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If you have a VPS with dedicated IP they you (and only you) have used for a while, would it still be blacklisted?
Short answer, likely yes. It's not definitive, you could still slip by after sending enough mail, but you are also very likely to get whacked because that VPS IP doesn't have an email sending reputation.
Longer answer, email gateways like Google, Microsoft, and Proofpoint don't really care who owns what IP. Well, they might, but they're more concerned about the sending habits of an IP. While you might send good mail from that IP, there's no reputation for it, so you could be whacked for having a neutral reputation (the ol' credit score dilemma but for email).
In order to have a good reputation, you have to send a large volume of messages very gradually over several weeks to "warm" your IP as a reputable sender. I went over this slightly more in detail in another reply, but this article is pretty concise on how an enterprise accomplishes this with a dedicated IP at a provider like SendGrid: https://docs.sendgrid.com/ui/sending-email/warming-up-an-ip-address