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I have been self-hosting my email for few years on Digital Ocean VPS. The biggest downside is that your messages are very often classified as spam by big player
by Yaggo 5y ago
I have been self-hosting my email for few years on Digital Ocean VPS. The biggest downside is that your messages are very often classified as spam by big players such as GMail or Microsoft, despite implementing DKIM, DMARC and SPF etc properly on my side. If it's important for me to get my message through, I have to use my "backup" GMail account, which pretty much defeants the point of self-hosting your email.
- sreevisakh 5y agoThat is clearly a problem with the big players rather than with self hosting. It should be pretty clear by now that rejection of legitimate mails is intentional. While your argument is justified (I face the same issue), the reality is that we are giving up our freedom under pressure by rent-seekers. I wish the users would resist it more vocally.
- kevincox 5y agoI've found that Microsoft is the worst of the big players. They heavily rely on reputation of your IP block. I've found the GMail was pretty quick to accept my domain reputation and I no longer have delivery problems. (Although I don't know what rate you need to send email for them to remember your domain reputation). For personal email a good option here is to use a relay for sending mail (or for sending important mail). Of course the downside is that the relay can see your mail in plaintext.