Hi Lesa Cooper, very sorry to hear about your experience uncovering this issue. I've forwarded your feedback onto the Sage Timeslips support team to see if they have any further insights to share. Will update you with any news.

Although O365 is online based, you would still have the option of downloading the 32bit version of Outlook (version 2021 I believe) for use directly on a desktop. I'm assuming this was tried and failed?

Warm Regards, 
Erzsi

Yes, that was tried.  We have spent DAYS of trying things between O365 Support and Sage Support.  It doesn't matter if you have the 32-bit version - if you are using O365 - it DOES NOT WORK.  When we try to e-mail  bills out TS just crashed and closes itself.  It works until we try to send anything out via e-mail which is no help to us as we need to e-mail out our bills.

Lesa

Lesa, that is exactly the issue we were having. Sage never fixed or helped us solve the issue; however, I did make a change that seemed to allow me to e-mail invoices. This is what I did: Go to the SETUP tab, expand the OUTLOOK LINK, SETTINGS. In the "Contact folder path" our IT Group created a folder in my contacts named Timeslips Contacts, linked it to Timeslips, and enabled the link. We were then able print bills to emails. 

This has been working for us since. I am NOT an IT person but this seems to have worked for us. Try it and let me know if it worked for you. Why SAGE could not direct us to do this, I am not sure. 

Your issue was unrelated, as the connection you are referring to is for the Outlook Link which is not required to send emails.  Outlook Link connected contacts in Outlook to the Clients in Timeslips for the purposes of sharing the email address, names, phone numbers, street addresses, etc.

Your IT created or connected you to an existing contact folder created by Outlook.  The two issues are unrelated, but I am glad whatever they did corrected any issues you were having.  In your case you could just go to Setup, Performance Settings and disable the Outlook Link which would have no effect on emailing bills.  It will however speed up creating new clients as that connection is notoriously slow from Microsoft.

Your issue was unrelated, as the connection you are referring to is for the Outlook Link which is not required to send emails.  Outlook Link connected contacts in Outlook to the Clients in Timeslips for the purposes of sharing the email address, names, phone numbers, street addresses, etc.

Your IT created or connected you to an existing contact folder created by Outlook.  The two issues are unrelated, but I am glad whatever they did corrected any issues you were having.  In your case you could just go to Setup, Performance Settings and disable the Outlook Link which would have no effect on emailing bills.  It will however speed up creating new clients as that connection is notoriously slow from Microsoft.