Like already mentioned how you will layout inside has an influence on how you want to lay out your doors.
My last shop I had a single 20' wide door adjacent to the man door but the shop was only 34' wide and I had to pull in at somewhat of an angle which was beneficial with my wider door opening and not having that center divider between two smaller doors.
My current shop is 60' wide (50' deep) and I chose three separate doors when designing this shop. The largest door on the right is for the RV bay/storage bay which is 14' tall by 16' wide for the 20' wide bay. There is a dividing wall between the 40' wide shop with the two 12' wide doors and the 20' wide RV bay with the 16' wide door. Access between the shop and RV bay is accomplished by a man door between the two as I didn't want an exterior door for just the RV bay for aesthetics.
The other two doors are 12' wide with the man door in the middle. I chose to go 12' wide to allow easy access without having to mess with folding mirrors if I wanted to pull in at any kind of angle. This is much nicer than with 10' doors compared to what I had on a previous shop. I also kept the doors approx. 4' off the sides of the 40' wide shop area to allow storage of tools and cabinets down the walls and still allow vehicles to remain away from them when pulling in and align perfectly with the 2-post lift in the far left bay. I can actually put a car in the middle for three wide which is made easier by having a 12' wide door and pulling in at a slight angle.
Personally, I think there are pro's and con's to both types of door layouts. Door budget will be more having multiple doors but with larger single doors a much more expensive header will be required, at least in some regions based on snow load, etc. Also, access to your shop will play a role but by looking at your site layout it appears direct straight access is not an issue so either style would work, whereas if you had to approach the shop from the side of the house and have less setback from the house to the shop a wider door would be beneficial.
Good luck on the build, looks like it should be a nice setup when done.