Like most others have stated here, I’ll also add my recommendations for Linux Mint.
I have helped most of my family, relatives and several friends move and familiarize themselves with Linux Mint, especially those that do almost everything within the web browser (shopping/email/Facebook/youtube/travel reservation/etc…). Since I already was their goto tech support, I showed them around on Linux Mint and they pretty easily got going as everything was intuitively similar to Windows. All was point and click (after my initial setup with their network, peripherals, printer and some basic automatic updates configuration), no terminal voodoo magic for them.
For the younger ones I typically set them up with Pop!OS and Steam and they are ready to jump without me having to explain much. Sometimes, I had to install and help setup a server (Minecraft) so they can play with their friends.
Personally, I use a mix of LMDE (Linux Mint Debian Edition), Alpine Linux, TrueNAS Scale, OPNsense and VMware ESXi/Workstation/vSphere for virtual machines.
Mind you, I would not recommend VMware as I am currently evaluating my transition options toward XCP-ng with Xen Orchestra or LXD/Incus or something else entirely.
77% Not great 🫤
The coffee shop WiFi question doesn’t allow for VPN only, requires to choose an additional option (none of the other are great beyond exclusively using home internet, which I selected this time).
I got fooled by the google alternative letter hostname 😆
I use “virtual” credit cards for these situations (or a gift card I received), but not an available option.