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SendSquared
Email Campaigns That Drive Direct Bookings

Email Marketing

Email Campaigns That Drive Direct Bookings

PMS-powered segmentation means every campaign reaches the right guests with the right offer. AI-trained Smart Send timing delivers each email when that specific contact is most likely to open. Revenue attribution connects every send to actual bookings so you know exactly what's working.

Drag-and-Drop Editor Smart Send Multi-Brand Revenue Attribution Resend to Unopens Agency Drafts
Email Marketing product interface preview

74%

More Revenue Per Send With Automations

50+

PMS Segment Conditions

Real-Time

Campaign-to-Booking Attribution

Template Editor & Design

Three editor types to match how your team works. The drag-and-drop editor builds responsive emails from content blocks with full design control. The rich text editor handles simpler campaigns quickly. Legacy templates support raw HTML for custom designs. All templates support merge fields, folder organization, brand association, and thumbnail previews. Duplicate templates to iterate on proven designs.

Template Editor & Design

Drag & Drop

Responsive content blocks build polished emails without touching HTML.

Rich Text

Lightweight editor handles simpler campaigns without the overhead.

Legacy HTML

Raw HTML editor for fully custom-coded template designs.

Folders & Duplicates

Organize into folders, duplicate winners, and scope per brand.

PMS-Powered Segmentation

Target campaigns using live PMS data. Include and exclude groups with segment conditions based on reservation dates, revenue, guest count, unit type, booking channel, and 50+ more operands. Segment counts show contacts, verified, can-email, and opted-in before you send, so you know exactly who you're reaching. Brand-level scoping ensures multi-brand operations stay separated.

PMS-Powered Segmentation

Include/Exclude

Include and exclude groups with dynamic segment conditions.

50+ Operands

Reservation-level conditions for precision campaign targeting.

Pre-Send Counts

Reachable, verified, and opted-in counts before you hit send.

Brand Scoping

Multi-brand campaigns stay cleanly separated at the data layer.

Smart Send & Scheduling

AI-trained Smart Send optimizes delivery timing per contact. Instead of blasting your entire list at once, each email delivers at the time that contact is most likely to open, based on their engagement history. Campaign scheduling lets you set the send date and time. Resend-to-unopens automatically re-sends your campaign to contacts who didn't open within a configurable 3-10 day window.

Smart Send & Scheduling

AI Smart Send

Delivers at each contact's best open time, not a blast-everyone moment.

Scheduled Sends

Queue campaigns for future dates and times with timezone awareness.

Resend Unopens

Auto-resend to non-openers within a 3-10 day configurable window.

Near Real-Time

PMS data syncs fast enough to power timely campaign triggers.

Template Merge & Personalization

Merge fields pull live data into every email. Contact fields include name, address, and birthday. Reservation fields include arrival date, unit name, and confirmation code. Company fields include address and phone. Lead fields, survey tokens, and cart abandonment data. The WASM-powered merge engine processes text, JSON, and full template content with subject line, HTML, plain text, and AMP variants.

Template Merge & Personalization

Merge Namespaces

Contact, reservation, company, lead, and survey merge fields available.

WASM Engine

High-performance merge engine processes text, JSON, and templates.

Every Variant

Subject, HTML, plain text, and AMP content all merge consistently.

Test Preview

Preview merge output with test contacts before committing to send.

Multi-Brand & Agency Management

Manage multiple brands from a single dashboard with full data isolation between brands. Templates, senders, campaigns, and unsubscribes all scope to brand. Agency draft mode lets marketing partners build campaigns that clients review and approve before sending. Validated sender domains and from-addresses ensure deliverability across every brand in your portfolio.

Multi-Brand & Agency Management

Per-Brand Isolation

Templates, senders, campaigns, and unsubscribes all scope to brand.

Agency Drafts

Partners build; clients review and approve before the send goes out.

Validated Senders

Verified sender domains with full DKIM configuration per brand.

Named From

From-address with display name selectable per brand and campaign.

Campaign Analytics

Full engagement tracking across every campaign. Total and unique counts for sends, deliveries, opens, clicks, bounces, errors, unsubscribes, and complaints. Time-series data over a 120-hour window post-send shows engagement curves. User agent analytics break down by device type, operating system, and browser. Per-link click statistics reveal which content drives action.

Campaign Analytics

Full Counts

Total and unique counts for sends, opens, clicks, bounces, complaints.

120-Hour Curve

Engagement curve over the 120 hours post-send for every campaign.

Device Analytics

Device type, OS, and browser breakdown from user-agent data.

Per-Link Stats

Unique and total click counts on every link in every email.

Revenue Attribution

Connect every campaign to booking revenue. The email campaign revenue report links reservations back to campaigns through soft association, showing reservation number, campaign, arrival/departure dates, open and click rates, and attributed revenue. The campaign overview report aggregates total value, room revenue, extra revenue, taxes, and nights per campaign with grouping by month, week, or day of week.

Revenue Attribution

Soft Association

Campaigns link to reservations automatically — no UTM wrangling.

Per-Campaign Revenue

Reservation count and attributed revenue on every campaign.

Time Grouping

Group performance by month, week, or day of week for patterns.

Revenue Breakdown

Total value, room revenue, extra revenue, and nights per campaign.

Unsubscribe & Compliance

CAN-SPAM compliance built into every campaign. Unsubscribe tokens are required in all email templates; campaigns won't send without them. Per-brand unsubscribe scoping lets contacts opt out of one brand without affecting others. Bounce and complaint rate monitoring enforces daily and monthly send limits. Physical company address is required in every campaign footer.

Unsubscribe & Compliance

Unsub Enforcement

Unsubscribe tokens required in every template — no exceptions.

Per-Brand Unsub

Opt out of one brand without affecting the rest of your portfolio.

Rate Monitoring

Bounce and complaint rates enforced against daily and monthly limits.

Physical Address

CAN-SPAM physical address requirement enforced on every footer.

Email Gallery & Templates

Don't start from a blank canvas. The Email Template gallery provides professionally designed email templates across hospitality categories, including booking confirmations, property showcases, seasonal promotions, and newsletter layouts. Import any template with one click, customize with your brand colors and content, and send. System templates let admins designate proven designs as company-wide starting points.

Email Gallery & Templates

Pro Templates

Professionally designed templates across hospitality categories.

One-Click Import

Import any template and customize with your brand in seconds.

System Templates

Admins lock in proven designs as company-wide starting points.

Archive & Seasonal

Archive management for seasonal and retired templates.

Real Campaigns

Email Templates in Action

See what hospitality brands are sending with SendSquared. Seasonal promotions, property showcases, event invitations, and guest re-engagement, all built with our drag-and-drop editor.

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

Frequently Asked Questions

How does segmentation differ from tools like Mailchimp?

SendSquared segments pull live PMS data - reservation dates, revenue, unit types, and 50+ operands - with no CSV export or import required. Segments re-evaluate automatically as bookings change.

Can I target guests by arrival date, unit type, or booking channel?

Yes. Over 50 reservation operands let you build segments like "guests arriving in 14 days at beachfront units booked direct" in a few clicks.

How does revenue reporting work?

Built-in soft association links email campaigns to PMS reservations automatically - no post-hoc stitching or manual UTM tagging needed.

What is Smart Send timing?

Smart Send uses per-contact engagement history to deliver each email at the time that contact is most likely to open, instead of blasting your entire list at once.

Can I manage multiple brands from one account?

Yes. Templates, senders, campaigns, and unsubscribes all scope to brand, so multi-brand operations stay fully separated from a single dashboard.

Is CAN-SPAM compliance enforced automatically?

Yes. Unsubscribe tokens are required in every template - campaigns will not send without them. Physical address, bounce monitoring, and complaint rate limits are enforced automatically.

Ready to Get Started?

See how SendSquared can transform your hospitality operations.

Schedule a Demo