https://community.squareup.com/t5/Payments-Troubleshooting/Square-Messages-Plus-Subscribed-Won-t-send-to-One-of-my-client-s/m-p/689686#M5154 <P><SPAN style="font-size:12px;">Hello <SPAN style="background: var(--ck-color-mention-background); color: var(--ck-color-mention-text);"><a href="https://community.squareup.com/t5/user/viewprofilepage/user-id/616423">@UncleRed99</a></SPAN> I am sorry you are having issues with getting ahold of your customer to pay the invoice, I know that can be frustrating. </SPAN><SPAN style="color:rgb(0,0,0);font-size:12px;">We’ve made a few updates to Square Messages to minimize potential disruptions in the future. These communications will now be dependent on your customers starting the conversation by replying to service messages, like a receipt, appointment reminder, or order update, just to name a few. We’re also working to re-enable unrestricted outbound messaging capabilities early next year. We know and understand how challenging service disruptions can be and we apologize for any inconvenience.</SPAN></P> <P>&nbsp;</P> <P><SPAN style="color:rgb(0,0,0);font-size:12px;">I am sorry for any confusion. If you need anything else let us know! &nbsp;</SPAN></P> <P><BR /><BR />&nbsp;</P> Fri, 20 Oct 2023 14:04:32 GMT MayaP 2023-10-20T14:04:32Z https://community.squareup.com/t5/Payments-Troubleshooting/Square-Messages-Plus-Subscribed-Won-t-send-to-One-of-my-client-s/m-p/689330#M5153 <P>Hello all,&nbsp;</P><P>I've got a client that I need to send a specific message to regarding an overdue invoice. I know that their number works, as I can contact them via phone, but they seem to be dodging me/no responding thru my personal phone number. I figured I'd make a final attempt by sending a warning thru the square messages plus option. I have not used this specific number for this client to send invoices/estimates, as their son provided his number for that.&nbsp;</P><P>&nbsp;</P><P>So, what I did was changed the contact number to the known number I had in my cell for this individual, and then attempted to send a message using my msgs. plus number.&nbsp;<STRONG>(This client is using an iphone if that matters, as from my cell it sends/receives iMessages from this number)</STRONG> When attempting to send a message, it's immediately highlighted in red with a "Failed to Send.&nbsp;<U>Retry</U>" stamp at the bottom of the message bubble. What could be going wrong here...???&nbsp;</P> Sat, 20 Sep 2025 08:12:44 GMT https://community.squareup.com/t5/Payments-Troubleshooting/Square-Messages-Plus-Subscribed-Won-t-send-to-One-of-my-client-s/m-p/689330#M5153 UncleRed99 2025-09-20T08:12:44Z https://community.squareup.com/t5/Payments-Troubleshooting/Square-Messages-Plus-Subscribed-Won-t-send-to-One-of-my-client-s/m-p/689686#M5154 <P><SPAN style="font-size:12px;">Hello <SPAN style="background: var(--ck-color-mention-background); color: var(--ck-color-mention-text);"><a href="https://community.squareup.com/t5/user/viewprofilepage/user-id/616423">@UncleRed99</a></SPAN> I am sorry you are having issues with getting ahold of your customer to pay the invoice, I know that can be frustrating. </SPAN><SPAN style="color:rgb(0,0,0);font-size:12px;">We’ve made a few updates to Square Messages to minimize potential disruptions in the future. These communications will now be dependent on your customers starting the conversation by replying to service messages, like a receipt, appointment reminder, or order update, just to name a few. We’re also working to re-enable unrestricted outbound messaging capabilities early next year. We know and understand how challenging service disruptions can be and we apologize for any inconvenience.</SPAN></P> <P>&nbsp;</P> <P><SPAN style="color:rgb(0,0,0);font-size:12px;">I am sorry for any confusion. If you need anything else let us know! &nbsp;</SPAN></P> <P><BR /><BR />&nbsp;</P> Fri, 20 Oct 2023 14:04:32 GMT https://community.squareup.com/t5/Payments-Troubleshooting/Square-Messages-Plus-Subscribed-Won-t-send-to-One-of-my-client-s/m-p/689686#M5154 MayaP 2023-10-20T14:04:32Z