https://community.squareup.com/t5/Payments-Troubleshooting/quot-An-error-occurred-while-sending-quot-Haven-t-been-able-to/m-p/693898#M4967 <P>Is anyone else experiencing an issue replying to customer messages? Whenever I try and reply it instantly fails with a "Failed to send. Retry" and the error in the header says "<SPAN>An error occurred while sending. Please try again.".</SPAN></P><P>&nbsp;</P><P><span class="lia-inline-image-display-wrapper lia-image-align-inline" image-alt="paulwieland_1-1699803924041.png" style="width: 400px;"><img src="https://community.squareup.com/t5/image/serverpage/image-id/40624i65C5D435AE5E07A2/image-size/medium?v=v2&amp;px=400" role="button" title="paulwieland_1-1699803924041.png" alt="paulwieland_1-1699803924041.png" /></span></P><P>&nbsp;</P><P><span class="lia-inline-image-display-wrapper lia-image-align-inline" image-alt="paulwieland_2-1699803942932.png" style="width: 400px;"><img src="https://community.squareup.com/t5/image/serverpage/image-id/40625i66099073140DBB79/image-size/medium?v=v2&amp;px=400" role="button" title="paulwieland_2-1699803942932.png" alt="paulwieland_2-1699803942932.png" /></span></P><P>&nbsp;</P><P>&nbsp;</P> Sat, 20 Sep 2025 08:07:16 GMT paulwieland 2025-09-20T08:07:16Z https://community.squareup.com/t5/Payments-Troubleshooting/quot-An-error-occurred-while-sending-quot-Haven-t-been-able-to/m-p/693898#M4967 <P>Is anyone else experiencing an issue replying to customer messages? Whenever I try and reply it instantly fails with a "Failed to send. Retry" and the error in the header says "<SPAN>An error occurred while sending. Please try again.".</SPAN></P><P>&nbsp;</P><P><span class="lia-inline-image-display-wrapper lia-image-align-inline" image-alt="paulwieland_1-1699803924041.png" style="width: 400px;"><img src="https://community.squareup.com/t5/image/serverpage/image-id/40624i65C5D435AE5E07A2/image-size/medium?v=v2&amp;px=400" role="button" title="paulwieland_1-1699803924041.png" alt="paulwieland_1-1699803924041.png" /></span></P><P>&nbsp;</P><P><span class="lia-inline-image-display-wrapper lia-image-align-inline" image-alt="paulwieland_2-1699803942932.png" style="width: 400px;"><img src="https://community.squareup.com/t5/image/serverpage/image-id/40625i66099073140DBB79/image-size/medium?v=v2&amp;px=400" role="button" title="paulwieland_2-1699803942932.png" alt="paulwieland_2-1699803942932.png" /></span></P><P>&nbsp;</P><P>&nbsp;</P> Sat, 20 Sep 2025 08:07:16 GMT https://community.squareup.com/t5/Payments-Troubleshooting/quot-An-error-occurred-while-sending-quot-Haven-t-been-able-to/m-p/693898#M4967 paulwieland 2025-09-20T08:07:16Z