After weeks of delaying, I watched the online tutorial. I watched several YouTube videos (and it doesn't escape my mind that it's more than a little wacked to learn how to put needles in your kid from watching YouTube). And we did it!
Alex said it hurt "a little" going in. I did use EMLA but don't know if I did that right. I rubbed some on the area. But then you wash the area right? I rubbed it in. I waited 30 minutes. I wiped with an alcohol wipe. Then I wiped with an IV prep wipe. Then I inserted it. She yelped when I pushed in the inserter slightly. No big screams. She said it pinched going in. But she didn't cry afterwards so I don't think it was too bad. When we have bad site changes that hurt, she cries afterwards for a bit so I know they hurt sometimes in some places.
So...we'll see what comes next I guess!