A few of my biggest obstacles include being pretty old at 35 and still day dreaming about stuff and laughing about things while idolizing my own self-worth which isn't much and feeling great about it! It's pretty silly to mention it but this is what I do with myself. I don't think people like hearing things about themselves that are silly from others in general and makes them mad. This is what I have a tendency of saying to people who make me mad. I'm already prepared for the worst because I've been practicing with being pretty open with myself.
At the beginning of my practice with self-awareness, I felt like crying about stuff because it felt things weren't going well for me. It's very painful and not fun but when that stage passed, I came to a better understanding of acceptance. From having this acceptance, I'm able to be honest about my perceptions with people and they end up appreciating me for telling them most of the time. I'm still friends with them to this day and even with a buddy who I embarrassed and have the potential to do a lot more of that to him.