Overview
SquadTrip can automatically post messages in your Group Chat at key moments during your trip planning journey. Milestones celebrate progress and keep travelers engaged, while welcome messages greet new travelers when they join the chat.
What Are Milestones?
Milestones are automated messages posted to your Group Chat when your trip reaches specific moments. They help build excitement and keep the group engaged as the trip date approaches.
Available Milestone Triggers
Milestone | When It Fires | Example Use |
First Booking | When the first traveler books the trip | "We have our first traveler! The adventure begins!" |
60 Days Out | 60 days before the trip start date | "Just 2 months to go! Time to start packing lists" |
30 Days Out | 30 days before the trip start date | "One month away! Make sure your passport is current" |
7 Days Out | 7 days before the trip start date | "One week! Final reminders and packing tips..." |
Day After Trip | The day after the trip ends | "What an amazing trip! Share your favorite memories" |
Setting Up Milestones
Open your trip dashboard
Navigate to Group Chat settings
Find the Milestones section
For each milestone trigger, you can:
Enable or disable the milestone
Customize the message text that gets posted
Save your changes
When the milestone date arrives, SquadTrip automatically posts your custom message to the Group Chat.
Welcome Messages
Welcome messages automatically greet travelers when they join the Group Chat for the first time.
How It Works
A new traveler books your trip and joins the Group Chat
SquadTrip automatically posts a welcome message in the chat
The message can include the traveler's name and any custom greeting you've written
Setting Up Welcome Messages
Go to your Group Chat settings
Find the Welcome Message section
Enable welcome messages
Write your custom greeting — something warm and informative works best
Save your changes
Welcome Message Tips
Include practical info: "Welcome! Check the pinned messages for our trip itinerary"
Keep it brief but friendly
Mention any important group rules or etiquette
Point new travelers to key resources (FAQ, itinerary, packing list)
Best Practices
Don't over-message — the 5 milestone triggers are spaced out intentionally to avoid spam
Make milestones actionable — instead of just "30 days away!", add a call to action like "Make sure your travel insurance is sorted"
Use the Day After Trip milestone to collect feedback, share photo albums, or promote your next trip
Welcome messages set the tone — a warm, organized first impression makes travelers feel confident about the trip
Example Milestone Messages
First Booking:
"Our first traveler just signed up! The countdown to paradise begins. Who's next?"
30 Days Out:
"30 days until takeoff! Quick checklist: passport valid? Travel insurance? Sunscreen packed? Drop any questions below!"
Day After Trip:
"What. A. Trip. Drop your favorite photos and memories below! And if you loved it, stay tuned for our next adventure..."
For additional help, contact [email protected].