SendSquared
- Company typePrivate
- Founded2019
- HeadquartersExcelsior, United States
- Headcount1–10
- GTM typeB2B
- OfferingSoftware
What SendSquared does
SendSquared, operated by AdBase Inc. (a Minnesota corporation headquartered in Woodbury/Excelsior, MN), is an AI-powered hospitality CRM and marketing automation platform serving vacation rental, hotel, and resort operators globally. The product is architected around a Customer Data Platform layer that unifies guest profiles with real-time bi-directional data from 13+ property management systems (Barefoot, Streamline, Guesty, Escapia, RDP, Cloudbeds, RoomKeyPMS, Hostaway, StayNTouch, Visual One, Versa, Maestro, Fullsteam) and channels including email, SMS, WhatsApp, Airbnb, voice, and web chat. Core modules include AI Voice² voice agents (65-75% autonomous resolution), a unified inbox, an automation engine with 20+ trigger types, lead management, digital guidebooks, guest verification, WiFi captive portal, postcard marketing, lifetime value analytics, and a Model Context Protocol server enabling external LLMs to query CRM data and trigger workflows.
The company generates revenue through a hybrid subscription-plus-usage model: monthly recurring platform fees scaled to portfolio size (30+ properties enterprise tier and 5,001+ property mid-market tier, typically $1K-$10K/month all-in) plus usage-based fees for messaging volume, call minutes, and campaign sends, contracted on one-year automatic-renewal service agreements. Distribution is primarily direct enterprise field sales supported by an inside-sales motion, a partner/reseller network, community-led advocacy with industry organizations (VRNation, DARM, VRMA SPI, VRM Intel, COVRA, Women's Summit), and self-serve iOS/Android mobile apps. The company reports platform-level outcomes of 15M+ bookings managed, 97% customer retention, 99.99% uptime SLA, and an aggregate $2B+ in direct revenue attributed to customers using the platform.
SendSquared firmographics
Firmographics- Name
- SendSquared
- Legal name
- AdBase Inc.
- Website
- https://sendsquared.com
- Company type
- Private
- Founded year
- 2019
- Operating status
- Operating
- Headcount range
- 1–10 employees
- Ownership category
- akta.pro rank
SendSquared industry classification
Industry- Product category
- Hospitality CRM and Marketing Platform
- NAICS
- Advertising Agencies (541810), Telephone Call Centers (56142), Direct Mail Advertising (541860)
- SIC
- Services-Advertising Agencies (7311), Services-Direct Mail Advertising Services (7331)
- akta.pro primary industry
- Guest Experience & Engagement (CRM, Messaging, Loyalty) (THALACAF)
- akta.pro secondary industries
- Marketing Automation & Campaign Management CRM (HDAEAFAB), Contact Center Speech AI (agent assist, IVR automation) (HDAAAFAL), Customer Service/Support CRM & Contact Center Platforms (BPAFAFAK)
Keywords
Where SendSquared is headquartered
LocationHeadquarters
- HQ city
- Excelsior
- HQ country
- United States
- HQ region
- North America
Offices2 records
Markets served
SendSquared business model
Business model- GTM type
- B2B
- Offering type
- Software
- Cost components
- Technology or R&D, Personnel, Infrastructure, Marketing or Sales, Operations
Revenue model
- Subscription - Platform Fees: Monthly recurring platform subscription fees covering CRM, marketing, communication, and operations modules. Pricing scales by portfolio size (properties/units). Setup fees plus monthly recurring charges. Standard agreement term is one year with automatic annual renewal.
- Usage-Based - Ongoing Usage Fees: Ongoing usage-based fees billed monthly based on actual platform usage including messaging volume, call minutes, and campaign sends. Subject to change with written notice.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Subscription | Annual | Enterprise (30+ properties) |
| Subscription | Annual | Mid-Market (5,001+ properties) |
| Subscription | Monthly | Standard Service Agreement |
Go-to-market motion3 records
Distribution channels4 records
Marketing channels8 records
SendSquared product offering
Product offeringCore offering
SendSquared sells an AI-powered hospitality CRM and marketing platform that unifies guest data from 13+ property management systems (PMS) and all guest communication channels (email, SMS, WhatsApp, Airbnb, voice, web chat) into a single workspace. The platform delivers AI Voice agents, a unified inbox, marketing automation, lead management, guest verification, and direct-booking tools, sold as a subscription to vacation rental, hotel, and resort operators.
Product overview
SendSquared is a unified all-in-one hospitality CRM and marketing platform built for enterprise vacation rental, hotel, and resort operators. The platform is architected around a core Customer Data Platform (CDP) / Guest Intelligence layer that unifies guest data from PMS integrations and all communication channels, serving as the AI foundation for the entire product suite. The platform is organized into three CRM verticals (Vacation Rental CRM, Hotel CRM, Resort CRM) plus four integrated product clusters: Communication (AI Unified Inbox, Voice/Enterprise Call Center, AI Voice²/AI Voice Agents, AI Website Chat, WhatsApp, Airbnb, Mobile App), Operations (Lead Management, Tasks, Automations, Guidebooks, Verification, Surveys), Data & Marketing (Segments, Lifetime Value, Email Marketing, Postcard Marketing, WiFi Captive Portal, Reporting, Salesrooms), and Advanced Capabilities (External AI Agents via MCP, Guest Time AI, AI Agents for autonomous task handling). All modules share a unified guest profile, PMS-connected data, and automation engine, with pricing typically running $1K-$10K/month for mid-size properties.
Differentiator
Problem solved
Functional benefit
Products and services
- SendSquared Platform (Hospitality CRM and Marketing Platform) Unified AI-powered hospitality CRM and marketing platform for vacation rental, hotel, and resort operators. Connects guest data from 13+ PMS systems and all communication channels (email, SMS, WhatsApp, Airbnb, voice, AI) into a single workspace with CRM, communication, operations, and data/marketing tools. Sold as a subscription priced at $1K-$10K per month for mid-size properties.
- Customer Data Platform (CDP) / Guest Intelligence Unified guest data platform serving as the AI foundation of SendSquared. Connects guest profiles across all touchpoints, PMS data, and communication channels into a single source of truth.
- Vacation Rental CRM Purpose-built CRM for vacation rental property managers, connected directly to PMS. Tracks guest preferences, owner relationships, and property performance with real-time synchronization.
- Hotel CRM CRM for hotel operators with native AI Voice integration. Tracks guest profiles, corporate accounts, group bookings, and reservation data with full PMS context for every interaction.
- Resort CRM Multi-property CRM for resort operators with loyalty workflows. Manages guest relationships across multiple resort properties with unified profiles and brand-level email unsubscribe scoping.
- AI Voice Agents (AI Voice²) AI voice agents with 24/7 coverage and natural speech for handling reservation inquiries and guest service. Operates in Sales Mode (reservation inquiries, lead qualification, booking) and Support Mode (property questions with full PMS context). Achieves 65-75% autonomous resolution rate with warm transfer to human agents.
- AI Website Chat AI-powered website chat widget with lead qualification and live handoff to human agents. Processes natural language from website visitors and creates leads in the CRM.
- Postcard Marketing Physical direct mail campaign module enabling postcards and letters to guests and owners directly from the CRM. Features handwriting-style fonts, QR codes, UV coating, lifecycle tracking, and full campaign integration with email, SMS, and automations.
- SendSquared Mobile App iOS and Android mobile application enabling teams to manage guests and reservations on the go. Provides real-time guest messaging, recorded phone calls, CRM with PMS reservation data, and lead management and pipeline access.
- External AI Agents (Model Context Protocol Server) Model Context Protocol server enabling any MCP-compatible LLM (Claude, ChatGPT, Grok, Gemini, Llama, Mistral, Perplexity, DeepSeek) to query SendSquared CRM, surface insights via natural language, and trigger workflows. Read and write access with tenant-scoped tokens and full audit trail.
- SendSquared ROI Calculator Interactive revenue impact calculator that models channel-by-channel ROI including Voice and AI Voice, Email Marketing, SMS and WhatsApp, WiFi Capture, OTA Commission Savings, and Outbound Remarketing. Compares AI Agent vs Human Follow-Up cost and effectiveness.
Quantifiable outcome
- Properties recover $165K+ annually from missed calls with AI Voice agents resolving 65-75% of inquiries autonomously
- +5 more outcomes
Companies that use SendSquared
Customer profileNamed customers10 records
Segments3 records
Ideal customer profiles1 record
SendSquared technology and API
TechnologyTechnology focussed Yes
API detail
- Has API
- Yes
- API docs
- API detail
Core technology
AI maturity
App detail
Integration28 records
AI capability13 records
Feature11 records
SendSquared partnerships and signals
Strategic signalPartnerships
22 partnerships are on record, tiered core and minor.
- AirbnbcoreOfficial Airbnb messaging partner integration. Accept reservations, message guests, and manage multiple accounts from SendSquared. Track agent activity without sharing individual account access.
- WhatsAppcoreOfficial WhatsApp Business integration enabling two-way messaging in the unified inbox.
- VRNationminorNational vacation rental managers network spanning the US and beyond, united around shared advocacy. Receives complimentary SendSquared subscription to power member outreach and campaigns.
- DARMminorData + Revenue Management conference for operational education. Receives complimentary SendSquared subscription to power event marketing and attendee outreach.
- Women's SummitminorLeadership platform amplifying women in vacation rental and hospitality through mentorship, scholarships, and visibility. Receives complimentary SendSquared subscription.
- VRM IntelminorTrade publication of record for vacation rental industry. Receives complimentary SendSquared subscription to power editorial and member outreach.
- COVRAminorCentral Oregon Vacation Rental Alliance for frontline regional advocacy and policy engagement. Receives complimentary SendSquared subscription.
- VRMA SPIminorSouth Padre Island VRMA with Vacation Promise initiative for responsible tourism. Receives complimentary SendSquared subscription.
- BarefootcoreNative PMS integration with real-time bi-directional data sync for vacation rental property management.
- StreamlinecoreNative PMS integration with real-time bi-directional data sync for vacation rental property management.
- GuestycoreNative PMS integration with real-time bi-directional data sync for vacation rental property management.
- EscapiacoreNative PMS integration with real-time bi-directional data sync for vacation rental property management.
- HostawaycoreNative PMS integration with real-time bi-directional data sync for vacation rental property management.
- CloudbedscoreNative PMS integration with real-time bi-directional data sync for hotel and vacation rental property management.
- RoomKeyPMScoreNative hotel PMS integration with real-time bi-directional data sync.
- StayNTouchcoreNative hotel PMS integration with real-time bi-directional data sync.
- Visual OnecoreNative hotel PMS integration with real-time bi-directional data sync.
- VersacoreNative PMS integration with real-time bi-directional data sync for hotel operations.
- MaestrocoreNative PMS integration for independent hotels, resorts, spas, golf properties, and condo operations with real-time data sync.
- FullsteamcoreNative integration with Fullsteam hospitality software and integrated payments for real-time guest profile sync.
- RDPcoreNative PMS integration with real-time bi-directional data sync for vacation rental property management.
- Google TravelcoreGoogle Travel integration enabling properties to list with real-time availability and pricing. Free Booking Links drive direct bookings with zero OTA commission.
Scale indicators10 records
Recent moves6 records
Expansion highlights6 records
SendSquared competitors and assessment
Company assessmentDirect peers
- Revinate: Revinate is a direct competitor in hospitality CRM and guest marketing, serving hotels and resorts with email, database, and guest-feedback products. It is the closest horizontal competitor to SendSquared in the hotel CRM category and is explicitly called out on SendSquared's own comparison pages.
- Cendyn: Cendyn is a direct competitor providing hotel CRM, digital marketing, and guest engagement tools to hotel chains and resorts. Like SendSquared, it focuses on direct-booking and guest-lifetime-value optimization, and is referenced in SendSquared's competitive comparison pages.
- Guesty: Guesty is a leading vacation rental management platform with a built-in CRM, unified inbox, and guest communication features. It is both a PMS integration partner of SendSquared and a direct competitor, since it bundles many of the CRM and messaging capabilities SendSquared sells on top of the PMS layer.
- Hostaway: Hostaway is a vacation rental PMS and channel manager that has expanded into CRM, guest communication, and owner portals. It is both a SendSquared integration partner and a direct competitor in the VR CRM/communications category.
- NAVIS: NAVIS is a long-standing direct competitor in vacation rental CRM, reservation, and guest marketing software. SendSquared explicitly maintains a comparison page against NAVIS, signaling head-to-head competition for VR operators.
Emerging players
- Cloudbeds: Cloudbeds is a hotel and VR PMS that has been expanding into CRM, guest engagement, and booking engine functionality. It is a SendSquared integration partner but increasingly offers overlapping capabilities, making it a partial competitor and a key ecosystem dependency.
- Canary Technologies: Canary Technologies is an emerging player in hotel guest experience technology, including mobile check-in, guest verification, and AI-driven messaging. SendSquared maintains a comparison page against Canary, indicating partial overlap in digital guest journey and verification features.
Broad incumbents
- Salesforce: Salesforce is the broad horizontal CRM incumbent that SendSquared positions against for enterprise hospitality customers. SendSquared maintains a comparison page against Salesforce, arguing that hospitality-native data models and pre-built automation replace the need for custom Salesforce builds.
- Mailchimp: Mailchimp is the broad incumbent in email marketing and basic CRM, which SendSquared positions against in the hospitality segment. SendSquared compares directly to Mailchimp to highlight PMS-connected segmentation, guest CDP, and hospitality-specific automations.
- Lighthouse (formerly OTA Insight): Lighthouse (formerly OTA Insight) is a broader hospitality data and commercial platform serving hotels and chains with pricing, business intelligence, and increasingly guest-facing tools. It overlaps with SendSquared in guest-lifetime-value and direct-booking analytics at the hotel-enterprise level.
Market position
Strengths4 records
Weaknesses4 records
Competitive moat5 records
Key risks6 records
Key highlights6 records
Customer concentration
SendSquared social profiles
Digital presenceSendSquared compliance and trust
Trust signalCompliance4 records
SendSquared financial estimates
Financial estimateRevenue estimate
Valuation estimate
SendSquared leadership team
Management profileNumber of profiles
Profiles4 records
SendSquared funding detail
Funding detailFunding overview
Funding rounds2 records
Investors
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
SendSquared M&A and investment
M&A and investmentM&A
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about SendSquared
What does SendSquared do?
SendSquared sells an AI-powered hospitality CRM and marketing platform that unifies guest data from 13+ property management systems (PMS) and all guest communication channels (email, SMS, WhatsApp, Airbnb, voice, web chat) into a single workspace. The platform delivers AI Voice agents, a unified inbox, marketing automation, lead management, guest verification, and direct-booking tools, sold as a subscription to vacation rental, hotel, and resort operators.
Is SendSquared a public or private company?
SendSquared is a private company. It is classified as venture growth investor backed and is currently operating.
When was SendSquared founded?
SendSquared was founded in 2019. It employs 1 to 10 people.
Where is SendSquared based?
SendSquared is headquartered in Excelsior, United States, in the North America region.
How does SendSquared make money?
Two revenue lines are on record. Subscription - Platform Fees are the primary driver. The others are usage-Based - Ongoing Usage Fees.
Who are SendSquared's main competitors?
Direct peers on record are Revinate, Cendyn, Guesty, Hostaway and NAVIS. Emerging players are Cloudbeds and Canary Technologies. Broad incumbents are Salesforce, Mailchimp and Lighthouse (formerly OTA Insight).
Does SendSquared have an API?
Yes. SendSquared exposes a Model Context Protocol (MCP) server, enabling any MCP-compatible AI agent (Claude, ChatGPT, Grok, Gemini, Llama, Mistral, Perplexity, DeepSeek) to query the CRM, surface insights, and trigger workflows. Read-only access by default (query guest profiles, reservations, lifetime value, campaign performance, agent productivity, call analytics); elevated scope enables write actions including creating leads, sending messages, triggering automations, and updating guest records. Tenant-scoped tokens with granular permissions mirror existing ACL controls. Full audit trail logs every read and write with model, agent, and timestamp. Setup takes approximately 30 minutes. Additionally, SendSquared offers Primary APIs for Phone/Texting (listed on status page as operational service), and a Lead With Contact API for full pipeline management with category, status, and agent assignment. Developer documentation is at docs.sendsquared.com.
What industry is SendSquared in?
SendSquared's product category is Hospitality CRM and Marketing Platform. Its primary akta.pro industry code is THALACAF, Guest Experience & Engagement (CRM, Messaging, Loyalty), with a secondary code of HDAEAFAB, Marketing Automation & Campaign Management CRM. Its NAICS code is 541810 and its SIC code is 7311.