Fun on the Roof

We recently borrowed a very large extension ladder and one of the first jobs on our list was to do some minor roof work. Some caulk work needed to be done around the flashing on the dormer windows but we decided to also take a look at everything else while we were up there since this roof has recently gone through some very rough storms.

Here is the flashing on one of the chimneys. We will eventually need to work on this before it starts leaking.

The flashing on this chimney is less than a year old and is in good shape.

This vent's flashing will need some work as well.

Here are a couple of other views from our roof top.

What do you think, does our roof look like it is in good shape or should we be saving up time, energy, and money to replace it soon?