In my job as a Product Manager, I make specialized software for internal users in my company. Watching people use it can be so painful.

An example: Look at dashboard view > memorize client name > go to client view > type in client name to search > click to view the client

When they could have just clicked to view the client from the dashboard.

After I finish cringing, I just take it as learnings for how to build/design better in the future.