SendSquared

Data & Analytics

Advanced Segmentation

Dynamic segments that re-evaluate automatically based on live PMS data. 12 condition types, 12 operators, and dozens of operands let you target guests by reservation history, revenue, lead status, campaign engagement, survey responses, tags, and custom fields. Build once, and your segments stay current as data changes.

12 Condition Types PMS Powered Auto-Sync Nested Segments Campaign Targeting Lead Conditions

Reservation-Based Segments

Target guests based on their booking data. Arrival date, departure date, number of nights, total revenue, room revenue, extra revenue, adults, children, pets, reservation source, status, type, market code, booking channel, cancelled date, and specific unit IDs, all available as segment conditions. Build segments like 'guests arriving in the next 30 days with 3+ nights and $2,000+ revenue' in a few clicks.

  • 50+ reservation operands including revenue, dates, and guest counts
  • Unit-level targeting by specific property or unit group
  • Reservation type, status, source, and booking channel conditions
  • Relative date conditions for rolling windows like 'next 30 days'
Reservation-Based Segments

Contact Property Conditions

Segment by who your guests are, not just what they've booked. First name, last name, email, phone, city, state, zip, country, birthday, anniversary, source, total reservations, has future reservation, last email open date, and creation date. Combine property conditions with reservation conditions for precision targeting. For example, 'returning guests in Florida with a birthday this month' is one segment away.

  • 30+ contact property operands for demographic targeting
  • Total reservations and has-future-reservation flags
  • Birthday and anniversary targeting for personalized campaigns
  • Source tracking across 31 contact sources for attribution-based segments
Contact Property Conditions

Lead & Sales Conditions

Segment contacts based on their position in your sales pipeline. Lead source, status, creation date, and more let you build segments like 'open leads from Google Travel created in the last 7 days' or 'won leads with revenue over $5,000.' Lead conditions work alongside reservation conditions, so you can target guests who booked through your lead pipeline versus OTA channels.

  • Lead source, status, and creation date conditions
  • Combine lead conditions with reservation data for pipeline analysis
  • Target won, lost, open, or closed leads with revenue thresholds
  • Lead compliance segments for data quality management
Lead & Sales Conditions

Campaign Engagement Conditions

Segment based on how guests interact with your marketing. Campaign conditions let you target contacts who received, opened, didn't open, clicked, or didn't click a specific campaign. Build re-engagement segments for unopened campaigns, upsell segments for clickers, or suppression segments to avoid over-sending. Email engagement data powers smarter targeting.

  • Did send, did open, did not open, did click, did not click conditions
  • Target specific campaigns or any campaign engagement
  • Build re-engagement, upsell, and suppression segments
  • Combine engagement with reservation data for revenue correlation
Campaign Engagement Conditions

Survey & NPS Conditions

Segment guests based on their survey responses. Target NPS promoters, detractors, or passives. Filter by specific survey, completion status, rating value, text response, or response date. Build segments like 'NPS detractors from the last 90 days who have a future reservation' to proactively address dissatisfied guests before their next stay.

  • NPS promoter, detractor, and passive segment conditions
  • Filter by survey, question, rating value, and response text
  • Completion status and response date conditions
  • Combine NPS data with reservation data for proactive outreach
Survey & NPS Conditions

Tags, Groups & Nested Segments

Tag conditions let you segment by whether a contact has a specific tag applied. Segment membership conditions create nested segments: include contacts who are in Segment A but not in Segment B. One segment-in and one segment-not-in condition per trigger give you the building blocks for complex audience logic.

  • Tag presence/absence conditions for label-based targeting
  • Nested segment conditions for include/exclude logic
  • One in-segment and one not-in-segment condition per segment
  • Combine with any other condition type for compound targeting
Tags, Groups & Nested Segments

SMS, Airbnb & Custom Field Conditions

SMS conditions filter by opt-in status, message content, to/from numbers, and creation time. Airbnb conditions filter by thread name, dates, and account. Custom field conditions use your company-specific fields as segment operands, so if you track 'preferred unit type' or 'VIP tier' as custom fields, they're available as segment conditions.

  • SMS opt-in/out status and engagement conditions
  • Airbnb thread-level conditions for channel-specific segments
  • Custom fields available as segment conditions automatically
  • Cart abandonment conditions for e-commerce recovery segments
SMS, Airbnb & Custom Field Conditions

Block Logic & Operators

Conditions within the same block are ANDed together; all must be true. Different blocks are ORed; any block can match. This gives you full boolean flexibility without a complex UI. 12 operators cover every comparison: equals, not equals, in list, not in list, greater than, less than, contains, not contains, is null, and is not null. Value types span strings, integers, dates, relative dates, date ranges, and booleans.

  • AND logic within blocks, OR logic between blocks
  • 12 operators: equals, not equals, in, not in, greater, less, contains, null checks
  • 10 value types including relative dates and date ranges
  • Visual condition builder with real-time operand and operator selection
Block Logic & Operators

Scheduled Auto-Sync & Counts

Segments evaluate automatically on a configurable schedule (default is daily at 9 AM). Each sync re-evaluates all conditions against current data and updates membership. Segment counts show total contacts, verified, subscribed, can-email, can-SMS, and opted-in, so you know exactly who you can reach before launching a campaign. Brand-level filtering scopes counts for multi-brand operations.

  • Configurable sync schedule with timezone-aware evaluation
  • Live counts for contacts, verified, subscribed, can-email, can-SMS, opted-in
  • Brand-level count filtering for multi-brand operations
  • Last sync timestamp tracking for data freshness visibility
Scheduled Auto-Sync & Counts

Testimonials

What Our Clients Say

“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

“My experience with SendSquared has been eye opening. To be honest I didn't think something this good existed. Having all emails, texts, calls, web chat and marketing in one place has given my company and team a huge advantage. SendSquared has saved us both time and money which are very important factors to my small business of 50 luxury homes. The company is amazing to work with and extremely helpful whenever it was needed.”

Jessica Goree

Chief Operations Officer, Beach Reunion

“SendSquared is a game-changer for our resort operation. Its ability to integrate with our reservation software, providing real-time reservation information during phone calls, allows us the opportunity to build off of the rapport we've already created with our repeat guests. We're answering phone calls asking our guests how their kid's baseball season went, instead of asking for their names.”

Tim Oxborough

Reservation Manager, Sugar Lake Lodge

“We manage over 300 properties and SendSquared has been instrumental in streamlining operations. Consolidating all communications into one platform while maintaining personalized guest experiences has been transformative for our team.”

Shawn Montgomery

Director of IT, Collins Vacation Rentals

“SendSquared is an indispensable tool for us! One of their significant standout attributes is its ability to centralize communication channels, offering a one-stop solution for managing various modes of interaction. This consolidation streamlines our workflows, enhancing our efficiency and productivity. What's better is their customer support elevates the user experience. Their responsive team is always ready to assist, going above and beyond to ensure seamless integration and utilization.”

Fred Cercena

CEO & Founder, GetAway Vacations

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