It's not so bad. I'm a tech newbie as well but bought aedger this year. There are plenty of videos to help you set it up and it's simple after that.
Log in every so often. Send a little bitcoin and store safely until the next time. I'm shooting for all hive and bitcoin so I don't have too much to mess with. Power up one and ledger the other.
I do always send a tiny amount first when trying something new. It might cost me a few dollars in fees but better than a few hundred.
I only have a few assets rather than many. I like diversifying but if I don't know much about the asset I'll stay away from it. I got involved with some alt coins a long time ago but I didn't go so well with them, they cost me very little but a loss is a loss. I would be talking differently if they went well though I guess.
I'm hoping to have the Trezor done today or tomorrow and will watch a video or two prior to setting it up.