Gladly Sidekick – AI Tool for Customer Support

Transform your customer service with AI and automation

Categories: Customer Support, Automation

Rating:Not Yet Rated

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Pricing:From $180.00/mo

₹15,030₹17,735 incl. 18% GST

TL;DR — Gladly Sidekick

Transform your customer service with AI and automation. Pricing starts from ₹15,030/mo. Security: Flagged.

What is Gladly Sidekick?

Gladly's new AI and automation platform, Sidekick, revolutionizes customer service by enabling personalized self-service. Sidekick works together with Gladly Hero, their people-centered platform for agent-assisted customer service. The platform was developed after acquiring Thankful, an AI and automation solution for customer self-service. This acquisition has allowed Gladly to bring AI and automation to the forefront of customer service.Unlike AI solutions lacking a deep customer focus, Sidekick aims to engage and care for customers rather than deflecting them. It recognizes that AI needs to be applied with an understanding of a brand's unique needs, voice, and content to avoid frustrating customers. Gladly believes that to build customer loyalty, customer service must be both people-centered and AI-powered.Sidekick utilizes generative AI and no-code automation to provide scaled and personalized customer self-service through Self Service Threads. It goes beyond answering common customer service questions and can execute transactions like managing returns or processing exchanges. Sidekick aims to resolve customer issues rather than just responding to them, ensuring a smooth and positive experience.Real-life examples of Sidekick's application include Crate & Barrel streamlining routine requests like returns or exchanges and matching customers to specific service agents based on live context. Bombas reduces the workload on their Customer Happiness Team by enabling customers to self-service basic tasks and questions.Gladly's mission is to empower businesses to deliver radically personal experiences, putting the customer at the center of everything they do. With investments in generative AI and the acquisition of Thankful, Sidekick embodies their commitment to this mission.

Security Assessment

Security: Flagged

Published posture scored below 12/20 on Security & Data Privacy. Review the source links and the methodology before using it with sensitive data. We do not perform security testing.

Last assessed: 21 August 2026

How this score was built

Each scored criterion links to the published page it was derived from. Unscored criteria are marked, not guessed. This listing has not been hands-on tested.

Security & Data Privacy
The privacy page is missing, but HTTPS is present.
Source: gladly.ai
4/10
Functionality & Features
No citable published evidence in this pass.
Not assessed
Ease of Use
Requires hands-on use of the product.
Not assessed
Pricing & Value
Pricing information is not detailed but the homepage suggests a demo and trial.
Source: gladly.ai
5/10
Reliability & Performance
Requires hands-on use of the product.
Not assessed
Integration Capabilities
The integrations page lists various apps and integration capabilities.
Source: gladly.ai
7/10
Customer Support
No citable published evidence in this pass.
Not assessed
Company Stability
No citable published evidence in this pass.
Not assessed
Update Frequency
No citable published evidence in this pass.
Not assessed
Startup-Friendliness
No citable published evidence in this pass.
Not assessed

Frequently Asked Questions

What is Gladly Sidekick and what does it do?

Transform your customer service with AI and automation.

What does Gladly Sidekick cost in India?

Gladly Sidekick starts at ₹15,030/month (plus 18% GST).

Is Gladly Sidekick safe for startups?

Gladly Sidekick is flagged on our Security & Data Privacy criterion (scored below 12/20). Review the full assessment before using it for sensitive startup data.