but the design of the keel (pretty swept back) and the prop shaft (really far forward) do make it difficult to get them correctly positioned.
Sounds like a real bugger to get the sling properly positioned.
The question is how much trouble my friend in by using this bent shaft for at least this season. 
No measurements or material are supplied here but IMHO, either the strut could be damaged in trying to correct the bend in the shaft or the fact that it's doubtful the shaft could be straightened out enough to make it turn smoothly while under way.
If the strut is deformed in this bending attempt, I doubt he will get the boat out this summer. Just not worth the high risk.
I am not aware of what the tolerable TIR (total indicator runout) is for a shaft with 30" between supports but it is more than angular misalignment between the shaft flange and transmission flange which is about 0.001" per inch of flange diameter or 0.004" on a 4" flange. And that's really a rough and dirty alignment job. I always try to keep mine less than 0.002". Fortunately, the angular alignment only needs a touch up maybe once in 5-10 years if the boat always stays in the water.