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All you have to do is draft one message and it will be sent to an entire list of mail recipients. The Deluxe version also has a built-in smtp server and can send mail directly without any help from the ISP server. The new version supports multi-part html messages with embedded images, combined text and html messages, has a WYSWING html message editor, can send custom attachment for each recipient.

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Platform: Windows 95, Windows NT, Windows 2000, Windows XP, Windows 98, Windows ME
Vendor: InternetSoft Corporation

66. SiteKick
Whenever the site isn't reachable SiteKick takes the action you specify: run a soundfile, popup a window, send e-mail to the address you specified, send a second e-mail to a service which converts your e-mail into a message that will be sent to a pager or wireless phone.
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Platform: Windows 95, Windows NT, Windows 2000, Windows XP, Windows 98, Windows ME
Vendor: Nico Cuppen Software

67. AutoMail (personal use)
A pretty small utility that will help you send files by e-mail from Windows Explorer with one mouse click.
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Platform: Windows 95, Windows NT, Windows 2000, Windows 98, Windows ME
Vendor: Business Software Systems Inc.

68. ACEmessage

ACEmessage is a network messaging program for users to send out simple messages to groups of computers quickly and effectively. Send messages to: custom groups, single PCs or a DOMAIN. ACEmessage can send messages via the windows messenger service or its own ACE Client.

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Platform: Windows NT, Windows 2000, Windows XP, Windows Server 2003
Vendor: Spydaman Design Studios

69. PostOffice

PostOffice V1.0 - Massmailing software. Send Attachement. Send Plain or Html messages.

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Platform: Windows 95, Windows NT, Windows 2000, Windows XP, Windows 98, Windows ME, Windows Server 2003
Vendor: Asele Service Center

70. MailBee Objects
MailBee Objects - MailBee Objects is a complete set of components required to create, send, receive, parse and delete email messages to SMTP or from POP3 servers.
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Vendor: iForum, LLC

72. SmartMover for Exchange 2000/2003
So, if a message is sent to john2@company.com, it will be moved to the John2 folder, if a message is sent to john3@company.com, it will be moved to the John3 folder. John wishes for emails sent to his secondary SMTP addresses to be automatically placed in 2 folders he has created, John2 and John3.
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Platform: Windows 2000, Windows Server 2003
Vendor: IvaSoft

73. MailBee Objects
MailBee Objects - MailBee Objects is a complete set of components required to create, send, receive, parse and delete email messages to SMTP or from POP3 and IMAP4 servers.
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Vendor: iForum, LLC

74. SetFrom COM Add-in for Outlook 2000
You can not setup default Reply-to address in Outlook 2000 Corporate/Workgroup mode by design. This utility lets you to insert automatically in From: or Have replies sent to: field any address/alias that you need for each outgoing message.
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Platform: Windows 95, Windows NT, Windows 2000, Windows XP, Windows 98, Windows ME
Vendor: IvaSoft

75. Advanced Email Monitoring
Parents concerned about what their children send by email who they communicate with, and whether adults may be trying to solicit their children online. So you have complete control of all outgoing emails of monitored user and can make decision: will real recipients get emails sent by monitored user or not?).
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Vendor: Spydex Inc. (owned by Edison Commerce Corp.)