Failed to Rebuild Outlook 2016 Mac database

OLK15message files are temporary database files of Outlook Mac and yes they store the information of the emails. But unfortunately, there is no way to recover email database built in. You might have to use a third party app that is capable of reading OLK15message files. Here's one that I found: OLK14 Message Recovery

The answer is yes! There is an OLM 2016 to PST converter available in for you to test and buy online. The tool name is OLM to PST Converter Ultimate. When you visit the web page of this tool, you can see try and buy links.

As the tool is already well-known in the market and proven for years together for multiple versions of Mac Outlook, you can buy it directly and can start with live migration exercise. If you want to explore and get a feel of the tool first, you can download the free version and start working on it.

You can check all the features and functions of this tool as well as you can make some live data conversions to see the exact working of Outlook Mac 2016 to PST transition. The star feature of the tool is its ability to fetch data from Outlook identity folder and export it in the PST format!

Apart from that, the tool is useful in many ways as Outlook Mac 2016 converter. Convert multiple OLM files together, convert your address book and calendar invites as well. No need to worry about data loss as that's the primary focus of this tool.
OLM to PST Converter Ultimate

Hi Scott
I am a Mac User also.
Ran my own Mac repair business for 18 years...
I remember this particular problem with Entourage/Outlook for Mac
I stopped using Outlook & Office years ago because it goes corrupt when too many emails are stored in the email data file. About the 1gb file size. A well known problem. I use Apple Mail these days. Note..It will Import emails from Entourage.
All this data is kept in the Microsoft User Data folder inside Documents Folder... if my memory is correct.
Make a backup copy of this folder if you can... before fiddling.
I used a Microsoft Utility Program called "Microsoft Database Utility" to fix and clean up the Email data file. Then Entourage opened up the email again and I got rid of excessive emails containing photos.
I don't even have MS Office installed on this Mac any more but I have located "Microsoft Database Utility" program which is about 2.3mb in size. It's probably inside your MS Office / Office folder already. Use Apple Spotlight to search or... a free program called EasyFind works great.
Open the program and point it to the Microsoft User Data folder where Entourage email data file is located. To locate the actual email data file...Use "Cmd I" to find size of suspect file. The email data file is a Fairly big one.
I am using a 2007 MacBook Pro running OSX 10.9 Maverics with the free "Pages" for reading Word Doc's & "Numbers" for Excel SS and it all works seamlessly. Dont have a need or want to pay for MS Office anymore as it never got many updates anyhow.

Hope this Fixes your Problem
Cheers
Trevor

On Side Subject.... Depending on age of your Mac...You can get Maverics OSX10.9 for free. Download the flu .DMG file. Use CCC (Carbon Copy Cloner from Bombich Software) to do a full Clone Backup of your current Mac HD to another external hard drive before installing new clean OSX 10.9 system then you get asked to Migrate your old system data back and you end up with a new Mac and all your data in place. Get free "MacTracker" to get your specific Mac Specs & what max OS it will go up to.

Hi William,
If you are unable to get to know the reason behind why your Outlook 2011 for Mac get crashed many times, you can try once any of the three resolutions explained in the below blog content.
You may visit here to resolving your query in a simplified manner.

Source Link: http://mailsolutions.blogspot.in/2015/01/error-outlook-cannot-open-file-because.html

Even if you manage to rebuild your database, you can't import the data into the windows outlook. Although both versions look the same, they use different database structures. just renaming the data file, only will destroy it, when you try to open it.
just Google for outlook data structure 2010 2011 and read what wikipedia has to say on this.
It will take an expert, to help you with this.

First, start up the computer from Disk 1 of your OS installer if you have it and run Utilities/Disk Utility. Click "Repair Disk" and let the program do its work. If you don't have the install disk handy, you can do the job from the command line as follows:
Start up the computer and immediately hold down the option and S keys. Instead of a normal startup, the screen will go black and give you a whole bunch of reports on startup operations in white type. When this is done, you'll see a command line prompt with the primary user's short name. Type fsck -f and hit <return>. The File System ChecKer will begin doing its work. If it comes up with repairs to do, wait until it's finished and run it again. When it reports, "The volume [volumename] appears to be OK." you can restart by typing reboot and <return>.
Try Outlook again. If it still doesn't work, then open the Microsoft Database Utility. The default location is /Applications/Microsoft Office 2011/Office/ (assuming you have Office 2011, you didn't mention any versions of Office or OS). Click the identity of the database you want to rebuild, then click "Rebuild"
For more information, see this Microsoft Outlook Help page.

Outlook Mac suffers several issues every next day. Either the Outlook crashes all of sudden or the database gets corrupted the next day. Something that sets Outlook mac away from the rest of the mail clients is the OLM files which is not readable by any other mail clients. IF it were MBOX or PST we could have managed with Thunderbird or Windows Outlook respectively.
If any corruption ever takes place in future, approach for OLK14 recovery tool by Gladwev.
Visit: OLK14 Message Recovery on Mac Gladwev Software

Hi,

If you already rebuilt the Database and still crashing, that means that your Database(Main Identity) is already corrupted and you need to start a fresh database.

Try deleting the messages in your Webmail if you're using IMAP account. Most likely, that message that was stucked in your deleted items folder is causing the issue.

If you have TimeMachine enabled, restore to the date when Entouarge last worked.