How can I get over my "fear" to upload a video on YouTube without feeling regrets all the time? How can I get over it?

Every popular youtuber started off with cringy, dumb videos. Keep that in mind.

I have done the same, posted something and deleted right away. Not on youtube, but other sites. Because I was nervous about being judged.

This is one of those things where if you don’t just say fuck it, and go for it you never will.

Putting yourself out there is hard. You have to start somewhere.

If those content creators never had that cringy phase, they probably would not be where they are today. You have to mess up in order to make it in life.

You have to rip off that first bandage. Repetition is your friend here.

What @SergeantQueen said.

I would add, that most content is crap. The bar is LOW.
If you are concerned about being judged by people who know you, you could wear a mask or face paint…Ya know, just something that would conceal your identity, and maybe even be relevant to your content…

Unfortunately, some of us get preoccupied with that kind of thing. I could barely post on QA websites at one point. I remember when I once sent a message to a live radio show and they dismissed what I was saying and I about threw up.

I think, if you feel like that, the only thing is to reach for your copes and feel-goods, and plow ahead until you get so good and comfortable that you’ll wonder why you used to care so much.