What would you do with this?

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My roof has an issue with the tiles splintering every time there is a frost. Each spring I scoop the pieces of tile out of the gutters to stop them travelling into the drains.

There are no leaks inside the building, but I am wondering how long left I've got. I did find some of the ridge tiles had huge gaping holes two summers ago so I climbed up and replaced them with new ones.

95% of the damage tiles are the ones that have been cut along the gulley, as per the image.

Thing is, is it even possible to replace the tiles in the photo without pretty much taking the whole thing off?

If it's a whole roof job I won't attempt to DIY it, but I'm comfy with sand, cement and a trowel (and an angle grinder) so I wonder if I could replace just these damaged ones?
 

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I suspect what has happened is that once the tile is cut the exposed part has lost its glazing / along with the cement element holding water.
If you are thinking of replacing it then you might like the grp valleys.
 
Thanks.

Would you replace the whole roof or just the affected tiles & valley?
 
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OP,
If you replace the whole roof you will be able to bring the roof cover, membrane & insulation etc. up to modern standards.
And, as above, replace the lead valley with a GRP valley.

To replace the valley and/or valley tiles only, but not the roof tiles, would entail working on an already fragile roof surface.
The tiles look to be from the 1950's?
But the choice is yours - you can see the whole roof from both (all) sides?
 

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