adam,
@adam@social.lol avatar

I’m experimenting with a new email setup (for the imminently-launching Neatnik ID setup) and could really use some help testing email deliverability. If you have a spare moment and would like to test, just send an email to testing@email.engineering with any subject line and any message body.

I’m mostly concerned with ensuring that you receive a reply within 15 seconds, and that the reply winds up in your inbox (not spam/junk).

Thanks in advance if you’re able to help test! :prami_happy:

jim,
@jim@social.lol avatar

@adam Hey Adam. FWIW, I tried a test from iCloud mail this morning and received nothing at all, not even a Junk message.

adam,
@adam@social.lol avatar

@jim Thanks for checking! They’re still blocking delivery, but hopefully they’ll respond to my ticket soon. 👍

sybrand,
@sybrand@social.lol avatar

@adam hey.com --> ok.
black.com --> ok.
eumx.net --> ok.
ziggo.nl --> ok.

All within seconds.

jemostrom,
@jemostrom@social.lol avatar

@adam 20-30 min of reading my RSS feed + medium length shower and no reply (I'm not using apples mail services)

adam,
@adam@social.lol avatar

@jemostrom Thanks for testing. Can you let me know your mail host/service?

jemostrom,
@jemostrom@social.lol avatar

@adam about 10-11 hours later and no reply. I'm hosting my domain, email, etc at websupport.se

rckt,
@rckt@social.lol avatar

@adam no reply at all. Mailbox.org.

rckt,
@rckt@social.lol avatar

@adam ah, no, reply received in 20 mins, no spam.

adam,
@adam@social.lol avatar

@rckt thanks! This seems consistent with what I’m seeing so far from mailbox.org, which is an intentional deferment due to my IP address not having an established reputation yet. Hopefully this will improve soon!

bnb,
@bnb@social.lol avatar

@adam since you already had Fastmail custom domain verified, I tried two different things:

  1. Attached an image. I got a reply, but it contained the base 64 representation of the image in the reply. Before I realized that, I tried replying in the Fastmail iOS app and it hung trying to load the reply.
  2. Sent on bcc. I did not get a reply.
adam,
@adam@social.lol avatar

@bnb Oh, that attachment behavior is interesting. The BCC behavior is good (since I have the reply set to only trigger if the message is addressed to testing@email.engineering explicitly). 👍

roeshimi,
@roeshimi@social.lol avatar

@adam tested with Fastmail custom domain and Proton. All good

pn,

@adam Worked from fastmail using a custom domain.

cory,
@cory@social.lol avatar

@adam Got a reply on HEY just fine.

hl,
@hl@social.lol avatar

@adam Fastmail with a custom domain seems to work fine.

Animation of a cartoon dog picking out one envelope from a pile of post.

eivind,
@eivind@social.lol avatar

@adam Came straight into the inbox on Fastmail 👍🏻

adam,
@adam@social.lol avatar

@eivind Fastmail is the GOAT!

Sassy Oh No GIF by Nickelodeon

rameez,
@rameez@social.lol avatar

@adam Tested from Migadu and reply received within 1 min.

mattrambles,
@mattrambles@t00t.cloud avatar

@adam mailbox.org + Apple Mail: no response + no junk after > 1 minute.

adam,
@adam@social.lol avatar

@mattrambles Thanks for testing! It’s likely that mailbox.org is doing a domain/IP-level block. I’ll dig into it. Appreciate the super helpful data!

mattrambles,
@mattrambles@t00t.cloud avatar

@adam Made it through 18 minutes later! Responded to that email.

s,
@s@social.lol avatar

@adam @prami got a reply very quickly, almost surely within 15 sec.

rich,
@rich@social.lol avatar

@adam Gmail ok here, no response when sent via iCloud, and this (see pic) when I tried to use my Hover.com domain’s hosted email. 😕

andycarolan,
@andycarolan@social.lol avatar

@adam Two minutes, no reply yet. Dreamhost mail box, mail.app on iPhone

adam,
@adam@social.lol avatar

@andycarolan Thanks for checking. I’ll need to dig into what Dreamhost may be using on the back-end for email and where the block might be happening.

andycarolan,
@andycarolan@social.lol avatar

@adam I'm just logged into it and checking a few things. Webmail hasn't filtered anything by the looks of it.

adam,
@adam@social.lol avatar

@andycarolan So, interestingly, the logs show that the receiving email server (which is operated by MailChannels, the company Dreamhost uses) responded with “Delivered: Code: 250, Enhanced code: 2.1.5, Message: Ok" which should mean that the message was delivered to you. (It could have landed in spam/junk, but it should at least be accessible to you somewhere.)

Can you take another peek, and maybe search for "mail@email.engineering" (which is the address it would have come from)?

andycarolan,
@andycarolan@social.lol avatar

@adam Hey Adam, it eventually came through, and I did reply to that email, did it come through to you?

The info says that the email to me came through at 19:27, although I’ve didn't check until 21:23.

adam,
@adam@social.lol avatar

@andycarolan Hmm, I don’t actually see the reply anywhere. I’ve just enabled some more advanced logging — can you send another reply? Thanks!

andycarolan,
@andycarolan@social.lol avatar

@adam This is odd isn't it.

Just sent 17:02 GMT

adam,
@adam@social.lol avatar

@andycarolan Got it! I suspect the other one was gobbled up when I was doing some weird server config stuff during all of the testing (not a great time to be doing that, heh). Thank you!

andycarolan,
@andycarolan@social.lol avatar

@adam ROFL! Phew... I’m glad it showed up. I don't like to think of my emails bouncing around in the phantom zone haha.

:)

zoglesby,
@zoglesby@social.lol avatar

@adam good test using custom domain on fastmail.

adam, (edited )
@adam@social.lol avatar

Known issues (I’ll keep this post edited as things change):

  1. iCloud/Apple blocking delivery entirely 😤
  2. Microsoft sending to Junk 😫
  3. Proton occasionally marking as spam
  4. mailbox.org greylisting, resulting in ~20 min delays
jason, (edited )
@jason@social.lol avatar

@adam Nothing back from proton mail. No spam.

CORRECTION: Went to spam.

adam,
@adam@social.lol avatar

@jason If it’s not too much trouble, could you reply to the email and paste in the raw headers? Hopefully there will be some spam headers there that Proton applies and I can use those to understand what happened.

jason,
@jason@social.lol avatar

@adam ✅ in your discord DM

bixfrankonis,
@bixfrankonis@social.lol avatar

deleted_by_author

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  • adam,
    @adam@social.lol avatar

    @bixfrankonis Thanks for checking!

    mikestreety,
    @mikestreety@hachyderm.io avatar

    @adam tested with GMail, all good and received back in the inbox

    case2tv,
    @case2tv@social.tchncs.de avatar

    @adam the big issue with iCloud mails is, that it’s totally unreliable. They’re shadow blocking mails and you never know why. You can find a lot of reports online.
    So don’t waste too much time into iCloud reliability.

    adam,
    @adam@social.lol avatar

    @case2tv it looks like they’re using Proofpoint, and if an IP address is flagged on Proofpoint it’s an automatic rejection from the iCloud mail server. I’m going through the process of clearing that now, which should hopefully help. 👍

    manong_giroy,
    @manong_giroy@mastodon.social avatar

    @adam can you have an email address without the word “testing”? I think that’s one reason it got delivered mostly in Spam folder or not delivered at all.

    adam,
    @adam@social.lol avatar

    @manong_giroy I thought I had the replies coming from a different address (“mail”) but I’ll need to double check now! Great point though, thanks!

    andyn,
    @andyn@social.lol avatar

    @adam I don’t get a reply to inbox or junk after a minute or two (so far) from a [at]Mac account.

    adam,
    @adam@social.lol avatar

    @andyn Ah, thanks — I’m pretty sure iCloud is blocking these messages currently, but I’m looking into it. Appreciate your help with the testing!

    andyn,
    @andyn@social.lol avatar

    @adam typical bloody iCloud haha. This has reminded me I really need to pick a new ‘main’ email service 😂

    andyn,
    @andyn@social.lol avatar

    @adam FYI Protonmail seems to be fine. I got a reply in about 15-20 seconds.

    adam,
    @adam@social.lol avatar

    @andyn Good to know! Had two reports of them placing the reply in junk, but maybe a few "not junk" reports from some people was enough for them to update some stuff? I have zero clue how they do spam filtering but I assume there’s some kind of algorithm and shared dataset being used somehow. 🤷🏻‍♂️

    ezwal,
    @ezwal@social.lol avatar

    @adam Yeah it came through pretty quick.

    jason,
    @jason@social.lol avatar

    @adam iCloud customer domains.

    No email back. Nothing in junk. 🤔

    adam,
    @adam@social.lol avatar

    @jason Are you using iCloud by any chance?

    faisal,
    @faisal@social.lol avatar

    @adam @jason he is, known issue with PDR

    esamecar,
    @esamecar@social.lol avatar

    @adam Maybe I am too late but no reply here … (after 1 min)

    adam,
    @adam@social.lol avatar

    @esamecar Do you use iCloud, by any chance?

    esamecar,
    @esamecar@social.lol avatar

    @adam I've lost track of my email address, but I think it's a custom domain configured through iCloud that I just used.

    jason,
    @jason@social.lol avatar

    @adam I am. iCloud Custom Domains

    Liquidream,
    @Liquidream@mastodon.gamedev.place avatar

    @adam ✅ Sent
    ...alas, reply landed in Junk (details sent in reply)
    All the best! 🤓

    adam,
    @adam@social.lol avatar

    @Liquidream Thanks for testing!

    michaelmillerjr,
    @michaelmillerjr@social.lol avatar

    @adam In my inbox after a 7 second wait.

    🙌

    adam,
    @adam@social.lol avatar
    gr36,
    @gr36@social.lol avatar

    deleted_by_author

  • Loading...
  • adam,
    @adam@social.lol avatar

    @gr36 Awesome, thanks for testing! I really appreciate it.

    von,

    deleted_by_author

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  • adam,
    @adam@social.lol avatar

    @von Awesome! I’m over here bracing for a torrent of “your reply went to spam, and my mail server has blocked you, and you’re a jerk” but so far so good... I’m cautiously optimistic that this new setup could actually be decent after all!

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