I posted a subscribe box on a few of my proxies at the beginning of the month and I am getting about 10 sign-ups a day, I have never sent out a newsletter myself before and would greatly appreciate any tips anyone could give on how to do it correctly or succesfully.

This may seem offtopic but what is the point of a newsletter on a proxy site?

It gives you a base of users. Proxies get blocked so people will sign up to newsletters that send out a list of proxies each week. Instead of them going to a new proxy after yours is blocked a newsletter lets you inform your users of newly made proxies that arent blocked yet.

if you get enough subscribers (1000+) you can sell ($$$$) a link per e-mail over at DP, an example would be forums.digitalpoint.com/showthread.php?t=540877

Oh yeah + free advertising for your new proxy sites

WOW. I never would of thought of this. Im trying this soon on my new proxy but what would be on it just links? You could add some RSS feeds to it show the world news

Guys which newsletter script will be best proxies?
AFAIK... those mails come in spam box.

Oh yeah, I thought of using google groups but gmail mails always seem to end up in hotmails junk folder =/

I think vahsi is creating a mod right now jsut for this alone.

Why not try removing the word proxy from the newsletters. According to hotmail and Gmail. The word "proxy" & "Proxies" are on there spam list

Hmm not just that, but there are a lot of times when mails that came from google ended up in my junk mail folder instead while using hotmail.

Mails as in say I email you with my gmail account?
I signed up to my newsletter with a gmail and yahoo account and the one newsletter Ive sent out hasnt been caught in the spam filter and thats with "Novembers list of proxies" as the title. I guess you could set google groups up to send the newsletter through a domain if you were really worried about it being thrown in the spam box.