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I ran my own email server for many years. It was fun, easy, and gave me a lot of freedom and power. Gmail was never an issue for me, but I put a lot of effort into it. Others have not had such promising results.

For me, it wasn’t Gmail. It was Proofpoint and Microsoft. During a very email-critical time I couldn’t get emails out to certain Proofpoint customers or to Hotmail.com addresses (specifically). And it was important enough for me to switch rather than try to fix.

Microsoft was likely arguably fixable but Proofpoint wanted me to prove ownership and control over the entire IP allotment from which my mail was emanating in order to lift the restriction on my single IP. That wasn’t possible because I didn’t control the entire space my IP was in.

It’s become increasingly difficult to operate email independently without a lot more money and time at the least. This worries me.




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