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Superbar

Superbar is a Toronto AI startup (Y Combinator S22) building a 'Sales AI' that lives on e-commerce and services websites, instantly answering shopper questions and guiding buyers 24/7 to lift conversion. Founded in 2021 by Alan Nowogrodski, it started as lead-qualification tool Caddie before focusing on AI-powered on-site sales.

Artificial IntelligenceTorontoFounded 2021superbar.ai
53%of buyer journeys now cross AI before a purchase decision, per founder's TechTO talkTechTO Commerce Toronto 2026-01-21

The people

What they build

SuperbarAI sales assistant and answer bar that answers shopper questions on your website and guides them toward purchaseProduct page ↗
CaddieInbound automation that qualifies leads and books demos

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Working at Superbar

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Open roles on the TechTO Job Board ↗Or their own careers page: superbar.ai/careers ↗

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On the TechTO stage

Every talk is searchable — ask the archive about Superbar

About

Superbar connects to a company's product catalog, blog, videos and reviews to deliver instant, high-converting answers trained to sell — a response to AI reshaping how shoppers research and buy. Founder Alan Nowogrodski argues brands must win the AI 'recommendation war' and keep customers on their own sites rather than losing them to agentic checkout, as he laid out at TechTO's Commerce Toronto event in January 2026.

Backers

Y Combinator (Summer 2022 batch)

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Quick answers

What does Superbar do?

It builds an AI 'Sales AI' that lives on a company's website, answering shopper questions instantly and guiding them toward purchase to improve conversion — trained on the company's own catalog, content and reviews.

Who founded Superbar?

Alan Nowogrodski, who previously led product at FreshBooks. He founded the company in 2021; it went through Y Combinator's Summer 2022 batch.

Where is Superbar based?

Toronto, Canada.

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Maintained by TechTO · facts sourced and dated · last reviewed Jul 17, 2026