Skip to content
SendSquared
Past Guests Convert 3-5x Higher Than Cold Prospects

Guest Loyalty Without The Points Program

Past Guests Convert 3-5x Higher Than Cold Prospects

Your guest database is your highest-ROI marketing channel. SendSquared tracks lifetime value across every stay, automatically segments guests by behavior and spend, and nurtures them back into direct bookings with personalized multi-channel campaigns. No loyalty cards, no points programs, just data-driven remarketing that works.

Lifetime Value Tracking Automated Nurture Direct Re-booking Personalized Outreach

3-5x

Higher Conversion From Past Guests

74%

More Revenue Per Automated Send

Real-Time

LTV Tracking From Your PMS

SendSquared treats loyalty as a CRM function, not a points engine. Lifetime value, stay history, and survey responses feed one unified guest profile, then drive segments that fire automated workflows across email, SMS, postcard, and voice, so VIPs get treated like VIPs without a redemption catalog to maintain.

Lifetime Value Across Every Stay

SendSquared tracks total revenue per guest across all reservations, channels, and properties. Know exactly who your highest-value guests are, how often they return, and what drives their booking decisions, updated in real time from your PMS.

  • Real-time lifetime value calculated from PMS data
  • Revenue tracked across all properties and channels
  • Stay frequency, average spend, and booking patterns
  • Identify your top 10% most valuable guests automatically
Lifetime Value Across Every Stay

Smart Segmentation by Behavior

Automatically segment guests by stay recency, frequency, spend level, property preferences, and booking channel. Dynamic segments update in real time so your campaigns always target the right audience with the right message.

  • 12 condition types with 12 operators for precise targeting
  • Segments update dynamically as guest data changes
  • Group by stay recency, LTV tier, property type, and more
  • Identify at-risk guests who haven't rebooked
Smart Segmentation by Behavior

Your Past Guests Are Your Best Revenue Source

See how operators use SendSquared to turn one-time visitors into repeat bookers with automated, personalized campaigns.

Automated Re-engagement Campaigns

Trigger multi-channel campaigns based on guest behavior, including anniversary of last stay, birthday, and seasonal availability at their favorite property. Email, SMS, and postcard work together to bring guests back direct.

  • Stay anniversary and birthday trigger campaigns
  • Seasonal availability alerts for favorite properties
  • Email, SMS, and postcard in coordinated sequences
  • SendTime AI delivers messages when guests are most receptive
Automated Re-engagement Campaigns

Personalized Offers That Convert

Move beyond generic blast emails. Leverage stay history and preferences to send offers guests actually want, including their preferred property type, destination, dates, and price range. Past guests convert at 3-5x the rate of cold prospects.

  • Offers tailored to property preference and stay history
  • Dynamic content blocks personalized per guest
  • Revenue attribution tracks campaign-to-booking conversion
  • Past guests convert 3-5x higher than cold prospects
Personalized Offers That Convert

Testimonials

What Our Clients Say

“SendSquared is the second most important thing in our company outside of our PMS. All of our departments use it. Everyone in the company uses SendSquared. The engagement is what keeps us so well connected, and we are adding on average 10 doors a month at this point.”

Steven Wood

Founder, Host and Home

“SendSquared took everything we relied on and made it better, easier to use, and more centralized. Having everything in one platform has been a major improvement for our team.”

Mark Ryan

Revenue Manager, Wilderness Resorts & Waterparks

“In typical SendSquared fashion, it was easier than I expected.”

Brendan Curtin

CMK Development, Sailrock South Caicos

“The SendSquared tape chart has been our lifeline on the road. I used to print the calendar before heading out — now everything is right there, even with last-minute changes.”

Kim Collin

, Caribbean Villas of St. John

“I can definitely attribute a good number of reservations to SendSquared. Between the easy follow-up communication within the system and the CRM pulling up information as a call comes in, our reservations team is being more intentional on their calls, resulting in better conversions.”

Brock Reich

Chief Operating Officer, Orlando Resorts Rental

Frequently Asked Questions

How does SendSquared build guest loyalty?

Comprehensive guest profiles track lifetime value, stay history, and preferences across all channels - enabling personalized campaigns that turn one-time visitors into repeat guests.

Can I create loyalty-based segments?

Yes. Segment guests by total stays, lifetime revenue, recency, and engagement to build targeted loyalty tiers and re-engagement campaigns.

What channels can I use for loyalty campaigns?

Email, SMS, postcards, WhatsApp, and automated workflows - all powered by PMS data for personalized messaging across every touchpoint.

How is loyalty campaign ROI measured?

Revenue attribution connects campaigns to PMS reservations, showing exactly which loyalty efforts drive repeat bookings and incremental revenue.

Ready to Get Started?

See how SendSquared can transform your hospitality operations.

Schedule a Demo

WhatsApp is one channel in SendSquared's hotel messaging stack, alongside SMS, Airbnb messaging, email, and voice, all unified per guest.