I have the same problem, being unable to send emails from my 365 account (Outlook). Weirdly enough, some people can get my emails and some cannot. I never know. sometimes I get delivery failed messages. sometimes, I don't, even though the message doesn't get through. here is an example of error message:
"Your message couldn't be delivered. Despite repeated attempts to contact the recipient's email system it didn't respond.
Contact the recipient by some other means (by phone, for example) and ask them to tell their email admin that it appears that their email system isn't accepting connection requests from your email system. Give them the error details shown below. It's likely that the recipient's email admin is the only one who can fix this problem.
For more information and tips to fix this issue see this article: https://go.microsoft.com/fwlink/?LinkId=389361.
Diagnostic information for administrators:
Generating server: SA3PR14MB6485.namprd14.prod.outlook.com
Receiving server: SA3PR14MB6485.namprd14.prod.outlook.com
Total retry attempts: 4
1/16/2024 10:57:17 PM - Server at SA3PR14MB6485.namprd14.prod.outlook.com returned '550 5.4.300 Message expired -> 421 4.4.2 Connection dropped due to SocketError'
1/16/2024 10:54:40 PM - Server at mta5.am0.yahoodns.net (67.195.204.77) returned '421 4.4.2 Connection dropped due to SocketError'
Original message headers:
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Microsoft SMTP Server (version=TLS1_2,
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.7181.21; Tue, 16 Jan
2024 21:01:31 +0000
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by SJ2PR14MB6479.namprd14.prod.outlook.com (2603:10b6:a03:4c8::6) with
Microsoft SMTP Server (version=TLS1_2,
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.7181.21; Tue, 16 Jan
2024 09:58:20 +0000
ARC-Seal: i=1; a=rsa-sha256; s=arcselector9901; d=microsoft.com; cv=none;
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Microsoft SMTP Server (version=TLS1_2,
cipher=TLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) id 15.20.7181.18; Mon, 15 Jan
2024 22:57:16 +0000
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([fe80::c484:dedd:bc18:efb9%3]) with mapi id 15.20.7159.020; Mon, 15 Jan 2024
22:57:16 +0000
From: Patricia Barrett <*** Email address is removed for privacy ***>
To: "*** Email address is removed for privacy ***" <*** Email address is removed for privacy ***>
Subject: FW: Creel followup
Thread-Topic: Creel followup
Thread-Index: AdpD87JuUqSMdr36TgSz8i5I+Usc5gAzzgSAANCuRaA=
Date: Mon, 15 Jan 2024 22:57:16 +0000
Message-ID: <*** Email address is removed for privacy ***>
References: <*** Email address is removed for privacy ***>
<*** Email address is removed for privacy ***>
In-Reply-To: <*** Email address is removed for privacy ***>
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