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Short Answer:  Try a bulk email merge which uses your list of recipients, your email in Microsoft Word, the Mailings (email merge) feature in Microsoft Word, and Outlook to send messages *one-at-a-time*.  Here's a link with some information to get you started.  https://support.office.com/en-us/article/Use-mail-merge-to-send-bulk-email-messages-0f123521-20ce-4aa8-8b62-ac211dedefa4

However, I like elements of responses from Jim (12/22/2017) and Dean (12/26/2017) both.  Here's something I am going to try in the New Year.

I have the same goal as you,

0.  to get out email reliably to all my congregants. 

In addition, i have a couple of goals which you may or may not agree with so bear with me for a second.

1.  Any congregant should be able to contact all other congregants via "the email list" without having to go through the office.

2.  Congregants should be able to add or remove themselves from the "the email list"

Our church was using a gmail account ("not using Outlook") that Jim suggests with an address book and putting a bunch of email addresses on the "To:" or "CC:" line, but I think that is falling out of favor.  That solution wasn't guaranteed to reach everyone, and I don't know when or how it started, but I think over time the whitelisting (that Dean mentioned) was happening.

What I am trying in 2018 is setting up the church as a G-Suite (Google) and setting up a mailing list of congregants as a Google Group.  The benefit is that I think we can get to #1 and #2 goals above by having a Private Group where past messages are archived.  Feel free to contact me if you want updates.

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