What Chekkit does

Chekkit (legal entity Chekkit Geolocation Services Inc.) is a Winnipeg, Canada-based software company, founded in 2016, that sells an all-in-one customer interaction and CRM platform to small and medium-sized local businesses. Its product unifies calls, SMS/MMS texts, website chat, email, Google Business Messages, and social DMs (Facebook, Instagram) into a single inbox, and wraps that inbox with operational modules — CRM, shared calendar, quoting/invoicing, online booking, customer hub, and Chekkit Pay (Stripe-powered payments) — plus marketing and reputation modules such as bulk-text Campaigns and automated Business Reviews requests. The most differentiated capability is AI Employee, an always-on agent that responds to texts, website chats, and missed calls, qualifies leads, and hands off to human staff.

The platform is sold primarily on a freemium, product-led growth model: a free Starter tier for one user, a $25/month Business tier, a $149/month Business Pro tier, and a $249/month Business AI tier that bundles AI Employee, with usage-based voice minute add-ons ($39 / $69 monthly). Distribution combines self-serve website sign-up and mobile app stores (iOS, Google Play) with inside-sales-led demo conversion and a partner/reseller program. Primary verticals are home services (HVAC, plumbing, pest control), retail, auto dealerships, healthcare (HIPAA-compliant), and insurance. The company claims 5,000+ business customers across Canada, the United States, and Australia.

The business is privately held and lean, with 11–50 employees, no disclosed venture funding beyond a $100,000 Google for Startups round in October 2021, and no disclosed ARR. Strategic emphasis is on layering AI-driven automation onto a multi-channel messaging core, expanding integration depth (QuickBooks, Stripe, Google, Facebook Marketplace) and pushing into regulated verticals such as healthcare where compliance and workflow stickiness support higher willingness to pay.

Name

Chekkit

Legal name

Chekkit Geolocation Services Inc.

Website

https://chekkit.io

Company type

Private

Founded year

2016

Operating status

Operating

Headcount range

11–50 employees

Short description

Chekkit is a Winnipeg-based software company that sells a unified messaging, CRM, and AI Employee platform to small and medium-sized local businesses across home services, retail, auto dealerships, healthcare, and insurance in North America and Australia.

Ownership category

akta.pro rank

Product category

Business Messaging and CRM Software

akta.pro primary industry

Customer Engagement & Messaging (Email, SMS, Push, In-App) (BPAFAFAI)

akta.pro secondary industries

Marketing Automation, CRM & Lifecycle Messaging (BPAMALAE), Customer Service/Support CRM & Contact Center Platforms (BPAFAFAK), Customer Service, Support & Contact Center CRM (HDAEAFAC)

Keywords

• Business messaging platform
• CRM software
• Customer communication software
• SMS marketing platform
• Lead capture software

Headquarters

HQ city

Winnipeg

HQ country

Canada

HQ region

North America

Offices1 record

Markets served

GTM type

B2B

Offering type

Software

Cost components

Technology or R&D, Personnel, Marketing or Sales, Infrastructure, Operations

Revenue model

1. Subscription - Starter Tier: Free forever tier for single users providing core CRM, booking, invoicing, and basic features to drive adoption and word-of-mouth growth.
2. Subscription - Business Tier: Monthly subscription at $25 or $149/month (two pricing variants on different pages) with unlimited users, unified inbox, AI-powered replies, missed call text back, review requests, campaigns, and analytics.
3. Subscription - Business AI Tier: $249/month subscription including AI Employee with all Business tier features plus dedicated AI agent for automated lead capture, qualification, and response.
4. Voice Add-on Minutes: Optional voice calling minutes add-on at $39/month (1000 mins) or $69/month (2000 mins) for AI voice functionality.
5. Chekkit Pay: Payment collection through Chekkit Pay powered by Stripe. Transaction processing fees may apply through Stripe's payment infrastructure.

Pricing tiers

Go-to-market motion2 records

Distribution channels5 records

Marketing channels10 records

Core offering

Chekkit is a cloud-based unified business messaging and CRM platform for small and medium businesses. It consolidates calls, texts, emails, website chats, Google messages, and social DMs into a single inbox, and combines this with a built-in sales CRM, calendar, online booking, invoicing, payment collection, text marketing, review generation, and an AI Employee that automates 24/7 lead response and qualification.

Product overview

Chekkit is a unified business messaging and CRM platform designed for small and medium businesses. The platform operates on a modular architecture with a core all-in-one inbox that consolidates calls, texts, emails, website chats, Google messages, and social DMs. The Operations suite includes CRM, Calendar, Invoicing/quoting, Online Booking, and Customer Hub for managing the full customer lifecycle. The Communications suite features Business Messenger (website chat), Textchat, Voice, Group Chat, AI Employee, Video Chat, and Chekkit Pay for payment collection. The Marketing suite includes Campaigns for text marketing and Business Reviews for review management. Pricing is tiered from free (Starter) to $25/month (Business), $149/month (Business Pro), and $249/month (Business AI with AI Employee included), with optional voice minute add-ons. The platform is accessible via web dashboard and native mobile apps for iOS and Android.

Differentiator

Problem solved

Functional benefit

Products and services

• CRM Customer relationship management module that tracks important customer details, provides a sales pipeline view, and manages leads through every stage of the customer journey for SMBs.
• Calendar Shared team calendar tool that enables coordinating scheduling and appointments across an entire team in one place.
• Invoicing Invoicing and quoting module that enables businesses to create professional quotes and invoices with seamless payment collection capabilities.
• Online Booking Booking forms module that creates booking forms for business websites, allowing customers to schedule appointments directly online.
• Customer Hub Customer portal that serves as a booking portal for customers to view and manage their appointments and interactions with the business.
• Voice Voice communication add-on ensuring businesses never miss a call, with AI voice capabilities available with voice minute packages.
• Business Messenger Website chat widget that converts website visitors into sales leads by enabling direct text communication from the business website.
• Textchat Text-based lead capture module that captures leads through texting, allowing customers to text the business directly instead of waiting on slow forms.
• Group Chat Internal team communication tool that improves team collaboration through group messaging.
• AI Employee AI-powered virtual employee that provides instant automated replies 24/7, trained on business-specific knowledge to respond to customer inquiries, capture and qualify prospects, and hand off conversations to human agents when needed.
• Campaigns Text marketing module that enables businesses to grow through text marketing campaigns, including promotions, bulk texting, and seasonal offers.
• Business Reviews Review management module that automatically requests reviews after service delivery, helping businesses build trust and improve Google rankings.
• Mobile App Mobile application providing access to all business tools on iOS and Android devices for managing conversations anywhere.
• Chekkit Pay Payment collection module powered by Stripe that allows businesses to seamlessly collect payments through invoices and secure payment links sent via text.
• All-in-one Inbox Unified communications hub that brings together calls, texts, emails, website chats, Google messages, and social DMs into one inbox for streamlined customer communication.
• Video Chat Video communication capability that enables face-to-face customer interactions directly through the platform.

Quantifiable outcome

• Time Machine Hot Tubs sold 18 hot tubs ($189k) in 7 months through website chat and text
• +7 more outcomes

Named customers10 records

Segments6 records

Ideal customer profiles3 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration4 records

AI capability3 records

Feature6 records

Partnerships

Three partnerships are on record, tiered core.

• QuickBookscoreTechnology or IntegrationQuickBooks Sync integration enables automatic accounting synchronization, saving time during tax season. Users can connect their QuickBooks account to streamline financial record-keeping and reduce manual data entry between platforms.
• StripecoreTechnology or IntegrationChekkit Pay is powered by Stripe for payment processing. Stripe handles PCI-DSS compliant payment card transactions, securely processing customer payments without Chekkit storing card details directly.
• Google (Google Business Messages)coreTechnology or IntegrationIntegration with Google Messages allows businesses to receive and respond to Google Business Messages directly through Chekkit's unified inbox, capturing leads from Google searches and Business Profiles.

Scale indicators8 records

Recent moves6 records

Expansion highlights5 records

Broad incumbents

• HubSpot: HubSpot's CRM, Marketing Hub and Service Hub bundle messaging, automation and AI features for SMBs and mid-market, positioning it as a broad incumbent with overlapping capabilities to Chekkit.
• Constant Contact: Constant Contact is an SMB-focused email and SMS marketing platform with light CRM features, comparable to Chekkit's marketing and messaging capabilities targeted at small businesses.
• Zoho CRM: Zoho offers an affordable, broad CRM suite including messaging, workflow and AI features for SMBs, providing a competitive incumbent alternative to Chekkit's all-in-one platform.

Direct peers

• Birdeye: Birdeye provides reviews, messaging, surveys and payments for multi-location and local businesses, directly overlapping Chekkit's review-generation, unified inbox and SMB customer base.
• Salesmsg: Salesmsg is a business texting and calling platform with CRM-style inbox features, comparable to Chekkit's SMS-first unified inbox and missed-call-text-back automation for SMBs.
• Textedly: Textedly offers SMS marketing, mass texting and two-way messaging for small businesses, overlapping Chekkit's Campaigns module and text-based lead capture functionality.
• Keap: Keap (formerly Infusionsoft) offers CRM, marketing automation, payments and text messaging for small businesses, comparable to Chekkit's all-in-one CRM-plus-messaging positioning for the SMB segment.
• SimpleTexting: SimpleTexting provides SMS marketing and two-way business texting aimed at SMBs, comparable to Chekkit's text marketing campaigns and inbound SMS workflows.
• Podium: Podium is an all-in-one messaging, reviews and payments platform purpose-built for local businesses, closely matching Chekkit's SMB focus, multi-channel inbox, review-request automation and payments offering.

Others

• Twilio: Twilio provides the underlying messaging, voice and communications APIs that Chekkit and many of its competitors build upon, making it an infrastructure/ecosystem peer rather than a direct SMB-app competitor.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights7 records

Customer concentration

• Xx.com/getchekkit
• YouTubeyoutube.com/channel/UCevJo0UOVunub1bcVpppUAg
• Facebookfacebook.com/getchekkit
• Instagraminstagram.com/getchekkit

Compliance1 record

Revenue estimate

Valuation estimate

Number of profiles

Profiles4 records

Funding overview

Funding rounds1 record

Investors1 record

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Chekkit