benchmark
(5)
Gumloop
Gumloop is a no-code AI automation platform that lets any employee build, deploy, and manage AI agents and workflows by dragging modular nodes onto a canvas. Where legacy tools like Zapier treat AI as one node among many, Gumloop makes AI orchestration the core primitive - connecting a company's internal data to leading AI models to complete complex, repetitive work. Founded in 2023 by McGill classmates Max Brodeur-Urbas and Rahul Behal, the company went through Y Combinator's Winter 2024 batch and raised a $50M Series B led by Benchmark in March 2026. It counts Shopify, Ramp, Gusto, Instacart, Samsara, and Opendoor among its customers.
Monaco
Monaco is an AI-native sales platform - billed as 'the first revenue engine for startups' - that replaces the usual patchwork of CRM, outbound tools, and pipeline software with a single system. Founded in 2025 by former Brex CRO Sam Blond alongside his brother Brian Blond, Abishek Viswanathan, and Malay Desai, Monaco builds a company's total addressable market, runs outbound, captures every call and email, and manages pipeline using AI agents paired with embedded human sales experts. It launched from stealth in February 2026 and, three months later, raised a $50M Series B led by Benchmark, pushing total funding past $85M.
Deep Cogito
Deep Cogito is a San Francisco AI research company building open-source large language models with hybrid reasoning - the same model can answer instantly or stop to reason before responding. Founded in 2024 by former Google engineer Drishan Arora, the company trains its Cogito models with a method called Iterated Distillation and Amplification (IDA), which lets a model improve by learning from its own reasoning rather than from human labels. Its stated goal is general superintelligence, and its flagship 671B open model competes with the strongest open systems from DeepSeek and Meta.
Bezi
Bezi is a San Francisco software company building an AI assistant that lives inside the Unity game engine. It indexes a developer's entire project in real time - scripts, scenes, assets, packages - so it can debug, generate code and shaders, build editor tools, and automate repetitive work with full project context. Founded in 2021 as a collaborative 3D design tool by ex-Oculus designers, Bezi raised $13M led by Benchmark and later pivoted to focus on AI for game makers, positioning itself as 'AI for building real games, not generating them.'
Cambly Inc.
Cambly is an on-demand English tutoring platform that connects learners in 190+ countries with native English-speaking tutors available 24/7 via live video chat. Founded in 2012 by two former Google engineers, Cambly makes immersive English learning accessible and affordable - bringing the language-learning breakthrough of traveling abroad directly to any phone or laptop. With AI-powered personalization layered over millions of data points from a decade of real lessons, Cambly sits at the intersection of human connection and technology in the $60B+ global English education market.