Originally Posted by: roberto.fronteddu

My problem is that I am having a hard time making it play nicely. First, my thumb articulation hurts a bit and after practicing this chord I feel like the tip of my thumb is a little numb (the light articulation pain only happens while I play).[/quote]

You definitely want to find a way that doesn't hurt your hand or cause you any kind of discomfort.

Originally Posted by: roberto.frontedduI make the chord but I leave the middle finger out.

Exactly what chord are you attempting to play?

[quote=roberto.fronteddu]Do you think I am going to hurt myself if I do this stretch every day until I can do the chord naturally? Link to picture of me doing the chord: https://ibb.co/N3RQVCw

It looks like your thumb might be a bit too far over the top of the fretboard, your wrist is bent a little too far for comfort & your palm is pushing up against the neck.

These are difficult positions to get right. Especially since your hands are only so big & the guitar neck is a certain size.

Try to get your thumb on the low E string, just enough to make it sound. then put your index finger on the high E & B same fret. Try to be as relaxed as possible. Then add your middle and, or ring finger. I'm assuming you are working on an E major barre chord shape with your thumb on the bass note.

Hope that helps!