the same between the 2 but you will do it more often w/carbon steel and probably use different stones.
I don't really have many softer steels that I use and have spent more time w/the higher end steels. I've spent 4 hours reprofiling an M390 edge and taking it to a mirror. A Buck I can do the whole process in under an hour.
I've never been a stroke counter, more about time per side and using good lighting to see the edge come together. A sharpie and good light are essential for me, good light being the most important as you can watch the edge develop and see the areas that need more attention. Most times the grind near the tip and the choil take the longest time to come together so more time is spent there than along the main edge bevel. If you're not getting a uniform, full length burr your not going to get a sharp knife.