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Arman Kumaraswamy

Founders to Watch · Fall 2026

Arman Kumaraswamy

Co-founder

The Context Company

Seed Observability & monitoring
Why watch Kumaraswamy wants production agent teams to see silent reasoning failures across every customer conversation, then ship and prove the fix.

Arman Kumaraswamy is co-founder of The Context Company, which went through Y Combinator's Fall 2025 batch and is based in San Francisco, California, according to its YC page.

Friends Since Sixth Grade

Kumaraswamy and co-founder Rohil Agarwal have been best friends since sixth grade. The summer before YC, the two lived together in San Francisco, Agarwal wrote in a LinkedIn post. "It felt like a two-month sleepover where we couldn't stop brainstorming what to build next," Agarwal wrote.

Cutting Agent Failures at Mintlify

Kumaraswamy studied computer science and math at UF, and engineered at Mintlify, Apten, RevisionDojo and Solace Health. At Mintlify he optimized the public-facing AI agent, cutting failure rates by 82%. Agarwal worked on Gmail Intelligence at Google.

Building The Context Company

Two days before their YC interview, the founders pivoted after a pilot user called their first idea "nice to have," Agarwal wrote. The Context Company now analyzes conversations between companies and their production AI agents to find what is losing them customers and money.

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