Comparing Gladly Sidekick and HubSpot Breeze? Both are AI Agents & Chatbots and Help Desk & Ticketing tools in the directory, which is why buyers put them on the same shortlist. Below is a side-by-side look at how they price, what they integrate with, and when each is the better fit, so you can pick on the facts rather than either vendor's own sales page.
| Attribute | Gladly Sidekick | HubSpot Breeze |
|---|---|---|
| Pricing | Paid · ~$180/seat/mo | Per resolution · $0.50/resolution |
| Founded | 2014 | 2006 |
| Categories | AI Agents & Chatbots E-commerce Support Help Desk & Ticketing | AI Agents & Chatbots Help Desk & Ticketing |
| Integrations | Shopify Salesforce Zendesk Twilio Amazon Connect Slack | Slack Shopify Salesforce Gmail Jira Stripe |
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.
Read the full Gladly Sidekick listing → · See Gladly Sidekick alternatives →
Breeze is HubSpot's AI layer, and its Customer Agent is the piece aimed squarely at support teams running on Service Hub. It resolves conversations end to end by learning from your knowledge base, website, and uploaded documents, and because it is native to HubSpot's Smart CRM it pulls customer context directly, with no separate integration to wire up. When it cannot finish a job it creates a ticket, triggers a workflow, or hands off to a human, and it works in multiple languages with a tone you can tune to sound like your brand.
HubSpot has leaned hard into outcome-based pricing here, and recently made it even friendlier. In 2026 it cut the price of a resolved conversation in half, to fifty cents, and bundles a monthly allotment of free resolutions into Service Hub Pro and Enterprise before any overage kicks in. In other words, you only pay when the agent actually finishes the job, and the best teams reportedly push resolution rates past ninety percent.
The company behind it needs little introduction. HubSpot was founded in 2006 by Brian Halligan and Dharmesh Shah, grew into the go-to platform for inbound marketing, sales, and service, and now trades publicly. That heritage is exactly why Breeze is such a natural pick: the many thousands of small and mid-size businesses already running their marketing, sales, and support on HubSpot get an AI agent that plugs into everything they already use.
Customers tell good stories too, with meal service Nutribees reporting that Breeze slashed the share of tickets its humans had to touch. If you live inside HubSpot and want an AI support agent that shares your CRM data out of the box, bills only for wins, and takes minutes rather than months to try, Breeze Customer Agent is a straightforward and easy yes.
Read the full HubSpot Breeze listing → · See HubSpot Breeze alternatives →
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