# Email error sending invoices **URL:** \ **Category:** Uncategorized\ **Created:** [June 4, 2026, 2:32am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458 "2026-06-04T02:32:58Z")\ **Posts on this page:** 19\ **Page:** 1
**Author:** ![MelissaS](https://avatars.discourse-cdn.com/v4/letter/m/35a633/32.png) [@MelissaS](https://forum.manager.io/u/MelissaS)\ **Post date:** [June 4, 2026, 2:32am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/1 "2026-06-04T02:32:58Z")
Hi, we are unable to email any invoices today from our cloud-based Manager file and get the following error message immediately after hitting send. ```auto

Internal Error

Manager 26.5.29.3635
System.Net.Http.HttpRequestException: The SSL connection could not be established, see inner exception.
 ---> System.Security.Authentication.AuthenticationException: The remote certificate is invalid because of errors in the certificate chain: NotTimeValid
   at System.Net.Security.SslStream.CompleteHandshake(SslAuthenticationOptions sslAuthenticationOptions)
   at System.Net.Security.SslStream.ForceAuthenticationAsync[TIOAdapter](Boolean receiveFirst, Byte[] reAuthenticationData, CancellationToken cancellationToken)
   at System.Net.Http.ConnectHelper.EstablishSslConnectionAsync(SslClientAuthenticationOptions sslOptions, HttpRequestMessage request, Boolean async, Stream stream, CancellationToken cancellationToken)
   --- End of inner exception stack trace ---
   at System.Net.Http.ConnectHelper.EstablishSslConnectionAsync(SslClientAuthenticationOptions sslOptions, HttpRequestMessage request, Boolean async, Stream stream, CancellationToken cancellationToken)
   at System.Net.Http.HttpConnectionPool.ConnectAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken)
   at System.Net.Http.HttpConnectionPool.CreateHttp11ConnectionAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken)
   at System.Net.Http.HttpConnectionPool.InjectNewHttp11ConnectionAsync(QueueItem queueItem)
   at System.Threading.Tasks.TaskCompletionSourceWithCancellation`1.WaitWithCancellationAsync(CancellationToken cancellationToken)
   at System.Net.Http.HttpConnectionPool.SendWithVersionDetectionAndRetryAsync(HttpRequestMessage request, Boolean async, Boolean doRequestAuth, CancellationToken cancellationToken)
   at System.Net.Http.DiagnosticsHandler.SendAsyncCore(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken)
   at System.Net.Http.RedirectHandler.SendAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken)
   at System.Net.Http.SocketsHttpHandler.g__CreateHandlerAndSendAsync|115_0(HttpRequestMessage request, CancellationToken cancellationToken)
   at System.Net.Http.HttpClient.g__Core|83_0(HttpRequestMessage request, HttpCompletionOption completionOption, CancellationTokenSource cts, Boolean disposeCts, CancellationTokenSource pendingRequestsCts, CancellationToken originalCancellationToken)
   at ManagerServer.HttpHandlers.Businesses.Business.SendEmail.Post() in /home/runner/work/Manager/Manager/ManagerServer/HttpHandlers/Businesses/Business/SendEmail.cs:line 128
   at ManagerServer.HttpServer.<>c.<b__0_10>d.MoveNext() in /home/runner/work/Manager/Manager/ManagerServer/HttpServer.cs:line 238
--- End of stack trace from previous location ---
   at Microsoft.AspNetCore.Routing.EndpointMiddleware.g__AwaitRequestTask|7_0(Endpoint endpoint, Task requestTask, ILogger logger)
   at ManagerServer.Authentication.UserResolutionMiddleware.InvokeAsync(HttpContext context) in /home/runner/work/Manager/Manager/ManagerServer/Authentication/UserResolutionMiddleware.cs:line 29
   at Microsoft.AspNetCore.Diagnostics.ExceptionHandlerMiddlewareImpl.g__Awaited|10_0(ExceptionHandlerMiddlewareImpl middleware, HttpContext context, Task task)

Go back ``` ---

**Author:** ![maryeodea](https://avatars.discourse-cdn.com/v4/letter/m/8edcca/32.png) [@maryeodea](https://forum.manager.io/u/maryeodea)\ **Post date:** [June 4, 2026, 3:40am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/2 "2026-06-04T03:40:59Z")
Similar here. No idea how to fix. Changing the settings for email isn’t making any difference, just different kinds of errors. ---
**Author:** ![maryeodea](https://avatars.discourse-cdn.com/v4/letter/m/8edcca/32.png) [@maryeodea](https://forum.manager.io/u/maryeodea)\ **Post date:** [June 4, 2026, 3:31am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/3 "2026-06-04T03:31:37Z")
We cannot sent out from Manager today. We get the same result from two locations. Screenshot of what appears on the screen attached. Can you help? ---
**Author:** ![maryeodea](https://avatars.discourse-cdn.com/v4/letter/m/8edcca/32.png) [@maryeodea](https://forum.manager.io/u/maryeodea)\ **Post date:** [June 4, 2026, 3:34am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/4 "2026-06-04T03:34:48Z")
This is part of what appears ojn the screen’ # Internal Error * * * Manager 26.5.29.3635 * * * ``` System.Net.Http.HttpRequestException: The SSL connection could not be established, see inner exception. —> System.Security.Authentication.AuthenticationException: The remote certificate is invalid because of errors in the certificate chain: NotTimeValid at System.Net.Security.SslStream.SendAuthResetSignal(ReadOnlySpan`1 alert, ExceptionDispatchInfo exception) at System.Net.Security.SslStream.CompleteHandshake(SslAuthenticationOptions sslAuthenticationOptions) at System.Net.Security.SslStream.ForceAuthenticationAsync[TIOAdapter](Boolean receiveFirst, Byte[] reAuthenticationData, CancellationToken cancellationToken) at System.Net.Http.ConnectHelper.EstablishSslConnectionAsync(SslClientAuthenticationOptions sslOptions, HttpRequestMessage request, Boolean async, Stream stream, CancellationToken cancellationToken) — End of inner exception stack trace — at System.Net.Http.ConnectHelper.EstablishSslConnectionAsync(SslClientAuthenticationOptions sslOptions, HttpRequestMessage request, Boolean async, Stream stream, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.ConnectAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.CreateHttp11ConnectionAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.InjectNewHttp11ConnectionAsync(QueueItem queueItem) at System.Threading.Tasks.TaskCompletionSourceWithCancellation`1.WaitWithCancellationAsync(CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.SendWithVersionDetectionAndRetryAsync(HttpRequestMessage request, Boolean async, Boolean doRequestAuth, CancellationToken cancellationToken) at System.Net.Http.DiagnosticsHandler.SendAsyncCore(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken) at System.Net.Http.RedirectHandler.SendAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken) at System.Net.Http.SocketsHttpHandler.g__CreateHandlerAndSendAsync|115_0(HttpRequestMessage request, CancellationToken cancellationToken) at System.Net.Http.HttpClient.g__Core|83_0(HttpRequestMessage request, HttpCompletionOption completionOption, CancellationTokenSource cts, Boolean disposeCts, CancellationTokenSource pendingRequestsCts, CancellationToken originalCancellationToken) at ManagerServer.HttpHandlers.Businesses.Business.SendEmail.Post() in /home/runner/work/Manager/Manager/ManagerServer/HttpHandlers/Businesses/Business/SendEmail.cs:line 128 at ManagerServer.HttpServer.<>c.d.MoveNext() in /home/runner/work/Manager/Manager/ManagerServer/HttpServer.cs:line 238 -– End of stack trace from previous location — at Microsoft.AspNetCore.Routing.EndpointMiddleware.g__AwaitRequestTask|7_0(Endpoint endpoint, Task requestTask, ILogger logger) at ManagerServer.Authentication.UserResolutionMiddleware.InvokeAsync(HttpContext context) in /home/runner/work/Manager/Manager/ManagerServer/Authentication/UserResolutionMiddleware.cs:line 29 at Microsoft.AspNetCore.Diagnostics.ExceptionHandlerMiddlewareImpl.g__Awaited|10_0(ExceptionHandlerMiddlewareImpl middleware, HttpContext context, Task task) ``` \ **Author:** ![MelissaS](https://avatars.discourse-cdn.com/v4/letter/m/35a633/32.png) [@MelissaS](https://forum.manager.io/u/MelissaS)\ **Post date:** [June 4, 2026, 3:43am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/5 "2026-06-04T03:43:33Z") That is the same issue we are having too, only started today. ---
**Author:** ![Rubcon](https://avatars.discourse-cdn.com/v4/letter/r/85e7bf/32.png) [@Rubcon](https://forum.manager.io/u/Rubcon)\ **Post date:** [June 4, 2026, 5:46am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/6 "2026-06-04T05:46:43Z")
Is this problem resolved yet, we also have the same email errors. ---
**Author:** ![maryeodea](https://avatars.discourse-cdn.com/v4/letter/m/8edcca/32.png) [@maryeodea](https://forum.manager.io/u/maryeodea)\ **Post date:** [June 4, 2026, 6:01am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/7 "2026-06-04T06:01:22Z")
No. It’s been hours and I don’t yet know if anyone is working on a fix. ---
**Author:** ![Genix\_Butwal](https://avatars.discourse-cdn.com/v4/letter/g/e36b37/32.png) [@Genix\_Butwal](https://forum.manager.io/u/Genix_Butwal)\ **Post date:** [June 4, 2026, 7:23am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/8 "2026-06-04T07:23:14Z")
```auto System.Net.Http.HttpRequestException: The SSL connection could not be established, see inner exception. ---> System.Security.Authentication.AuthenticationException: The remote certificate is invalid because of errors in the certificate chain: NotTimeValid at System.Net.Security.SslStream.SendAuthResetSignal(ReadOnlySpan`1 alert, ExceptionDispatchInfo exception) at System.Net.Security.SslStream.CompleteHandshake(SslAuthenticationOptions sslAuthenticationOptions) at System.Net.Security.SslStream.ForceAuthenticationAsync[TIOAdapter](Boolean receiveFirst, Byte[] reAuthenticationData, CancellationToken cancellationToken) at System.Net.Http.ConnectHelper.EstablishSslConnectionAsync(SslClientAuthenticationOptions sslOptions, HttpRequestMessage request, Boolean async, Stream stream, CancellationToken cancellationToken) --- End of inner exception stack trace --- at System.Net.Http.ConnectHelper.EstablishSslConnectionAsync(SslClientAuthenticationOptions sslOptions, HttpRequestMessage request, Boolean async, Stream stream, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.ConnectAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.CreateHttp11ConnectionAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.InjectNewHttp11ConnectionAsync(QueueItem queueItem) at System.Threading.Tasks.TaskCompletionSourceWithCancellation`1.WaitWithCancellationAsync(CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.SendWithVersionDetectionAndRetryAsync(HttpRequestMessage request, Boolean async, Boolean doRequestAuth, CancellationToken cancellationToken) at System.Net.Http.DiagnosticsHandler.SendAsyncCore(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken) at System.Net.Http.RedirectHandler.SendAsync(HttpRequestMessage request, Boolean async, CancellationToken cancellationToken) at System.Net.Http.HttpClient.g__Core|83_0(HttpRequestMessage request, HttpCompletionOption completionOption, CancellationTokenSource cts, Boolean disposeCts, CancellationTokenSource pendingRequestsCts, CancellationToken originalCancellationToken) at ManagerServer.HttpHandlers.Businesses.Business.SendEmail.Post() in C:\a\Manager\Manager\ManagerServer\HttpHandlers\Businesses\Business\SendEmail.cs:line 197 at ManagerServer.HttpServer.<>c.d.MoveNext() in C:\a\Manager\Manager\ManagerServer\HttpServer.cs:line 168 --- End of stack trace from previous location --- at Microsoft.AspNetCore.Authentication.AuthenticationMiddleware.Invoke(HttpContext context) at Swashbuckle.AspNetCore.SwaggerUI.SwaggerUIMiddleware.Invoke(HttpContext httpContext) at Microsoft.AspNetCore.Diagnostics.ExceptionHandlerMiddlewareImpl.g__Awaited|10_0(ExceptionHandlerMiddlewareImpl middleware, HttpContext context, Task task) ``` ---
**Author:** ![alasdair](https://avatars.discourse-cdn.com/v4/letter/a/fbc32d/32.png) [@alasdair](https://forum.manager.io/u/alasdair)\ **Post date:** [June 4, 2026, 12:43pm UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/9 "2026-06-04T12:43:05Z")
![image](https://us1.discourse-cdn.com/flex019/uploads/manager1/original/3X/2/f/2fc2ddf044032dcd044f25656da5ecfcf7023850.png) Can’t send any emails today. Getting errors. Just tested connection and seeing error also. ---
**Author:** ![mosey\_droop](https://sea1.discourse-cdn.com/flex019/user_avatar/forum.manager.io/mosey_droop/32/42225_2.png) [@mosey\_droop](https://forum.manager.io/u/mosey_droop)\ **Post date:** [June 4, 2026, 9:14pm UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/10 "2026-06-04T21:14:57Z")
I have the same problem. Similar issues and errors. ---
**Author:** ![maryeodea](https://avatars.discourse-cdn.com/v4/letter/m/8edcca/32.png) [@maryeodea](https://forum.manager.io/u/maryeodea)\ **Post date:** [June 5, 2026, 6:29am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/11 "2026-06-05T06:29:34Z")
I’m getting pretty annoyed right about now. There has been no information provided about whether anyone in the technical area even knows there is a problem. I’d like to know that someoen is working on a fix. We don’t get paid if we don’t send invoices out and it’s been 2 days now. 2 actual full days! ---
**Author:** ![Mabaega](https://sea1.discourse-cdn.com/flex019/user_avatar/forum.manager.io/mabaega/32/47471_2.png) [@Mabaega](https://forum.manager.io/u/Mabaega)\ **Post date:** [June 5, 2026, 7:29am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/12 "2026-06-05T07:29:40Z")
You can try using the **SMTP protocol** until the `email.manager.io` issue is resolved. ![image](https://us1.discourse-cdn.com/flex019/uploads/manager1/original/3X/e/0/e0c7566ef3c176373191157359b12b212934cbf6.png) ---
**Author:** ![maryeodea](https://avatars.discourse-cdn.com/v4/letter/m/8edcca/32.png) [@maryeodea](https://forum.manager.io/u/maryeodea)\ **Post date:** [June 5, 2026, 7:57am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/13 "2026-06-05T07:57:36Z")
I did that. It doesn’t work either. It would be really nice if someone from manager communicated. ---
**Author:** ![alasdair](https://avatars.discourse-cdn.com/v4/letter/a/fbc32d/32.png) [@alasdair](https://forum.manager.io/u/alasdair)\ **Post date:** [June 5, 2026, 11:09am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/14 "2026-06-05T11:09:26Z")
> [@maryeodea](#): > > as been no information provided about whether anyone in the technical area even knows there is a problem. I’d like to know that someoen is working on a fix. We don’t get paid if we don’t send invoices out and it’s been 2 @lubos This one is costing people money and cash-flow if they can’t send invoices. Can we please escalate the priority/severity of this bug. ---
**Author:** ![maryeodea](https://avatars.discourse-cdn.com/v4/letter/m/8edcca/32.png) [@maryeodea](https://forum.manager.io/u/maryeodea)\ **Post date:** [June 7, 2026, 10:11am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/15 "2026-06-07T10:11:07Z")
Thanks heaps for getting this issue fixed. I’ve tested it and it is working again. Mary ---
**Author:** ![MelissaS](https://avatars.discourse-cdn.com/v4/letter/m/35a633/32.png) [@MelissaS](https://forum.manager.io/u/MelissaS)\ **Post date:** [June 7, 2026, 12:51pm UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/16 "2026-06-07T12:51:59Z")
Thanks so much for fixing the email problem, much appreciated. 😀 ---
**Author:** ![GallypEquine](https://sea1.discourse-cdn.com/flex019/user_avatar/forum.manager.io/gallypequine/32/59381_2.png) [@GallypEquine](https://forum.manager.io/u/GallypEquine)\ **Post date:** [June 7, 2026, 5:28pm UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/17 "2026-06-07T17:28:35Z")
Did you see what happened to fix the issue? I still can’t send emails, though now my error message has changed to " **Content-Disposition header in FormData part is missing a name."** ---
**Author:** ![maryeodea](https://avatars.discourse-cdn.com/v4/letter/m/8edcca/32.png) [@maryeodea](https://forum.manager.io/u/maryeodea)\ **Post date:** [June 7, 2026, 7:35pm UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/18 "2026-06-07T19:35:45Z")
Our emails are going out ok now. I was able to send an invoice to myself. It went out without the error message popping up and arrived in my inbox. I don’t know how they did it. That’s definitely out of my area of expertise. ---
**Author:** ![mosey\_droop](https://sea1.discourse-cdn.com/flex019/user_avatar/forum.manager.io/mosey_droop/32/42225_2.png) [@mosey\_droop](https://forum.manager.io/u/mosey_droop)\ **Post date:** [June 10, 2026, 11:19am UTC](https://forum.manager.io/t/email-error-sending-invoices/68458/19 "2026-06-10T11:19:34Z")
> " **Content-Disposition header in FormData part is missing a name."** > _I have this issue now as well. I really wish this would get fixed._ > > _Desktop **26.6.7.3638** _ It is now fixed for me.