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#email#spam#self#server#mail#hosting#llm#don#writing#years

Discussion (132 Comments)Read Original on HackerNews
(Blog author) runs the email infrastructure measurement project at Live Direct Marketing
Google offers "mail merge in Gmail to send personalized email campaigns, newsletters, and announcements to a wide audience." [1]
Based on how much @gmail.com spam I used get within GMail I can only assume they treat mail from their internal accounts much more favourably then us dirty self hosters.
[1]: https://support.google.com/mail/answer/12921167
Don't listen to the naysayers.
"Please don't complain about tangential annoyances—e.g. article or website formats, name collisions, or back-button breakage. They're too common to be interesting."
LLM-written content is now too common to be interesting and complaining about it does not make it stop, it just derails comment sections. The reptitive complaints are getting as annoying as the LLM-written content!
Why should your opinion be worth more than those who would like to retain a semblance of meaning in what we use to convey ideas? LLM writing is sheer trash. It comes off like a coke-addled car salesman who is making a pitch to VCs about his latest scientific discovery that will 200x their investment.
Poorly written LLM content is NOT a tangential annoyance. If this is too much, maybe you should simulate HN using
Generative Agents: Interactive Simulacra of Human Behavior https://arxiv.org/abs/2304.03442
Personally, I usually check the comments before deciding to read something so I appreciate that others have saved me the trouble of reading this article in particular. If the author doesn't care enough to use human time to write it then I am not going to use human time to read it.
Kill me. With a spoon. Slowly.
Everyone should aim to be this lazy. Everyone is trying to maximize their time. This is what software has always done. It helps people be lazy in some respect, and then, so far, we have always found new stuff to do with the time we freed up.
LLMs got decent at writing, and before long they will be better at write-ups than the average human writer and we won't look back.
Of course, this is contingent on your current goal: If you want to get better at writing, you should do the writing, just like you want to do the math, if you want to learn multiplication. Writing is fine as a tool just to get information across. It needn't be more than that for everyone.
I think if this post had not gone the AI-generated-text-route, some people here would easily have considered it interesting for its content, even if it was entirely AI generated.
Judging by people's response, that doesn't seem to be the case.
> and before long they will be better at write-ups than the average human writer and we won't look back.
I'll read articles written by them if and when that happens, but not before.
When you start digging in you realize that (like most things) there are multiple different definitions. LLMs are very good at putting together a lot of words that are spell correctly with grammatically correct sentences (better than me - though I'm particularly bad at this). However people often want to add other things like "correct" (the facts are right...), or some notion of not using too many words. LLMs tend to not be as good at those.
Delegating this task to automation serves to undermine all the masters and indeed strengthen the servants.
Short term this offload is good for people; long term it’ll lead to mental rot where people are hard pressed to put their ideas forward and give up in exasperation when they don’t have the assistance of their servants. Their ability to even make the proper requests to the servants may deteriorate enough that their existence may come to rely on the benevolence of their servants.
I stopped reading at this point. I cannot emphasize how much I HATE this AI writing style.
I stopped here, anytime an author (or likely AI) feels the need to tell me they're being honest or "genuine" I don't need to read any further.
I'll assume honesty but the minute you explicitly tell me, you've probably got an angle that I'm too dumb to see, but I'm not dumb enough to keep reading.
Is this in the same vein as using — em dashes?
Are people with minimal regard to typography and style doomed to lower their standards because the masses can't even?
It's kind of sad. I compare it to when Memes started becoming popular as communication tools on the internet (mid 2000s from what i recall): Instead of writing text to convey the idea they wanted, people just pasted a meme (my face when ... whatever).
Now with AI, everyone write everything in the same way.
I hate LLM writing, but the economics checks out.
That's the thing, good writing is expensive, massively so, much more than people think.
Letting the machine do the writing however shows us that many people have no idea why writing is expensive, nor do they respect that perhaps it needs to be expensive. Communication is incredibly hard, very few master it. I'd even go so far as to say that clear, precise and readable communication is so hard that we do not have sufficient training data to build an LLM that can do it.
Letting a person write article, like this one, doesn't necessarily improve the quality, but it does show us that some thought and effort have at least been put into it. There was a cost and you deemed that cost worth it for conveying your message. Without the cost there's nothing stopping you from wasting peoples time.
The only way around this seems to be hosting with Google, Microsoft, or maybe Proton. Any other ideas?
I'd argue that self-hosting is the first step. The second step is helping everyone you know get their own domain and host their email for them. If they don't trust you to not read their email on your server, point them to somebody else who offers mail hosting.
The more people we can convince the internet is something anyone can help build outside of the silos, the more likely it is to survive.
If I ever go back to self-hosting email, I would do the same except I would maintain a whitelist of friendly mail servers to which I would send directly. Or maybe just relay emails to Google/Microsoft via SES and send the rest directly.
Email spam has made self hosting untenable.
Unfortunately this only talks about what DMARC policies are published by domains. I was hoping they will go into some analysis of how many mailboxes actually hard-enforce DMARC rules on ingress (as in, respect the DMARC policy as published by the sender's domain, p=reject or whatever else it might be)
I have been hesitant to enforce DMARC rules on my server. Partly because maintaining it was a pain (see opendmarc - maybe better with rspamd now), but also because on my test runs I saw plenty of legitimate incoming mail that simply would get rejected if I were to enforce DMARC on ingress.
I suspect big players like gmail have some kind of soft enforcement/reputation/machine learning approach to DMARC, but this is way too much work for a small time admin like me.
The only thing I think can compete with that is some kind of decentralized solution, also something I've thought about a bit. Like a Keyoxide-based[0] - or similar - setup that makes it virtually impossible for one to lose their online identity (since lost keys can be rotated out once one has - access to - enough proofs), and then that identity can be used - without fear - to route associated data, etc. Of course adoption of what could become an adjacent or new standard would be the next hurdle to overcome...
[0] https://keyoxide.org/
On the other side of the coin, what would happen if google bans you? That's certainly not unheard of.
And setting them up properly is not even that difficult nowadays
I self-hosted for years and I did all the standard things you're supposed to do, but I had tremendous problems with Gmail and Outlook. Other providers usually went through without issue.
FWIW, in my case, I am running the server on Hetzner, even though is supposed to have a bad reputation, but I have been using its IP for more than 10 years for other things (web server, personal services etc) so I guess that helps
https://gitlab.com/here_forawhile/tmail
I've written about it five years ago, still applies: https://schumacher.sh/2021/05/10/running-a-private-mail-serv...
I have been running Postfix for 22 years, from a big corporate installation to my own on a Raspberry Pi Zero. It just does its job.
However you do have to live with the occasional blacklist when you host on a VPS like I do. Some idiot in your IP range may get blacklisted for spam and then you get caught in it. It’s generally temporary.
And there are some corporate policies that will flat out reject emails from you which is fun.
I’ve probably spent less than 10 hours over the last 5 or 6 years on maintenance.
I've self-hosted for about 2 months, and promptly switched to iCloud. Just because I've been spending too much time calling people and telling them to check their spam folders.
Recently our business moved to another domain. We had a guy who has spent over a month "warming up" traffic, so our new domain won't be tagged as spam by default.
The problem lies with the big e-mail providers marking your e-mail as spam, even if you have everything configured right (MX, SPF, DKIM, DMARC, etc.) and you're not on any blacklists. They use their mysterious opaque algo to determine that your e-mail is spam and you have no idea what you could do to not get in peoples junk boxes.
And that’s not hard?
Running a modern mail server, a spam filter, a self-hosted webmail, and learning just enough about DNS and networking to get mail through: this is what’s not that hard.
Figuring out how to stay whitelisted, or accept ending up in people’s filters, asking them to whitelist you while your public IP gradually gains trust, is a job.
I just wish these big parties would give you a more formal way to make clear you're not a spammer.
Edit: typo
My self-hosted email filters too little spam, while GMail etc filter too much (e.g. important company correspondence leading to orders almost being lost because they landed in our GMail spam).
Also had a couple of ui pages on our app to have full email functionality.
This also means custom integration into our existing ecosystem.
I've done it for decades, but I don't know much beyond the basics of email hosting tbh, however my understanding is that these days email coming from self-hosted servers carries a much higher spam/junk risk and so often automatically marked as spam.
Maybe there are ways to avoid this happening, but when a few clients all reported that they were not receiving my emails I didn't have much of a choice but to switch.
I used Gmail for Domains for a hot minute, but never really liked it very much. Soon I found Fastmail, and I've been using them ever since (so about 13 years now).
It was complicated to get security, DNSSEC, DKIM, DMARC right this way. I did it just under a year ago, around September 15, 2025.
I tried to follow and understand what I was doing, and keep good records on it. It was a complicated process, but everything was up and working at the end and I received email my server sent me. It felt good to be able use this simple script to send myself email:
and have it show up instantly in my gmail within seconds. This is powerful. (I've removed the details from this comment.)I understand that as my server's reputation grows, it becomes very powerful to be able to email anyone without any intermediary except potential spam filters. I am very careful about what I put on my server.
Nevertheless, I had a recent experience that was a little sad for me. I wanted to forward some mail to my gmail address automatically, and used ChatGPT Sol 5.6 on medium thinking time to help me with the administration to do this. (I find extra high and pro thinking times are excessively long.)
I was very disappointed with the results, which included a very badly written regex for authentication. I'll write up my experience in an experience report. It was a big disappointment for me.
The burden on administrating one's own email is already very large, and it is disappointing that we can't really rely on frontier models to help with it.