Having issues sending emails with our Outlook account through a CRM (customer resource manager).

I am trying to send emails through the Jarjamedia.com system. I have our email account set up and am trying to send a mass email to about 60 people. None of the people received them that I'm aware of and there was nothing in my sent folder in the Outlook app. I tried sending another one and it went to 9 people, all the others came back undeliverable. One client emailed back and when I tried responding, I received an error ('Tricia Clark' on 12/14/2020 6:28 PM This message could not be sent. The client operation failed. Try sending the message again later, or contact your network administrator). I had another email doing the same. I spoke to Jarja's customer support and they are saying that it's on the Outlook's side.
I work off of an Outlook application on my computer so I'm assuming that means I use Office 365 (I have word, powerpoint, excel, etc, like it's a package?). I am computer dumb and didn't see any tags that looked like English, so I chose something I recognized, sorry!
2.) and 3.)They are multiple domains. Also, if one email made it through and someone responded (we sent to roughly 60 people from CRM), when I would reply, it would come back undeliverable at that point. 48812-undeliverable-testing-1234.pdf
4.) Ok, so I sent out an email to 10 people at a time and a few came back undeliverable. So, I did some digging and a computer tech from a local shop said if you send a large amount of people 1 email, Outlook will mark you as a spammer and blacklist you from emailing like that? Now, if it helps, we are not spammers and are only sending to our past clients and people we talk to on a regular basis
Hi,
Thanks for the detailed information.I think you should be using Office365.
From the NDR message,it also seems to have something to do with being tagged as spam.
Can you find some messages in the inbox or junk folder asking you to verify your office365 account?
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Hi,
I am writing here to confirm with you how thing going now?
Was the problem resolved?
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