"Should I run an email server for personal use?" That's going to be a frustrating hobby. "Business?" Absolutely insane decision for 99.998%.
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But in 2016, if you just want to stand up a server on the Internet and send email to Gmail without paying an MTA... that's gonna suck.
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Have you ever tried it? I’ve been running email servers for years and there’s no problem sending to Gmail or other big providers.
End of conversation
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