In both#145 and#98, I've encountered an issue with release builds of the app. These issues arose when a dependency was required by both the App target (or any of it's dependencies), and the system extension target (and any of it's dependencies).

In#98, the issue occurred when protobuf definitions were added directly to the app target, or a new framework target that would be depended on by the app target. They were previously working fine being depended on by justVPNLib (which the system extension depends on).
In the first case, the network extension would crash. In the second case, the app would crash.
The crash reason was:

Library not loaded: @rpath/SwiftProtobuf.framework/Versions/A/SwiftProtobuf

Other users have reported this issueapple/swift-protobuf#1506 (comment)

In#143, the issue occured whenInternalCollectionsUtilities was depended on by both the App target, and the VPN target (via another framework, VPNLib). When a library that depended onswift-collections was added to the app target, the network extension would crash on startup with the error:

Library not loaded: @rpath/InternalCollectionsUtilities.framework/Versions/A/InternalCollectionsUtilities

FWICT, xcode is making some form of optimisation where it constructs a framework for code shared between two different targets. This poses an issue with a system extension, which is copied and executed outside of the app bundle. A copy of the system extension always lives in the app bundle, so it's trivial for the app to depend on a framework present within the system extension bundle (we already do this), but not the other way around. If there was some way to tell xcode to embed this new framework within the system extension bundle, we wouldn't have this issue.

Instead, the workaround we've gone with is to simply put everything that would cause this issue inVPNLib, as to minimise the number of times we depend on any one package.

This issue doesn't require immediate action, and is more so for book-keeping. It would be good to post this alongside an MRE on the Apple developer forums and in Apple feedback assistant.