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As I stated above, I would not personally install jackplates on a whaler drive. I have never operated, or even seen any boat with a whaler drive and jackplate(s)

The purpose of my post was to insure that you saw that Whaler Mark's jackplate recommendation was for a different boat and transom. It is not a guardian, its an outrage. They look alike, but the guardian is heavier. WM is recommending a jackplate on an open transom, you are requesting info about a whaler drive installation.

I own and regularly operate a Whaler 27 with a Whaler drive. The whaler drive is a platform that actually supports the engine weight with flotation, and adds a full 3' setback from the outside of the closed transom to the props on the motor. I have twins on this application.
I also own and operate a 1986 Outrage 18 with an open transom. I use 1 motor to power this boat. The only problem I have with using a jackplate on it would be the setback and additional weight of the jackplate. I don't use a jackplate, and I have never needed one with the original engine install on this boat. I am currently repowering this boat, maybe I will need one with a single repower? I don't think so, but I don't really know.

Just remember, a whaler with a Whaler Drive is a completely different boat than a Whaler without one. The flotation of the Whaler Drive that the engines are attached to completely changes the way the boat handles because it adds 2-3 feet to the boat. A 25 foot Whaler becomes a 28 foot whaler with a whaler drive.

If I was going to get information on mounting engines on a 25 classic style hull with a whaler drive, I would contact and review everything the member DUF has posted on this subject here. I think he would have the most recent experience with exactly what you are requesting information about.