Thankful
Acquired15 known investors
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Gladly offers an AI-based customer experience (CX) platform intended to help companies improve customer service and grow customer lifetime value while reducing agent workload and costs.
Also known as Thankful AI · Thankful.ai
Founders & leadership






Investors · 15
Also in the syndicate · 5
Funding
SEC filings, press & company announcements$12M disclosed across 1 of 4 rounds · 2021
- $12MSeries ASep 2021 · 3 sources
Alpha Edison (lead), Bonfire, Greycroft, Miramar, Omega, Ten-One-Ten, TenOneTen
Source ↗
Source: company announcements and press reports — follow each round's link for the claim.
Company profile
researched Aug 2026Thankful was a customer service software company that built an AI layer on top of existing helpdesks to read, route and resolve customer inquiries across written channels including email, chat, social media, in-app messaging and text. Its platform was organized around three products: AI Agent, which worked inside a brand's helpdesk like a human agent to tag and resolve requests such as missing packages, returns, exchanges and order tracking; Agent Assist, which intelligently routed tickets and suggested replies and next steps for human agents; and Insight, an analytics product giving enterprise clients real-time statistics and a unified view of customer service metrics. Rather than functioning as a scripted chatbot, the system personalized interactions using signals such as a customer's tone, location, purchase history and prior service history.
The company positioned customer service as a revenue driver rather than a cost center, arguing that brands invest heavily in acquisition marketing but hand inquiries to service teams with no knowledge of the existing relationship. It marketed primarily to consumer and ecommerce brands, and management described plans to extend into finance, insurance and healthcare verticals. Thankful integrated with and partnered with helpdesk providers including Zendesk, Kustomer and Gladly.
In July 2023, Gladly acquired Thankful and used its generative AI and no-code automation technology as the foundation of Gladly Sidekick, a self-service AI platform that pairs with Gladly's agent-facing Hero product. Sidekick centers on a no-code authoring tool for building automated conversation threads covering common requests such as managing an order, processing a return or requesting an exchange, drawing conversational responses from the Gladly Answers knowledge base and priced per assisted conversation. Thankful's co-founders moved to Gladly, with CTO Evan Tann joining as a Software Engineer Fellow.
Founding story
Ted Mico and Evan Tann founded the company in 2018 in Venice, California, out of frustration as consumers with customer service experiences; neither began with a background on the business side of the industry. Mico cited market research describing customer service as a $350 billion market and consumers spending roughly 43 days of their lives dealing with support, framing the company's goal as returning that time to customers.
Business model
B2B SaaS sold to brands as an application layer on top of their existing helpdesk software.
Thankful charged customers based on the volume of tickets handled and which of its products were used. Under Gladly, the derived Sidekick product moved to consumption-based pricing tied to the number of assisted conversations, alongside seat-based pricing for the agent-facing Hero product.
Traction
By September 2021 Thankful reported 400% year-over-year growth, more than 50 brand customers, and more than 30 million customer service tickets processed and learned from. The company cited Agent Assist making human agents up to 40% more efficient and AI Agent resolving up to 50% of queries. Named customers included Crate & Barrel, FabFitFun, MeUndies and UntuckIt; shared customers with Gladly included Bombas, Breeze Airways, Crate & Barrel, JOANN and MaryRuth Organics.
Latest developments
Following the July 2023 acquisition, Thankful's capabilities were transferred into Gladly Sidekick and the company was described as part of Gladly. Gladly (gladly.ai) now markets an agentic commerce and AI customer experience platform combining conversational commerce, lifelong customer memory, voice AI and agent-facing tooling, citing customer outcomes such as +19% conversion, +$34 average order value, 41% carts saved and results at MaryRuth's, Rothy's, KÜHL, Condé Nast and Deckers Brands.
▸Full profile — market position, technology, go-to-market, geography, history
Market position
Thankful competed in the AI customer service segment against helpdesk vendors and AI startups such as Zendesk, Kustomer and Level AI, differentiating itself as an AI application layer that plugged into incumbent helpdesks rather than replacing them. Its acquirer, Gladly, was positioned in the contact center and helpdesk market, appearing on G2's Top 50 list for customer service products and holding "high performer" status in the G2 Enterprise Grid Report for Contact Center, Summer 2023.
Positioned as more than a chatbot: the AI worked inside a brand's existing helpdesk like a human agent, resolving rather than only triaging requests, and personalized responses using customer context including tone, location and purchase and service history. Its focus on the post-purchase environment and on structuring largely unstructured service data was cited by its lead investor as the basis for investing.
Technology
Artificial intelligence and, later, generative AI applied to customer service, combined with no-code automation authoring. The platform operated as an application layer above the helpdesk, handling large volumes of queries across written channels, and was trained on more than 30 million historical customer service tickets. Personalization drew on customer attributes such as tone, location, purchase history and service history.
Go-to-market
Direct enterprise sales supported by a trial-style evaluation in which Thankful's agents listened in on a prospect's helpdesk for a couple of weeks to assess the state of its customer service and demonstrate results before purchase. The company also went to market through helpdesk partnerships with Zendesk, Kustomer and Gladly, including joint webinars and demos with Gladly.
Consumer and ecommerce brands with high volumes of written customer service inquiries; by 2021 the customer list included more than 50 brands.
Geography
Headquartered in Venice, California; its acquirer Gladly is based in San Francisco.
History
Founded in 2018 and based in Venice, California, Thankful spent more than two years building its AI customer service software before going to market. It reported 400% year-over-year growth and had processed and learned from more than 30 million customer service tickets by late 2021. It partnered with Gladly in 2020 and raised a $12 million Series A led by Alpha Edison in September 2021, bringing total funding to $15 million including a previously unannounced $3 million. Gladly acquired the company in July 2023, and Thankful's technology became the basis for Gladly Sidekick.
Compiled by commissioned research from 8 cited public sources — announcements, filings, and press listed under research sources below.
Key figures
latest reportedCompany-reported or press-reported figures, each dated to when it was claimed — not independently audited.
Timeline · 5
launches, deals, and filingsGladly acquired Thankful, a provider of generative AI and no-code customer service automation, and used its technology as the basis of Gladly Sidekick, a consumer AI and automation platform launched the same day. The two companies had partnered since 2020 and shared customers including Bombas, Breeze Airways, Crate & Barrel, JOANN and MaryRuth Organics. Deal terms were not disclosed.
Co-founder and CTO Evan Tann joined Gladly as Software Engineer Fellow following the acquisition; CEO and co-founder Ted Mico commented on Gladly carrying forward Thankful's vision.
Gladly introduced Gladly Sidekick, a no-code AI and automation platform for customer self-service built on Thankful's technology, priced on a consumption basis according to the number of assisted conversations, and designed to work alongside the seat-based Gladly Hero agent platform and the Gladly Answers knowledge base.
Thankful announced a $12 million Series A round led by Alpha Edison, with participation from Bonfire, Ten-One-Ten, Greycroft, Omega Venture Partners and Miramar. Together with a previously unannounced $3 million, the round brought total funding to $15 million. Proceeds were earmarked for engineering hires and product expansion, with plans to move into finance, insurance and healthcare verticals.
$12M source ↗
Thankful partnered with helpdesk vendor Gladly in 2020, jointly serving shared customers before the 2023 acquisition. Thankful also partnered with Zendesk and Kustomer on the helpdesk side.
Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.
In the news
▸Research sources · 8
primary sources listed
- Thankfulgladly.ai · web
8 public sources were cited for this profile; the first-party ones are listed here.
Frequently asked questions
- What does Thankful do?
- Thankful built AI-driven customer service automation for ecommerce brands and was acquired by Gladly in July 2023.
- Who founded Thankful?
- Thankful was founded by Joseph Ansanelli, Dirk Kessler.
- Who are Thankful's investors?
- Thankful's investors include Greylock Partners, Invariantes Fund, New Enterprise Associates (NEA), Alpha Edison, Atlantic Vantage Point, Bonfire Ventures, Greycroft, Miramar Venture Partners and 2 more.
- How much funding has Thankful raised?
- Thankful has disclosed $12M raised across 1 of its 4 known rounds.


