Sidekick

Sidekick is a Saratoga, California-based software company that develops an artificial intelligence-powered SMS assistant designed specifically for deskless and frontline workers. The B2B platform allows employees in manufacturing, auto dealerships, and retail to text questions in multiple languages and receive instant answers extracted directly from their employer's internal documents. Operating with a team of two employees, the system functions entirely through standard text messaging without requiring dedicated mobile applications or user logins. Workers can submit photos of equipment or voice memos for identification, while managers can upload documents and record video walkthroughs to automatically generate step-by-step tutorials and a searchable knowledge base. Unresolved queries are automatically escalated to managers via SMS to facilitate continuous machine learning. Backed by Y Combinator as part of its Spring 2026 batch, the enterprise software startup was founded by Justin.