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Sidekick

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AI-powered SMS assistant for deskless workers.

Spring 2026Founded 20261 peopleSan Francisco, CA, USA
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Frontline Worker Mobile AISaaSManufacturing plants, auto dealerships, retail chainsLow competition
Moat
SMS-native access (no app install); multilingual support; proprietary document QA models.
Key risk
Adoption friction (SMS unfamiliar for enterprise); integration with legacy systems; data privacy.
Why now
Deskless worker shortage; onboarding costs high; LLMs enabling knowledge search without app friction.
Competitors
Slack for enterprise, custom knowledge systems, training platforms

About

Sidekick is an AI-powered SMS assistant for frontline workers in manufacturing, auto dealerships, and retail. The idea came from Justin's father, who owns a manufacturing facility and asked him to build a tool to help with worker onboarding, training, and organizing company knowledge. Workers text questions in any language and get instant answers from their company's documents โ€” no app, no login, works on any phone. They can send photos of equipment for instant identification or voice memos when their hands are dirty or they're wearing gloves. Managers upload documents and record video walkthroughs; Sidekick automatically generates step-by-step tutorials and a searchable knowledge base. When Sidekick can't answer, it escalates to the manager via SMS and learns from the response, getting smarter with every interaction.

Founders ยท 1

Justin So
Justin SoFounder
UPenn

Co-founder & CEO at Sidekick (YC P26). UPenn Masters in Computer Science. Previously Finance at Arm.

B2BOperationsSaaSB2BAI Assistant

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