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Rather than go down the path of keylogger that could potentially get flagged, if you get to the point where you can install software I would look at installing something such as insightful.io. Source: over 1 year ago
It doesn’t directly address your concern but you might like https://loshadki.app/openin/. Source: 11 months ago
Rectangle Pro can do that, if you pair it with advanced bettertouchtool triggers. But I don't think your solution is optimal, it'd be much easier to create a reddit.com webapp with e.g. fluid.app, make so every reddit link is handled via the reddit webapp using e.g. openin.app, and just store its size and location in app window presets which Rectangle or BTT can do easily. Source: over 1 year ago
Another way to do it is to use a “browser chooser” app. This is an app that you set as your default browser. It’s not a browser itself, but instead it sends your links to your preferred browser. There are a bunch of these apps. I use Velja. OpenIn is another good one. Source: over 1 year ago
Other great apps I always use is Rocket, Rectangle, PastePal, NextDNS (more like a service than app), OpenIn, Overkill. Source: almost 2 years ago
I use https://loshadki.app/openin/ worth every penny. Source: almost 2 years ago
Time Doctor - Time Tracking and Time Management Software that is accurate and helps you to get a lot more done each day.
Choosy - Choosy opens links in different browsers as specified, according to rules, set by the user.
Toggl - Toggl is an online time tracking tool. It features 1-click time tracking and helps you see where your time goes. Free and paid versions are available.
Bumpr - Open web and email links in different browsers/email apps
Hubstaff - Simple yet powerful employee work tracker with screenshots, timesheets, billing, in-depth reports, and more. Understand productivity issues and act on them.
Opener - Opener is an app that allows you to open links from the web in apps instead! Copy a link and launch Opener to see the apps that it can be opened in, or use Opener's action extension right from other apps!