Happy Grasshopper
Happy Grasshopper is a Tampa, Florida-based SaaS company that provides a multi-channel relationship communication platform for individual real estate agents, brokerages, and teams, delivering professionally written campaigns via email, text, voicemail, social, handwritten cards, and gifts, with pricing starting at $119 per month.
- Company typePrivate
- Founded2011
- HeadquartersSafety Harbor, United States
- Headcount11–50
- GTM typeB2B
- OfferingSoftware
What Happy Grasshopper does
Happy Grasshopper is a privately held, Tampa, Florida-based software company that operates a multi-channel relationship communication platform purpose-built for individual real estate agents, brokerages, and real estate teams. Founded in 2011 by CEO Dan Stewart, the platform delivers professionally written campaigns across six outreach channels — email, SMS, ringless voicemail drops, social media posts, handwritten cards, and artisan gifts — supported by a content library informed by 15 years of proprietary send and reply data, refreshed every two weeks. The company onboards agents through a Voice and Positioning Profile that captures tone and goals in under six minutes, and routes replies back to the agent's own inbox or phone rather than into the platform.
The product is sold via two revenue streams. The first is a self-serve SaaS subscription priced at $19 for the first month and $119/month thereafter, accessible via the company's website, with parallel custom multi-year contracts for brokerages and teams that include a brokerage-branded platform, recruiting outreach, agent retention programs, and rollout support. The second, launched in May 2025 under the BUILT. sub-brand, is a year-long professional-services coaching program that adds live expert sessions, contact database segmentation, referral language frameworks, and a 12-month accountability rhythm. The company integrates natively with major real estate CRMs (Follow Up Boss, Lofty, BoldTrail, LionDesk, Realvolve, HubSpot, Cloze) and with Zapier for extended connectivity, and uses Twilio for telephony.
Happy Grasshopper claims 12,000+ agents and 42M+ cumulative relationships nurtured, with customer logos spanning RE/MAX, Keller Williams, Compass, Coldwell Banker, Century 21, eXp Realty, and Berkshire Hathaway. The company has been recognized in HousingWire's Tech100 in 2023 and 2024 and as an Inman Innovator 2025 Finalist. It has operated without disclosed venture capital, taking a single $505K debt facility from Lighter Capital in April 2016, and is incorporated in Florida as Happy Grasshopper, LLC.
Happy Grasshopper firmographics
Firmographics- Name
- Happy Grasshopper
- Legal name
- Happy Grasshopper, LLC
- Website
- https://happygrasshopper.com
- Company type
- Private
- Founded year
- 2011
- Operating status
- Operating
- Headcount range
- 11–50 employees
- Short description
- Happy Grasshopper is a Tampa, Florida-based SaaS company that provides a multi-channel relationship communication platform for individual real estate agents, brokerages, and teams, delivering professionally written campaigns via email, text, voicemail, social, handwritten cards, and gifts, with pricing starting at $119 per month.
- Ownership category
- akta.pro rank
Happy Grasshopper industry classification
Industry- Product category
- Real Estate Marketing Software
- NAICS
- Direct Mail Advertising (541860), Advertising Agencies (54181), Telemarketing Bureaus and Other Contact Centers (561422)
- SIC
- Services-Advertising Agencies (7311), Services-Direct Mail Advertising Services (7331), Services-Prepackaged Software (7372)
- akta.pro primary industry
- Direct Marketing, CRM & Lifecycle (Email, SMS, Loyalty) (BPAFAAAJ)
- akta.pro secondary industries
- Email Marketing Services (Campaigns, Deliverability, Lifecycle) (BPAFAKAB), Sales Support & Customer Retention (Upsell, Win-back, Loyalty) (BPAAABAB), Loyalty, Referral & Customer Advocacy Programs (Direct Response) (BPAFAKAO)
Where Happy Grasshopper is headquartered
LocationHeadquarters
- HQ city
- Safety Harbor
- HQ country
- United States
- HQ region
- North America
Offices1 record
Markets served
Happy Grasshopper business model
Business model- GTM type
- B2B
- Offering type
- Software
- Cost components
- Personnel, Technology or R&D, Marketing or Sales, Operations
Revenue model
- Happy Grasshopper Platform Subscription: Monthly SaaS subscription providing access to the multi-channel outreach platform, campaign library, automation tools, and CRM integrations. Pricing is tiered with individual agent plans starting at $119/month after a $19 first month trial.
- BUILT Coaching Program: Year-long coaching program with six live expert coaching sessions, contacts cleanup and segmentation, referral language integration, weekly accountability rhythm, and 12-month operating system. Custom pricing for teams and brokerages.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Subscription | Monthly | Happy Grasshopper Platform - $119/month |
| Subscription | Pay-as-you-go | BUILT Coaching Program - Free to start |
| Subscription | Multi-year contract | Brokerage/Team Custom Pricing |
Go-to-market motion1 record
Distribution channels3 records
Marketing channels6 records
Happy Grasshopper product offering
Product offeringCore offering
Happy Grasshopper provides a multi-channel relationship nurturing platform that writes and delivers follow-up campaigns for real estate professionals across email, text message, ringless voicemail drops, social media posts, handwritten cards, and artisan gifts. A Voice and Positioning Profile captures the agent's tone and audience, after which professionally written campaigns built on 15 years of real send and reply data are sent from the agent's own phone number and email, with replies landing directly in their inbox. The offering is complemented by the BUILT. coaching program, a one-year engagement that installs a referral business operating system for individual agents and brokerage teams.
Product overview
Happy Grasshopper operates as a unified platform-plus-coaching offering designed for real estate professionals. The core Happy Grasshopper platform provides multi-channel relationship communication (email, text, ringless voicemail, social media, handwritten cards, and artisan gifts) with professionally written campaigns built on 15 years of send and reply data, integrated with major CRMs including Follow Up Boss, Lofty, BoldTrail, and Zapier. Alongside the platform, the BUILT. coaching program (launched May 2025) provides live expert coaching, contact database organization, referral language frameworks, and a 12-month accountability system to help agents install a self-running referral business.
Differentiator
Problem solved
Functional benefit
Brands
- BUILT. A 1-year coaching and consulting program designed to help agents build a referral business. The program includes live coaching sessions, database organization, referral language training, and a 12-month operating system.
Products and services
- Happy Grasshopper Platform Multi-channel relationship nurturing platform for real estate professionals that delivers professionally written campaigns across email, SMS, ringless voicemail drops, social posts, handwritten cards, and artisan gifts, with replies landing directly in the agent's inbox or phone and native sync to major real estate CRMs. Sold as a self-serve monthly subscription ($19 first month, then $119/month) for individual agents and as custom-priced enterprise contracts for brokerages and teams.
- BUILT. Coaching Program One-year coaching and consulting program that helps real estate agents and teams install a referral business operating system via six live expert coaching sessions, contact database cleanup and segmentation, referral language integration, weekly accountability rhythm, and a mapped 12-month operating system. Sold as a separate annual engagement with custom pricing for teams and brokerages.
Quantifiable outcome
- 42M+ relationships nurtured across every major brokerage
- +4 more outcomes
Companies that use Happy Grasshopper
Customer profileNamed customers10 records
Segments2 records
Ideal customer profiles2 records
Happy Grasshopper technology and API
TechnologyTechnology focussed Yes
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
Integration9 records
Feature6 records
Happy Grasshopper partnerships and signals
Strategic signalPartnerships
Ten partnerships are on record, tiered minor, core and secondary.
- Marigold & GreyminorArtisan gifting partnership enabling Happy Grasshopper to offer curated gift boxes sent on behalf of agents. Marigold & Grey is a Maryland-based full-service artisan gifting company that helps turn past clients into lifelong referral sources through thoughtful gestures.
- TwiliocorePlatform utilizes Twilio for calling and text messaging. Happy Grasshopper numbers are provided by Twilio and subject to Twilio's policies. Twilio's Messaging Policy and Acceptable Use Policy govern SMS/MMS communications.
- Follow Up BosscoreNative CRM integration allowing contacts to sync between platforms. Happy Grasshopper connects seamlessly with Follow Up Boss for unified contact management.
- LoftycoreNative CRM integration with Lofty (formerly Chime). Contacts sync automatically between platforms for consistent database management.
- BoldTrailcoreNative CRM integration with BoldTrail (also known as kvCORE/BoomTown). Enables contact syncing and unified outreach management.
- HubSpotsecondaryCRM integration with HubSpot allowing contact syncing and workflow automation between platforms.
- ZapiersecondaryIntegration via Zapier enables connection to hundreds of additional apps and platforms beyond native integrations.
- RealvolvesecondaryNative CRM integration with Realvolve for contact management and workflow automation.
- LionDesksecondaryNative CRM integration with LionDesk for contact syncing and unified communications.
- ClozesecondaryCRM integration with Cloze for automated contact management and relationship tracking.
Scale indicators3 records
Recent moves6 records
Expansion highlights5 records
Happy Grasshopper competitors and assessment
Company assessmentDirect peers
- BombBomb: BombBomb is a video email and relationship messaging platform widely used by real estate professionals for personal outreach and follow-up. It is the most direct multi-channel alternative to Happy Grasshopper in the same agent persona.
- ActivePipe: ActivePipe is an automated email and SMS nurture platform built specifically for real estate agents to convert CRM database contacts into listings and appraisals, overlapping directly with Happy Grasshopper's database-nurturing use case.
- CINC (Commissions Inc): CINC is a real estate lead generation and CRM platform with built-in automated marketing/drip campaigns for agents and teams, directly competing for the same real estate agent marketing automation budget.
- Real Geeks: Real Geeks provides websites, CRM, and automated lead-nurturing email/text campaigns to real estate agents and teams, making it a close functional peer in the agent-database-engagement category.
- Ylopo: Ylopo offers AI-powered lead generation, IDX websites, and automated multi-channel follow-up (text, email, voicemail) for real estate teams, overlapping directly with Happy Grasshopper's six-channel outreach model.
- Market Leader (Market Leader by Constellation): Market Leader provides real estate agents and brokerages with lead generation, CRM, and automated marketing systems, and is one of the longest-standing direct competitors in the agent-nurture space.
- Vyral Marketing: Vyral Marketing provides automated video email marketing and follow-up systems for real estate professionals, competing for the same agent outreach/relationship-marketing budget as Happy Grasshopper.
Broad incumbents
- HubSpot: HubSpot is a broad marketing automation and CRM platform with email, SMS, and workflow tools that some real estate teams use in place of vertical-specific tools like Happy Grasshopper. It is already an integration partner, illustrating overlapping capability.
- Constant Contact: Constant Contact is a small-business email and multichannel marketing platform used by real estate agents for newsletter-style nurture campaigns, providing a generic, lower-cost alternative for non-vertical-specific outreach.
Others
- Lofty (Chime Technologies): Lofty is a leading real estate CRM with built-in email and SMS drip campaigns; it is also a Happy Grasshopper integration partner, making it a complementary ecosystem player rather than a direct substitute, but its marketing features overlap functionally.
Market position
Strengths5 records
Weaknesses5 records
Competitive moat5 records
Key risks6 records
Key highlights7 records
Customer concentration
Happy Grasshopper social profiles
Digital presenceHappy Grasshopper financial estimates
Financial estimateRevenue estimate
Valuation estimate
Happy Grasshopper leadership team
Management profileNumber of profiles
Profiles2 records
Happy Grasshopper funding detail
Funding detailFunding overview
Funding rounds1 record
Investors1 record
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Happy Grasshopper 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 Happy Grasshopper
What does Happy Grasshopper do?
Happy Grasshopper provides a multi-channel relationship nurturing platform that writes and delivers follow-up campaigns for real estate professionals across email, text message, ringless voicemail drops, social media posts, handwritten cards, and artisan gifts. A Voice and Positioning Profile captures the agent's tone and audience, after which professionally written campaigns built on 15 years of real send and reply data are sent from the agent's own phone number and email, with replies landing directly in their inbox. The offering is complemented by the BUILT. coaching program, a one-year engagement that installs a referral business operating system for individual agents and brokerage teams.
Is Happy Grasshopper a public or private company?
Happy Grasshopper is a private company. It is classified as founder individual operated bootstrapped and is currently operating.
When was Happy Grasshopper founded?
Happy Grasshopper was founded in 2011. It employs 11 to 50 people.
Where is Happy Grasshopper based?
Happy Grasshopper is headquartered in Safety Harbor, United States, in the North America region.
How does Happy Grasshopper make money?
Two revenue lines are on record. Happy Grasshopper Platform Subscription is the primary driver. The others are BUILT Coaching Program.
Who are Happy Grasshopper's main competitors?
Direct peers on record are BombBomb, ActivePipe, CINC (Commissions Inc), Real Geeks, Ylopo, Market Leader (Market Leader by Constellation) and Vyral Marketing. Broad incumbents are HubSpot and Constant Contact. Lofty (Chime Technologies) is listed as an others.
Does Happy Grasshopper have an API?
No public API is recorded for Happy Grasshopper.
What industry is Happy Grasshopper in?
Happy Grasshopper's product category is Real Estate Marketing Software. Its primary akta.pro industry code is BPAFAAAJ, Direct Marketing, CRM & Lifecycle (Email, SMS, Loyalty), with a secondary code of BPAFAKAB, Email Marketing Services (Campaigns, Deliverability, Lifecycle). Its NAICS code is 541860 and its SIC code is 7311.