... Yeah, me too. If you check out the "about" page [1], there's IRC info at the bottom [2], so there may be hints there.

1: https://stripe-ctf.com/about

2: irc://irc.stripe.com:+6697/ctf

Edit: the IRC helped. the issue isn't ruby, sinatra, etc.

I was stumped by disbelief. Well, now I know that Stripe isn't lazy.

On level 7 now. Man this is fun.

Still on 4, was having fun until now :)