I do have osnap turned on… but without it … it won’t snap to the line I’m trying to connect to.

I think it’s a glitch because I’ve used autoCad for over a year and never had this issue

I do not know how to use the plan command, what is that?

Thea issue is happening in multiple drawings. I even opened a brand new drawing and it’s still happening

try this...

Start a new blank drawing.

Draw a line on the screen that extends from one end to another at some distance but with 0 rotation so it's just a horizontal line on the screen.

Now start the Line command again and this time begin in the midpoint of the line using osnap midpoint and then with orthomode turned on click the endpoint of the line with osnap endpoint.

Do you have a perfectly horizontal line one on top of another?

looks like you probably don't have perpendicular as part of the running object snaps.