Next using your measuring tape measure from the bottom of your fascia to the top of your gutter and mark down the measurement.
Pop up gutter drain freeze.
That would allow the water free access to.
Usually the pop up has a drain in the bottom to eliminate standing water.
Clogged gutters can be a serious hazard and can lead to the formation of ice dams along your roofline accelerating the freezing of your downspouts.
Move your ladder down a few feet and repeat step 3.
I am assuming that the pop up drain is at the end of the pipe and is the outlet for the gutter.
I would see if you can remove the pop up for the winter.
Yes the freezing issue is the only concern i have with this system.
That is assuming there is no water retained in the pipe that can freeze.
Continue to move down your gutters until you reach the downspout.
This year i am placing a u shaped wedge to keep the pop up open and might even cover the whole emmiter with an old bucket.
One of the bad parts about gutters draining underground or just draining is the the specific conditions similar to that which forms ice dams.
I also left the gap in the connection between the aluminum downspout and pvc adapter uncaulked to allow another place for water to escape if the system.
Climb up to your gutter where it s furthest away from your downspout.