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moocher
As long as you don't go below the footings, you're probably going to be fine.
Obvs I am not a builder, / structural engineer, - if you think there's a risk, you should probably find one of them to opine.
I will not be having any qualms about digging a French drain down the side of my house though.
That paint on the side of your house may be contributing to damp too - It's (I'm assuming) a solid wall with lime mortar, which likes to be exposed to the air so that it can dry out.
Losing the concrete on the ground is a probably a good start though. - it looks like it's breaching the DPC.
And as with all damp problems, it's usually a question of trying one thing, seeing if it works, and if not, trying another.