I did a similar thing a few years back, but rather than simplifying, I focused on getting rid of hacky DIY things that needed maintenance.

I got rid of almost all the customized software in my life, and the few projects I decided to keep, I aggressively modernized, getting rid of thousands of lines of original code and adding many times more tests than I'd ever had before.

It very significantly improved my life and career to not have a second part time job maintaining a note taking app.

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LPisGood a day ago | parent [-]

How did you replace the customized software you had before?

	▲	eternityforest a day ago \| parent [-]
		With off the shelf options, preferring FOSS if possible, I still enjoy using and contributing to open source. Some of the substitutions wound up being a step down in features, or required rethinking parts of workflows, but the time savings is such a benefit. Custom notetaking tool with p2p sync-> Google keep Custom batteries included Linux distro for SD protection, Kiosk browsers, offline docs, creative commons content packs -> a few scripts built into my control server on vanilla RasPi OS Rsync-> Borg -> Kopia(to avoid fussing with Borg's community NAS package)