On 20 May 2022, at 14:37, Antonio Leding wrote:

> “…how much of a hassle maintaining an email server is…”
>
> I would disagree here - I’ve been running my own Postfix + Dovecot server for 
> over 9 years with very little maintenance or headache.  I will concede a 
> small bit of an initial learning curve but that exists with any tech so I 
> chalk that up to education.  Once I got it up and running, maintenance has 
> been minimal as it pretty much just runs…

I’m glad you’ve had an easy time of things.

I administrate an Exim + SpamAssassin + ClamAV + Dovecot system with around 
sixty users. For me the biggest source of problems is when my users configure 
their accounts to forward messages to one of the big webmail providers. As I’m 
sure you know, this inevitably results in spam being forwarded, despite pretty 
aggressive filtering at SMTP time. Despite my best efforts, Google or Microsoft 
wake up some days and decide to blackball my mail server, and their policies 
are so opaque that it’s impossible to understand how to get back into their 
good graces.

It’s shit like that that’s worth $5/month to me, and why I don’t use my own 
mail service any more.

Cheers,
-sam
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