Apparently exchange online would provide an error to the user like this:

dnssec-invalid: Destination domain returned invalid DNSSEC records

https://learn.microsoft.com/en-us/exchange/troubleshoot/email-delivery/ndr/non-delivery-reports-in-exchange-online explains what this really means:

The destination domain indicated it was DNSSEC-authentic, but Exchange Online wasn't able to verify it as DNSSEC-authentic.

So the guess is that Exchange Online is getting in trouble when there are more than a few TLSA records...

• Kirill Miazine via mailop [2024-06-10 12:06]:
Although there are better alternatives to 2 1 1 with Let's Encrypt, some still use 2 1 1, and it seems Exchange Online is not happy when there are 14 TLSA records (why 14? because https://letsencrypt.org/certificates/)... A good reason to not use 2 1 1....

  ; TLSA - LE certs published at https://letsencrypt.org/certificates/
-_le-tlsa       TLSA    2 1 1 276fe8a8c4ec7611565bf9fce6dcace9be320c1b5bea27596b2204071ed04f10 ; LE E1 -               TLSA    2 1 1 bd936e72b212ef6f773102c6b77d38f94297322efc25396bc3279422e0c89270 ; LE E2 -               TLSA    2 1 1 8d02536c887482bc34ff54e41d2ba659bf85b341a0a20afadb5813dcfbcf286d ; LE R3 -               TLSA    2 1 1 e5545e211347241891c554a03934cde9b749664a59d26d615fe58f77990f2d03 ; LE R4 +_le-tlsa       TLSA    2 1 1 3586d4ecf070578cbd27aedce20b964e48bc149faeb9dad72f46b857869172b8 ; LE +               TLSA    2 1 1 d016e1fe311948aca64f2de44ce86c9a51ca041df6103bb52a88eb3f761f57d7 +               TLSA    2 1 1 2bbad93ab5c79279ec121507f272cbe0c6647a3aae52e22f388afab426b4adba +               TLSA    2 1 1 6ddac18698f7f1f7e1c69b9bce420d974ac6f94ca8b2c761701623f99c767dc7 +               TLSA    2 1 1 cbbc559b44d524d6a132bdac672744da3407f12aae5d5f722c5f6c7913871c75 +               TLSA    2 1 1 885bf0572252c6741dc9a52f5044487fef2a93b811cdedfad7624cc283b7cdd5 +               TLSA    2 1 1 f1440a9b76e1e41e53a4cb461329bf6337b419726be513e42e19f1c691c5d4b2 +               TLSA    2 1 1 919c0df7a787b597ed056ace654b1de9c0387acf349f73734a4fd7b58cf612a4 +               TLSA    2 1 1 025490860b498ab73c6a12f27a49ad5fe230fafe3ac8f6112c9b7d0aad46941d +               TLSA    2 1 1 f1647a5ee3efac54c892e930584fe47979b7acd1c76c1271bca1c5076d869888 +               TLSA    2 1 1 8d02536c887482bc34ff54e41d2ba659bf85b341a0a20afadb5813dcfbcf286d +               TLSA    2 1 1 276fe8a8c4ec7611565bf9fce6dcace9be320c1b5bea27596b2204071ed04f10 +               TLSA    2 1 1 e5545e211347241891c554a03934cde9b749664a59d26d615fe58f77990f2d03 +               TLSA    2 1 1 bd936e72b212ef6f773102c6b77d38f94297322efc25396bc3279422e0c89270
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