ios 18.0.1 “an error occurred trying to send the check in to this recipient”

I get this error when trying to send a check in to one particular contact. I was able to do it regularly and then suddenly I kept on getting this error. I can still send and receive a check in from other people but for some reason I can’t send one to one of my contacts. They’ve mentioned to me that they haven’t changed any setting on their phones.

Not sure if this provides any more help but I did go on a trip out of town (roughly a 2hr drive) and was able to send a check in to her. That was the last time I was able to send her a check in.