A guy from my gym got tapped as best man and immediately felt the pressure of planning a bachelor party for a group of ten guys scattered across three states, all with different budgets and different ideas of a good weekend.
He used an AI chatbot to build a simple planning framework: a message template to send the group asking for budget comfort levels and available dates without it turning into a chaotic group chat, and a sample itinerary he could adjust once he had everyone's input.
It also helped him think through the logistics that are easy to overlook, like collecting money upfront for shared costs and having a backup plan in case the weather affected any outdoor activity, so the weekend didn't fall apart over something avoidable.
He still made every actual decision about the group and the groom's preferences himself, since that judgment call is exactly his job as best man. But having a framework to organize a scattered, opinionated group around saved him from the usual planning headache.
Group trips fall apart more often from bad coordination than bad ideas. Getting the logistics organized early is what actually determines whether the weekend goes smoothly.
If you want the slow, no-jargon version of all this — the stuff I wish someone had handed me before I fumbled through it myself — that's exactly what I built On Ramp AI for. Check it out here.