My Hack: For insurance don't try and catalog everything in a spreadsheet or such; you're prematurely optimizing for a rare event that hopefully will never happen, you'll miss stuff or forget important details and it's impossible to keep it up to date.

Once a year walk through every room in your house with a video camera, openning all drawers and closets and record it all. Drop your 20-plus gigs of high-dev video somewhere (I use AWS glacier for pennies a month) and then IF you ever need to, you can painfully go through it and catalog everything.