Chekkit

Overview

Chekkit is a customer communication and workflow platform for local businesses, bringing calls, texts, website chats and social messages into one inbox. It is best suited to businesses that need staff to coordinate customer conversations across channels; the free Starter plan is limited to one user, while shared-inbox features begin with Business.

Founded in 2017 and headquartered in Winnipeg, Manitoba, Chekkit also offers booking, sales-pipeline and payment tools. Its two-way texting works with a business’s existing phone number, but customers remain responsible for SMS practices and compliance with applicable laws and carrier requirements.

Key features

Customer messaging and team coordination

Chekkit consolidates calls, texts, web chats and social messages. Coworker mentions, intent routing and scheduled messages give teams ways to coordinate follow-up, while workflow automation and API access support broader workflows. Business adds AI-powered replies, missed-call text-back, review requests, website chat, campaigns and more than 2,000 app integrations. That is a substantial channel mix for businesses handling frequent inquiries, but the free plan does not provide the shared inbox that makes the team workflow useful.

Chekkit supports multiple SMS number types and includes 2,000 messages per month. Businesses planning outbound messaging should account for their compliance responsibilities rather than treating the platform as a substitute for them.

AI, voice and payments

Business AI adds an AI Employee that can answer questions and capture buying intent while staff are offline, with 24/7 responses to texts and website chats and automated prospect qualification. This is the clearest fit for businesses that need after-hours responses; it costs $249/month, $100 more than Business. Separate voice plans offer 1,000 AI voice minutes for $39 a month or 2,000 minutes for $69 a month, giving buyers a defined allowance rather than the full Business AI feature set.

Chekkit Pay is powered by Stripe, and Chekkit says it does not store or collect payment card details. Its payment processors adhere to PCI-DSS standards. Chekkit also says it uses commercially acceptable means to protect personal data, while acknowledging it cannot guarantee absolute security.

Integrations

Named integrations include ChatGPT, PestRoutes, Stripe, Instagram, Calendly, QuickBooks, Zapier, Trip-Tech Aim and Meta. QuickBooks integration is also part of Starter, which gives a solo operator a way to connect core business workflows without paying for the team inbox.

Pricing

Chekkit uses a freemium model, with month-to-month subscriptions that can be cancelled at any time. Annual upfront payment receives a 15% discount. The listed Business yearly price is $127/month, compared with $149/month billed monthly.

• Starter — free, Free Forever: one user, CRM sales pipeline, online booking and scheduling, quotes and invoices, Stripe payments, QuickBooks integration, and iOS and Android apps. It is a useful no-cost starting point for a solo business, but it does not include the paid unified inbox or the Business communications features.
• Voice: 1000 Minutes — $39 a month: 1,000 AI voice minutes. Choose it when that monthly voice allowance is sufficient; it is not a substitute for the broader Business plan.
• Voice: 2000 Minutes — $69 a month: 2,000 AI voice minutes, for buyers who need twice the lower voice allowance.
• Business — $149/month, or $127/month yearly: unlimited users, unified inbox, AI-powered replies, missed-call text-back, review requests, website chat, campaigns and 2,000+ app integrations. This is the entry point for teams that need shared customer communications, but AI Employee is reserved for the higher tier.
• Business AI — $249/month: everything in Business, plus AI Employee, 24/7 responses to texts and website chats, and automated prospect qualification. It suits businesses that value automated after-hours engagement enough to pay the higher monthly price.

Platforms

Chekkit is available on Android, iOS and the web. The mobile apps give businesses access away from a desktop, while API access is also supported.

Who it's for

Chekkit is aimed at local businesses and teams, with retail, auto dealerships, healthcare and home services among its intended industries. It makes most sense for a business that handles inquiries across several channels and needs staff to share follow-up. A solo operator can start with Starter, but a team that needs a unified inbox must budget for Business or Business AI.

Pros and cons

• Pros: Calls, texts, web chats and social messages converge in one inbox, with mentions, intent routing and scheduled messages to help coordinate a team.
• Pros: Starter includes a CRM pipeline, scheduling, quotes, invoices and Stripe payments at no cost for one user.
• Pros: Business supports unlimited users and adds customer-response tools and more than 2,000 integrations.
• Cons: The free plan is single-user and lacks the paid unified inbox, limiting its value for teams.
• Cons: Business AI costs $249/month; businesses needing automated 24/7 messaging must pay $100/month more than Business.
• Cons: Customers, not Chekkit, are responsible for SMS compliance with applicable laws and carrier requirements.

Alternatives

Two-Way SMS Software is a directory of two-way SMS options for readers comparing that category more broadly.

• Havari is worth considering for a free plan with 20 monthly credits and Email, Messenger and Instagram, or a £19 a month Starter plan.
• Sociocs offers a free plan with two channels, one user and 1,000 messages per month, making it an alternative for readers whose needs fit those limits.
• Podium Webchat uses custom quote pricing tailored to the business’s industry.
• Textedly is a paid SMS option with a Basic plan at $29 a month for 500 messages monthly; annual billing includes 20% more messages per month.
• DialPhone Contact Center is a paid contact-center option with a Standard plan at $65 a month on annual billing and features including 20+ channels and a unified agent desktop.
• MightyText is a freemium option available on web, Windows and Android.
• Artera is a paid option available on the web.
• DialPhone Business SMS is a paid option for Android, iOS, macOS, web and Windows, with Core and Advanced plans.

Verdict

Chekkit is a strong fit for local businesses that want a shared home for customer conversations and team follow-up, with a free solo-user starting point and unlimited-user Business plans. Its main drawback is the price step between Starter and the team inbox, and businesses seeking automated around-the-clock replies need to move up to $249/month Business AI. Choose it when cross-channel coordination matters; look elsewhere if a one-user free plan or a narrower SMS need is the priority.