Grep. If you have the sources digitally and local, you can just run a search for a string.

Don’t use Outlook for non-Outlook email services. Problem solved. I am required to use Outlook for my work email, but I keep all of my personal email separate, accessed with FOSS email clients.

Care to elaborate on the significant downsides?

It involves a learning curve, and some things don’t work like bluetooth and streaming copyrighted movies. But most everything else works. Many things in AUR would not be there, but alteratives exist for those willing to adapt. Setting things up are typically done by editing text files on the command line. This sounds hard, but is actually simple once you get used to it. I tried Qubes last year out of curiosity and found it hopelessly convoluted.

If Hugo stops working down the line, you can compile your markdown with something else. Simple is king!

My OpenBSD operating system on my laptop is set to randomize my MAC address at every boot.

OpenBSD

Doesn’t work with Javascript blocked.

Not my experience at all. Once my OpenSMTPD mail server was set up 3 years ago, the only time I spend on it is updates (like 20 minutes per year). Setup did take some time, but it was totally worth it to me.