> An honest list of drawbacks I appreciate putting up a list like this. That said, I want to comment on one of the listed drawbacks: > Occasionally, obscure email servers will block emails sent through us I have a few years of experience running my own email server and I can tell you this is a major pain in the ass. When you send your email via a small email server (a server that sends a low volume of email), you wil…
> Also, most of the issues will not be with obscure email servers, they will be with Outlook and Gmail. When you send email, you will never know if your email will be delivered to inbox, delivered to spam folder, or blackholed entirely. In my personal experience, over five years of running my own business and personal email entirely and another decade and counting since of running PBXes that directly send voicemail m…
Outlook/Hotmail is kind of stupid in this sense: if the first time, a new domain send an email they are very likely to flagged as spam. But if the user simply reply or send to that email, the moving forward hotmail won't flagged it. In other word, hotmail rely stringly
- is this domain new? - is this ip address start to send email new? - if I interact with this sender in the past
Seems thing with icloud and their proofpoint spam filtering.
gmail in other hand, has the best delivery rate, clear error message, great rate limiting and cool down period.
gmail is very smart, if we accidently send spam(due to our failure to filter out spam), gmail won't blocklist the whole IP, but hotmail/icloud does.
And the process to delist from them homail/icloud are just absurb. I'm unable to contact their team.
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