Participated · Seed · Jul 2026

Prosper Medical operates an AI-enabled concierge primary care platform that aggregates patient health data, maintains continuity across interactions, coordinates care, and augments physician workflows with an AI care layer. Founded by Ryan McQuaid and Dr. James Wantuck (the founders of PlushCare), the company aims to deliver a personalized physician relationship at scale. Prosper is available to patients in all 50 states and is in-network with many major insurance plans. In its first months of operation the company has grown to serve thousands of members. Leadership frames the product as augmenting, not replacing, clinicians—combining Prosper AI, a Care Concierge Team, and doctors who arrive with patient context. The company plans to use recent financing to expand its physician network, further develop its AI platform, and accelerate market expansion.

Participated · Series A · Apr 2026

AfterQuery builds datasets and reinforcement learning environments that translate subject-matter expert reasoning into encoded patterns used by leading AI labs and enterprises. Founded in January 2025 by Spencer Mateega and Carlos Georgescu, the company works with nearly 100,000 verified practicing professionals across domains such as finance, software engineering, medicine, and law. AfterQuery reports it has surpassed a $100 million annual revenue run rate and has supported every leading AI lab since launch. The company offers tailored research and custom data creation for enterprise AI tool implementation and evaluation. Following its Series A, AfterQuery plans to expand its expert network, deepen domain coverage, and hire across operations, engineering, and research while further developing its enterprise solutions business.

Participated · Series F · Jun 2025

Glean offers tools that let enterprise employees search corporate documents using LLM-powered natural language and integrates with apps such as Salesforce, Microsoft Teams, and Zendesk. The company also offers AI agents products to help automate workflows. Glean launched three years ago and has rapidly scaled its product suite across enterprises. In its last fiscal year Glean surpassed $100 million in ARR. Since early 2024 the company has significantly expanded both funding and valuation, reflecting strong commercial traction. The articles highlight continued product and go-to-market expansion tied to its enterprise search and agent offerings. Glean offers a Work AI platform built on enterprise search and retrieval-augmented-generation (RAG) technology that connects to 100+ SaaS connectors to surface trusted, referenceable answers. Originally launched in 2019 as an AI-powered enterprise search system, Glean now provides an AI assistant and a platform to build custom generative-AI apps and multi-step automations. The company emphasizes enterprise requirements—security, privacy, permissions enforcement, and answer referenceability—while supporting turnkey implementation without costly professional services. Glean recently announced next-generation prompting features (prompt builder, multi-step prompts, sharing, and a prompt library) in beta and new embedded solutions for Zendesk (available) and Salesforce Service Cloud (beta). Financially, Glean reported ARR more than tripling over the past year and has attracted large customers including Reddit, Instacart, Pinterest, Duolingo, Databricks, Samsara, and Grammarly. Glean provides an AI-powered enterprise search and work assistant that ingests first- and third-party data (support tickets, chat, CRM entries, documents) and uses GenAI, RAG and custom customer models to surface referenceable answers. The product supports over 100 connectors, lets customers switch among open-source models, and enforces source permissions so employees only see content they’re authorized to access. Glean charges a monthly per-seat subscription on annual contracts and reports annual recurring revenue that has nearly quadrupled in the last year. The company serves roughly 200 customers, including Duolingo, Grammarly and Sony, and employs about 300 people. Glean emphasizes mitigations for hallucinations (custom models, grounding via RAG) and positions security and privacy as core features of its offering. The team plans to use new capital to expand hiring, enhance the product and build out a broader go-to-market motion. Glean builds an AI-powered unified search platform that indexes and ranks content across multiple enterprise sources (knowledge bases, tickets, chat, pull requests) to surface personalized results and proactively recommend documents. Its product emphasizes easy setup (under two hours) and seamless workflow integrations including web app, new tab, sidebar, native search, and Slack commands, plus features such as shortlinks, company directories, dashboards, data-loss-prevention, and compliance reporting. Glean trains models on customer data to learn company-specific jargon and uses role, activity, and project context to personalize search relevance. Founded in 2019 by Arvind Jain and colleagues, Glean serves over 70 customers including Okta, Confluent, Samsara, Grammarly, and Outreach, and employs more than 100 people with plans to exceed 250 by year-end. Financially, Glean has raised a total of $155 million and recently closed a $100 million Series C at a $1 billion post-money valuation. The company plans to use the new capital to expand its team, build out go-to-market efforts, and drive new feature innovation. Glean offers a unified, personalized search and work-assistant product that indexes dozens of workplace applications and understands context, language, behavior, and employee relationships to find answers. The product proactively surfaces knowledge and helps employees connect with the right colleagues to get work done. Customers reportedly save 2.5 weeks per year per employee, and Glean is already deployed at more than 40 companies. The company emphasizes rapid implementation, saying it can be set up in under two hours. Glean is built on modern app APIs, cloud-scale indexing infrastructure, and recent NLP and deep-learning advances to deliver relevance without extensive manual tuning. Leadership and engineering talent come from Google, Facebook, Evernote, Intercom, and Pinterest, and the team positions the product as bringing consumer-grade search experiences to the enterprise to improve productivity.

Participated · Equity · Mar 2025

Rain delivers a full-stack, compliant payments platform that lets enterprises issue stablecoin cards, offer rewards, convert fiat to stablecoins, power wallets and execute global payouts through a single partner. As a Visa Principal Member, its cards work anywhere Visa is accepted, supporting millions of purchases in more than 150 countries. The network already moves more than $3 billion in annualized transaction volume for over 200 partners such as Western Union, Nuvei and KAST, and the programs built on Rain can reach over 2.5 billion people. During the past year the company’s active card base expanded 30× and its annualized payment volume climbed 38×, signaling fast market adoption. Total funding now exceeds $338 million and the latest round pegs the company’s valuation at $1.95 billion, a 17× increase in ten months. Looking ahead, Rain intends to extend its licensed footprint across North America, South America, Europe, Asia and Africa, deepen its platform through strategic acquisitions, and develop new products that make stablecoin payments seamless for businesses and consumers.