Would you guys want to go to a Cubs game in a couple weeks?
Yeah! That sounds fun. I bet tons of people would want to come.
Okay, I'll send out a sign-up Google sheet in the Slack group and see how many people want to come
If we get a big group together, we can get a big discount on tickets
You all should sign-up for the Cubs game I'm organizing!
That sounds great, we will!
We have 100 people signed up but only 30 have actually paid. I need to buy these tickets in 2 days... that's $10K from my credit card. I really need to get these people to pay. Just messaging the whole group isn't working. Guess I'll message everyone individually. Ugh.
Ugh, I really hate chasing people for money.
I saw you all signed up to go to the Cubs game! I need to buy the tickets tomorrow so could you Venmo me if you want one?
Oh yeah, sure. Let me just double-check my schedule and then I'll send if I can still go.
Oh man, some people didn't pay in time and still want to go... what do I do? Also I bet some people will bail at the last minute. What a headache.