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The Maximum Upload size is '50MB' for a web-application, will it be the same for the site-collections underneath of that web-application?

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turn versioning off. We have a library with 50MB docs and it grows too rapidly with versioning. – Nat Mar 29 '10 at 20:24
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Yes, the limit is for everything under the webapp.

If you plan on increasing it significantly, you may also need to increase some other settings in IIS and/or SharePoint to make sure connections don't timeout.

In IIS: Connection Timeout limit
In SharePoint: large file chunk size

See this post for some good insights on this. It is old, but not outdated I think.

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