How much does Gladly Sidekick cost?

Gladly Sidekick is a paid product. The listed starting price is ~$180/seat/mo.

What does Gladly Sidekick integrate with?

Gladly Sidekick integrates with Shopify, Salesforce, Zendesk, Twilio, Amazon Connect, and Slack.

What compliance standards does Gladly Sidekick meet?

Based on the vendor's own security and trust pages, Gladly Sidekick claims SOC 2, HIPAA, GDPR, and PCI DSS compliance.

Is Gladly Sidekick HIPAA compliant?

Yes. The vendor advertises HIPAA compliance for Gladly Sidekick on its own site. Confirm the specifics, such as whether a business associate agreement (BAA) is offered, with the vendor before you buy.

Which support channels does Gladly Sidekick cover?

Gladly Sidekick handles customer conversations over chat, email, voice, SMS, and social media.

What languages does Gladly Sidekick support?

Language coverage for Gladly Sidekick: Most ISO 639-1 languages.

Can Gladly Sidekick take actions, or does it only answer questions?

Gladly Sidekick can take actions in connected systems, not just answer questions, including order status, refunds & returns, and billing & subscription changes.

When was Gladly Sidekick founded?

Gladly Sidekick was founded in 2014.

What are the best Gladly Sidekick alternatives?

Popular alternatives include Gorgias, Atomicwork, and Capacity.

Gladly Sidekick

AI Agents & Chatbots E-commerce Support Help Desk & Ticketing

Gladly's AI-powered Customer Service Platform centers on people, not tickets, leading to delightful experiences and revenue growth while cutting costs.

Best for

Consumer brands that treat support as a loyalty channel and want one lifelong customer thread across voice, chat, SMS, email and social, with an AI agent that tracks orders, starts returns and hands off with full context, with SOC 2, HIPAA, GDPR and PCI DSS coverage.

Look elsewhere if

You are a small team or price-sensitive: Gladly is enterprise-priced at roughly $180 a seat with seat minimums, Sidekick is billed on top per conversation, and there is no free trial or self-serve start.

Pricing: Paid from ~$180/seat/mo
Founded: 2014
Company: Independent, venture-backed $200M+ (as of October 2026) raised; latest: $40M led by AXA Venture Partners (September 2024)
Channels: Chat, Email, Voice, SMS, Social
Languages: Most ISO 639-1 languages
Compliance: SOC 2 HIPAA GDPR PCI DSS
Integrations: Shopify Salesforce Zendesk Twilio Amazon Connect Slack

Gladly organizes support around people instead of tickets, and that one decision changes everything about how it feels. Every customer gets a single lifelong conversation thread that follows them across voice, chat, SMS, email, and social, so they never have to repeat themselves and your agents always see the full story. Sidekick, its AI agent, lives inside that thread, resolving requests using real customer context and taking genuine actions like tracking an order, starting a return, or making a change, then handing off to a human with everything already in view.

A recent standout is Sidekick on Voice, which Gladly bills as the industry's only AI voice agent powered by that lifelong, multichannel history, so a phone conversation picks up right where a chat left off. The company has kept expanding the family with Sidekick Sales for product recommendations, Sidekick Email, and versions that extend the agent onto Zendesk and Salesforce, so teams on other platforms can borrow its brain.

Gladly was founded in 2014 by Joseph Ansanelli and his co-founders, and it has leaned cheerfully into its theme, naming its pricing tiers Hero and Superhero. It is very much an enterprise product, sold largely by quote with seat minimums, and its Sidekick AI is billed per conversation or resolution on top. That positioning fits its customer base of consumer brands that treat support as a loyalty channel, including Crate and Barrel, Ulta Beauty, and Breeze Airways.

The through-line here is emotional as much as it is technical: Gladly wants every interaction to feel like talking to a company that genuinely remembers you and your history. If you sell to consumers who expect a personal, continuous relationship rather than a cold, fresh ticket every single time they reach out, Gladly and its Sidekick agent are built from top to bottom around exactly that promise.

Key features

AI agent for voice and chat
People-centered, not tickets
One lifelong customer thread
Automated self-service resolution
Human handoff with full context

What the AI can do

Takes actions, not just answers. Gladly Sidekick can complete tasks in your other systems: Order status Refunds & returns Billing & subscription changes
Hands off to a human with the conversation context when it cannot resolve an issue.

Published customer results

Outcomes named customers have reported, as published by the vendor or the customer.

The Black Tux: Gladly AI resolves 68% of inquiries overall (73% on email, 45% on SMS) Source, August 2026
Ollie: AI agent resolves 60% of conversations, work equivalent to six additional full-time staff Source, August 2026

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Frequently asked questions

Who is Gladly Sidekick best for?: Consumer brands that treat support as a loyalty channel and want one lifelong customer thread across voice, chat, SMS, email and social, with an AI agent that tracks orders, starts returns and hands off with full context, with SOC 2, HIPAA, GDPR and PCI DSS coverage. Look elsewhere if you are a small team or price-sensitive: Gladly is enterprise-priced at roughly $180 a seat with seat minimums, Sidekick is billed on top per conversation, and there is no free trial or self-serve start.
How much does Gladly Sidekick cost?: Gladly Sidekick is a paid product. The listed starting price is ~$180/seat/mo. Compare pricing across all listed tools →
What does Gladly Sidekick integrate with?: Gladly Sidekick integrates with Shopify, Salesforce, Zendesk, Twilio, Amazon Connect, and Slack.
What compliance standards does Gladly Sidekick meet?: Based on the vendor's own security and trust pages, Gladly Sidekick claims SOC 2, HIPAA, GDPR, and PCI DSS compliance. See how that compares across vendors →
Is Gladly Sidekick HIPAA compliant?: Yes. The vendor advertises HIPAA compliance for Gladly Sidekick on its own site. Confirm the specifics, such as whether a business associate agreement (BAA) is offered, with the vendor before you buy.
Which support channels does Gladly Sidekick cover?: Gladly Sidekick handles customer conversations over chat, email, voice, SMS, and social media.
What languages does Gladly Sidekick support?: Language coverage for Gladly Sidekick: Most ISO 639-1 languages.
Can Gladly Sidekick take actions, or does it only answer questions?: Gladly Sidekick can take actions in connected systems, not just answer questions, including order status, refunds & returns, and billing & subscription changes.
When was Gladly Sidekick founded?: Gladly Sidekick was founded in 2014.
What are the best Gladly Sidekick alternatives?: Popular alternatives include Gorgias, Atomicwork, and Capacity. See all Gladly Sidekick alternatives →

Sources for the facts on this page

AI takes actions: help.gladly.com Cancel a Customer's subscription. This marks the subscription as cancelled and handles prepaid subscriptions appropriately. checked September 2026
Human handoff: gladly.ai When a human touch is necessary, the AI seamlessly hands off the conversation to support agents with full context and recommended next steps. checked September 2026
AI actions: gladly.ai can handle common Shopify service requests, order status, returns, refunds, FAQs, with the full context of who's asking and why that matters. checked September 2026
AI actions: help.gladly.com Skip the next scheduled charge for a subscription, delaying the next shipment. checked September 2026
Company: prnewswire.com Gladly secures $40M in funding led by AXA Venture Partners (AVP) checked September 2026
Latest funding: prnewswire.com Gladly secures $40M in funding led by AXA Venture Partners (AVP) checked September 2026
Languages: help.gladly.com Gladly features like Help Center, Chat, and Answers support input and output for most ISO 639-1 language codes, including several regional variants. checked September 2026
Total funding: prnewswire.com The company has raised more than $200 million from investors including AXA Venture Partners, Riverwood Capital, Greylock and NEA. checked October 2026

Updated October 2026

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