Texts not going through to one contact

Hi there - I've been trying to look up how to fix this for ages, but can't find anything that solves it.
On July 7th, texts to one contact stopped going through. I could still recieve texts from him, but he can't receive any that I send. He has AT&T as a provider. He is getting texts from other people, and I can send texts to other people just fine. I am not sure what the problem is. I have tried *288 and option 1, I have tried taking the battery out, I even did a full reset of my phone, and cleared everything (including my pictures.. ) but nothing worked.
This is the contact that I text the most, so I don't know if I hit some sort of limit or what.
Does anyone have a solution to this problem?

Hi everyone!
I would like to contribute more information that would be helpful. Typically if its an issue with text messages not transmitting to and/or from only one person or one carrier, it's probably something I can resolve by escalating this to our network team that will work with the other carrier to get this fixed.
Please PM me with your name and mobile number and the mobile number of the person you can't message with. I will escalate from there.
Thank you everyone!

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