A chimney is a hole in the roof with a wall around it, and it leaks like one when it is neglected.
The mortar between the bricks above the roofline takes the weather from every side. It goes first, and it goes quietly.
Where the brickwork meets the tiles. Most chimney leaks are here and not in the chimney at all.
Capping an unused chimney, or fitting a cowl so rain stops coming down it.
When the top few courses have gone past pointing, they come off and go back properly.
Michael comes out, gets up there and tells you what it actually needs, in writing, for free. Usually within a day of you asking.