This was because Skype’s file transfer was Peer-to-peer, so it wasn’t Skype itself hosting the files. While discord is actually hosting the files, which is much more costly.

P2P vs hosting...

skype probably didn't save a copy of all your files forever, discord has to save a copy for the government!

Skype was mostly p2p so it enabled a lot more free functionality. Discord runs everything through its servers.

"Hello, File Seller, I am going into uploading and need your strongest files". "My files are too powerful for you, traveller".

This is the reason I've never used discord outside voice chatting with friends a few times per month.

A basic photo from my phone is over the file size limit. It's essentially unusable, and I'm not going to get me and my friends and family to all pay a subscription for a feature literally every other chat app provides for free. Sorry.

I've been using https://wormhole.app/ for file transfers over discord/text. The link is only good for 24 hours, but it supports up to 10 gb files.

Bro fuck discord

The fucking bane of my existence I swear, all my homies hate filesize limits.

Fortunately we have a few options, some better than others, and if it helps one person Imma talk about it now.

Magic-wormhole: My favorite, CLI client that shares files from your computer to a server to be downloaded with a password you send through your normal means of communication. No filesize limit, files stay on the server for 1h unless downloaded (deleted after download.) For sensitive information I would PGP it before I upload but I have trust issues.

Warp: Magic wormhole, but GUI. Second favorite, only because I love my terminal so much. It's literally just a GUI wrapper for magic wormhole though so no complaints from me. Works on windows too iirc, and the android wrapper for it is called just "wormhole" alone, no "magic."

Onionshare: Sends files directly from your pc to theirs, works through Tor. I have gotten it to work before, but sometimes it hates me and refuses to connect, usually when I try to DL from mobile.

Soulseek: Not exactly private, but it works if you can forward a port. If you need privacy you'll have to mark the files as private, probably name them something nondescript like "file1," and set it so only your trusted buddies can download it, then whitelist the buddy you want to share it with for that time (would have to remove trust for buddies by default, only enabling the ones for the current file to be shared, then swap that again next time. Like I said it "works" but it's far from ideal. Would also PGP them files to be safe.)

Torrents: well we all know this one, it's the classic!

I'm probably forgetting some/don't know some, so anyone else feel free to add!

I hate discord now. It's worse than reddit

Back in 2010 my best friend at the time sent me an entire pirated copy of need for speed most wanted in a zip file through Skype. It took the entire day for it to send and then it took my weak ass computer until I woke up the next morning to unzip the folder the game was on. I remember waking up and being overjoyed that it was at 97% completion. I only had to wait another few minutes for it to finish.

I still have that exe to this day. It's basically impossible to play the game otherwise. I actually store the exe on my phone since it has so much storage and it's easy to move it over thanks to USB 3.0 and higher. I do that with a lot of games actually.

Recently I wanted to transfer one 20GB file to my brother and I ended up using FileZilla.

But before that I tried some quick effortless solutions (like opening Skype/Teams and using that) and I failed.

I miss opening the IM app and quickly transfer something.

Check out croc, a slick little tool to allow you to send files from one computer to another. No port forwarding, encryption built in.

Y'all don't pass CDs around anymore?

Isn't the file limit 25MB these days? And yeah, I remember Skype having no limit on that but I also remember it taking an eternity and a half to transfer some of those files.