For example, something that is too complex for your comfort level, a security concern, or maybe your hardware can’t keep up with the service’s needs?
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Me too, I’ll never self host my email server. Too much time that I don’t have to set it up correctly, manage the antispam and other thing that I don’t even know . And if it goes down and I don’t have time to look into it (which would be the case 95% of the time 🙈), I’ll be without email for I don’t know how long.
I’ve been self-hosting a personal email server for about half a year now, and it was definitely challenging! But it also tought me quite a bit about how the system works, so I think it was worth it. There are solutions for everything, but you definitely need some time and patience.