My house age more than 40 years. Too much water damage that cause roof leakage, my roof drainage also start to leak and broken. Roof drainage use bricks system. How to claim insurance? What the step. Previously I do leaking repair... I pay first, then later they can easy decline

Damage from wear and tear or lack of maintenance is excluded.
Home insurance covers roof damage caused by events like storms, hail, falling trees, and fires.
If you really wanna go that way, you may start with fire or next best alternative is falling tree provided there tree's high enough to do such damage

cannot claim insurance for roof damage. esp leaking issues.