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macOS 10.15.4 shows message that a “Legacy System Extension” will be incompatible with a future version of macOS.

Starting with macOS 10.15.4 the above “Legacy System Extension” message will be shown when Little Snitch is installed.

→ Please read this blog post to learn more about why this message is shown.

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Jul 18, 2018  Clean your computer immediately with Snitch tools! Snitch comes in several versions, ranging from the core features required to ensure a clean computer, to more advanced functions for power users, and users that want an even greater level of control over the cleaning process. Little Snitch. Makes these Internet connections visible and puts you back in control! Decide immediately Alert Mode. Whenever an app attempts to connect to a server on the Internet, Little Snitch shows a connection alert, allowing you to decide whether to allow or deny the connection. No data is transmitted without your consent.

Game

Will there be an update of Little Snitch that’s compatible with macOS 10.16?

Yes. We are going to release Little Snitch 5 later this year, which will be compatible with macOS 10.16. → Learn more…

Will I get the update for free?

Yes. All licenses sold now include a free upgrade to Little Snitch 5. In addition, customers who purchased Little Snitch 4 within a one-year period prior to the final release of Little Snitch 5 will also get a free upgrade. → Learn more…

Will Little Snitch 4 run on macOS 10.16?

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Little Snitch 4 will not be loaded on macOS 10.16 by default, but there will still be an option to allow the loading. → Learn more…

LS4 has had a few private betas up until now, but it's in public beta at this point and some of the new stuff they've been working on is pretty interesting. Their main landing page has been updated for LS4 [1] and has a nice general summary of new features with screenshots, but trying to submit that link just goes back to the HN discussion on LS3 five months back [2]. The What's New is more detailed. I'm particularly curious how their improved Research Assistant 2.0 will turn out. They're making an effort to open it up and turn LS4 into a bit more of a platform, allowing 3rd party devs to make specific descriptive information available:

>Third party developers can now bundle their apps with an Internet Access Policy file containing descriptions of all network connections that are possibly triggered by their app. Little Snitch will then display that information to users, helping them in their decision how to handle a particular connection. A description of the policy file format will be provided soon.

Research Assistant is a useful feature and at first blush this seems to have the potential to make it even better, assuming LS has enough market penetration to actually get more then a handful of devs to provide a description. The spirit of transparency is a good one too. One thing I wonder about though is how well they're prepared to deal with lying, because this seems like it could possibly open up a potential risk for social engineering. Can the developer of an application making a connection a power user would consider worth blocking actually be trusted provide their own description? If they do lie (directly or by omission) or even simply obfuscate about what it's doing, is Obdev up to policing that?

Having used it since version one though I'm excited about a lot of the new changes. I hope OpenSnitch and similar projects are inspired and vice versa.

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1: https://www.obdev.at/products/littlesnitch/index.html

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2: https://news.ycombinator.com/item?id=13443858