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Detailed Email client question, opinions needed (long)
#1
I've been using Entourage 2004/2008 for many years for my business. About 12 accounts, many categories and client folders, filtering rules, etc. My entire business' history, organized and searchable, is in that database. (I am currently on a mid-2012 MBP on Yosemite).

The other day I began to have problems where Entourage would freeze after a download; after a force quit and restart, the new emails would be there but nothing filtered, and manually running rules was now ineffective. Research showed this was likely due to corruption of the identity, which was confirmed by running a few tests. Recommendation was to export my identity and re-import into a new one.

In order to get away from the issues of having all of my emails into such a massive database (4.7GB covered all emails since 2009 and several important categories going back to 2001- I used Eudora before that) I thought it would be a good idea to move to a more modern client that avoided the fact that Entourage's database scheme made it Time-machine incompatible, and began looking at Outlook and Apple Mail, both of which store emails in individual files.

Outlook 2011 works, but is cluttered (I don't use the calendaring, scheduling, etc. features) and omits several features that were very convenient in Entourage:

-no provision for "After sending, move email to folder X" which allowed me to keep important correspondence in the same folder as that client's incoming emails without having to keep all trivial sent mail forever. This option is very important to my workflow; smart threading in Mail or "sort by conversation" in Outlook helps but require you to keep every "let's have lunch next Thursday" email you send out forever in the Sent folder

-omission of the option to not include an account in the Send & Receive schedule. This was very useful as several of my accounts really represent aliases of my main email account on my server (such accounts being set up with the same login info as the main), allowing me to easily reply from "different" addresses. If I set up those accounts in Outlook, it checks the same account multiple times causing either multiple downloads, a cluttered inbox structure and error messages which aren't really errors but are actually the result of my admittedly convoluted account setup).

Apple's Mail also works, but I am constantly hearing about issues with Mail from this forum and others, especially if the setup has many rules, folders, etc. I'm also worried about Apple's current business model which makes major changes to such important applications rather willy-nilly and forces you to accept them with each system update.

Operationally, I also do not see in Mail an "After sending, move email to folder X" option. .

So the question becomes:

Do I make a new identity in Entourage 2008 and continue to use it? (Seems it's only a matter of time before system updates make it useless)

Do I move into Outlook or Mail and manually move every important email as I send them so I can empty out my Sent folder regularly?

Is there a way to deal with the lack of a "do not include account in the Send & Receive schedule" in Outlook?

Are my concerns about Apple Mail valid or paranoiac?

Is there another third party option that will satisfy all the needs I've described:
  • multiple accounts with the option to not include an account in the send/receive schedule;
  • the ability to move a new email to a specific folder after sending
  • architecture based on individual files and not a huge database



Thanks for taking the time. I appreciate the very helpful input I get from you guys at this forum!
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#2
Assuming you have already rebuilt the e-rage inbox?

1 is easy, 2 might just be a rule, 3 I doubt.

I switched away from e-rage about 2010? to apple mail. Mostly happy? Its been so long since I have used e-rage not sure that I can compare the 2 anymore. I did use outlook recently, seems so dang cluttered.

Ive got 3 emails, and at least 20 specific folders with 40+ rules and mail always seems to work fine. Fast to open, fast to send, etc. I mostly just forget about it -- which is how I think it should work.

mail has tons of plug ins, I use a few, very handy. tons out there if you google:

http://www.macworld.com/article/2140903/...-mail.html
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#3
thanks, plug-ins may be the key to the "move to folder X after send" issue.

Rebuilding everything will take some time, as everything got imported from Entourage but with 2-deep nested folders...
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#4
Joey,

Check out Postbox. I use it in conjunction with Apple Mail. At home, I use Apple Mail for personal and Postbox for business. At my office, I use Apple Mail for business and Postbox for personal. This ensures the mail accounts don't get mixed together. I like Postbox quite a bit. It has a few annoyances but nothing that is insurmountable. It's a solid application and definitely one of the better 3rd party email clients.

Robert
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#5
Joey Cupcakes wrote:
thanks, plug-ins may be the key to the "move to folder X after send" issue.

Rebuilding everything will take some time, as everything got imported from Entourage but with 2-deep nested folders...

I think you just hold down the option key at startup and ask to rebuild?

I used to run multiple "inboxes" -- every year I would create a new one fresh. If I needed a past year I would restart e-rage and choose the old one. A bit of a hassle for the first couple of weeks of Jan, but better after that. Much faster. Running G4s.
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#6
It's not a database rebuild issue – it's a corrupted identity. I have already rebuilt the database several several times
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#7
OK, just checking. =)
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#8
It looks like the Act-On plug in will handle many of the issues. I've figured out a parial workaround for the multiple accounts issue (Apple will not let you have 2 accounts that employ the same login credentials...)
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#9
This is not an 'either or' scenario. I run Outlook AND Apple Mail on this Mac. Why?

1) Apple Mail has a lot of features I like and prefer in general over Outlook. But it was not fully compatible with everything Entourage had for exchange email.

2) So I now run Outlook - more for calendar syncing that anything. But there are times where attachments, etc., behave better in Outlook than Apple Mail.

I just use Outlook as a web client - do not store anything on my Mac that way. I do that in Apple Mail.
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#10
Joey Cupcakes wrote:
-omission of the option to not include an account in the Send & Receive schedule. This was very useful as several of my accounts really represent aliases of my main email account on my server (such accounts being set up with the same login info as the main), allowing me to easily reply from "different" addresses.

Joey Cupcakes wrote:
It looks like the Act-On plug in will handle many of the issues. I've figured out a parial workaround for the multiple accounts issue (Apple will not let you have 2 accounts that employ the same login credentials...)

Apple Mail does have a solution for this (at least in 10.6.8), it's not obvious, but works very well.

In the Account Information, for the "Email Address", you can have multiple addresses associated with a single physical mailbox, just use a comma between the addresses.

Eg: foo1@bar.com, foo2@bar.com, foo3@bar.com

For sending messages, all of these addresses will be available in the From: popup menu.

And it's smart when you reply to a message, it will set the sender to the email address that was in the TO: field.

I use this a lot, I have a catch-all mailbox for my domain, and I give out unique email addresses to websites that require one. Usually I never need to send an email using those unique addresses, but in the rare cases that I do, I just add them to the list of email addresses for that catch-all mailbox account.
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