Spicy carrots
David teases Katie about Star Trek
David can’t remember what a batleth is
Katie teases David about having too many iPads
Spirit quest
Pay for your shoes
TextExpander
OmniFocus
David talks about configuring his devices and software so he can do work at Disneyland.
1Password
David tries a new note-taking app
Katie is in a hurricane
Brett Terpstra
Nuke and pave.
Make backups!
Family tech support
Even in college I couldn’t have survived this!
Battle of the Disney theme parks
No way I am going to play this - I haven’t been that amount of wasted as this game would result in since I was getting my degree 
To be clear, I love the show. @MacSparky and @katiefloyd are excellent and I hope they enjoy the joke.
I’d have to switch to beer or water down my whiskey quite a bit. It would require planning, I doubt I’d be able to function the next day.
Great list!
I only thought of one addition to suggest:
David says “I think I got a little off-topic there…”
“down a rabbit hole.”
MacSparky: ”Just for giggles”
The alcohol poisoning game is when you drink whenever Rene Ritchie appears on a podcast and (1) makes a Marvel Universe reference, (2) makes a Star Wars reference, or (3) says, “… like an animal” (eg “Or you could back up your phone to iTunes, like an animal”)
Drink twice if one of them accidentally sets off Siri in the broadcast.
Oooh, I’ll play!
“Saved my bacon” 
“Cruft”
“I’m a lawyer”
“I’m a geek”
“I’m a nerd”
Katie: “…and those types of things”
Either: “full disclosure”
Sparky: “gives me joy”
This is a great idea Mitch, I really want to play this game now. Anyone in Chicago…?
My wife is looking at me type with that incredulous look on her face like, “what is wrong with you?”