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SMB Sidekick

#16 of 32 in SMS Chatbot Software

SMB Sidekick: Simple SMS automation with booking, qualification, FAQs, and human handoff. Ranked #16 of 32 in SMS Chatbot Software by our editors (7.4/10); pricing: Paid; best for small businesses needing simple SMS automation.

7.4/10Editor score
SMB Sidekick7.4 Visit SMB Sidekick

At a glance

  • Editor score
    7.4 / 10
  • Pricing
    Paid
  • Best for
    Small businesses needing simple SMS automation
  • Free plan
    No
  • Paid from
    $29/mo
  • AI responses
    Yes
  • Facts checked
    20 Sep 2026
SMB Sidekick screenshot
  • Where it wins

    • Two-way SMS supports qualification, FAQs, booking, and handoff
    • Branching drip and recall campaigns support structured follow-up
    • Google Calendar, Calendly, and Claude integrations are listed
  • Where it doesn't

    • Solo includes 100 SMS per month
    • The platform has three listed integrations
    • There is no free plan

Our verdict on SMB Sidekick

SMB Sidekick is an AI receptionist and customer communications platform for small businesses. Its SMS chatbot supports two-way conversations, answers service questions from uploaded knowledge, qualifies leads, recovers missed calls with texts, and books appointments by text. Businesses can also manage conversation history, customer records, lead information, and human handoff. Web and API access support teams that want a focused SMS workflow rather than a broad customer engagement suite.

Pricing is structured across four monthly plans. Solo costs $29 per month and includes 110 voice minutes, 100 SMS, and one knowledge-base document. Starter costs $59 per month and raises those allowances to 280 voice minutes, 300 SMS, and five documents. Growth costs $99 per month and includes 500 voice minutes, 750 SMS, and 25 documents. Pro costs $199 per month with 1,050 voice minutes, 2,000 SMS, and unlimited documents. Each plan includes voice-minute overage pricing, with lower listed rates on Growth and Pro. This gives solo operators a clear entry point, while larger messaging volumes require a higher tier.

The standout fit is practical SMS automation: branching campaigns, recall sequences, appointment booking, FAQ responses, and conversation history cover common small-business follow-up needs. Google Calendar, Calendly, and Claude are listed integrations, and SMS sending and history are available through the Claude connector. The tradeoff is focus and scale: the Solo allowance is modest for businesses with frequent customer messaging, and the integration set is narrow. SMB Sidekick suits service businesses that want appointment and lead workflows in text. Businesses needing broader integrations or higher messaging capacity should compare alternatives before choosing it.

Your product? Our editors can test SMB Sidekick in depth and publish a review, labelled as paid · from $99/mo →

SMB Sidekick pricing

Plans Paid No free plan — trial or paid only. Prices checked 20 Sep 2026.
See plans on smbsidekick.ai

All 4 SMB Sidekick plans and prices →

SMB Sidekick fact sheet

Free planNo
Paid from$29/mo
AI responsesYes
Workflow builderYes
Two-way SMSYes
Message limit100 messages/mo
Interactive menusNot verified
MMS supportNot verified
API accessYes
Money-back guarantee14 days
DeploymentCloud
PlatformsWeb
SupportEmail, Docs
Built forSolo, Small business (editorial estimate)
Integrations3 integrations: Google Calendar, Calendly, Claude
PricingPaid (source)
Websitesmbsidekick.ai
Facts checked20 Sep 2026

SMB Sidekick integrations

SMB Sidekick lists 3 integrations on its own site.

  • Google Calendar
  • Calendly
  • Claude

Alternatives to SMB Sidekick

See all SMB Sidekick alternatives →

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Featured on iTechGuides

Featured on iTechGuides — SMB Sidekick 7.4/10

SMB Sidekick is listed in our SMS Chatbot Software directory. Add the badge to your site — it links back to this page.

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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

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