Participated · Seed · Mar 2026

Sycamore is building an agentic orchestration layer intended to handle end-to-end enterprise workflows, from coding to back-end infrastructure and data integrations. The company’s approach is to design solutions starting from the problem and assemble agents, back-end systems, front ends, or integrations as needed rather than layering agents onto existing workflows. Sri Viswanath, the founder and CEO, brings decades of enterprise platform and cloud transformation experience from roles at Sun Microsystems, VMware, Groupon, and Atlassian. Sycamore has reported early traction with unnamed large enterprise customers. Financially, the company recently closed a $65 million seed round led by Coatue and Lightspeed with broad institutional and angel participation. It is entering a competitive market that includes both startups and large model makers and cloud providers offering agent platforms.

Participated · Series A · Mar 2026

Harper Insure combines proprietary artificial-intelligence models with traditional brokerage expertise to modernize the way U.S. businesses buy commercial insurance. Its platform automates tasks such as reading applications, routing submissions, and following up with underwriters, enabling clients to obtain coverage in 24–48 hours instead of weeks. In just 13 months, the San Francisco-based firm has served more than 5,000 businesses across industries like manufacturing, healthcare, hospitality, transportation, and construction. The brokerage maintains relationships with over 165 insurance carriers and underwriters, allowing it to place a broad spectrum of commercial policies. Rather than licensing its software, Harper owns the customer relationship end-to-end, embedding AI directly into its workflow to improve efficiency and transparency. Newly raised capital will fund expansion of engineering, account management, and operations teams, deepen carrier partnerships, and enhance the underlying AI systems. The company’s vision is to provide every business—regardless of size—with the speed and sophistication in insurance placement typically reserved for large enterprises.

Participated · Series A · Jan 2026

Corgi is an AI-native, full-stack insurance carrier founded by Emily Yuan and Nico Laqua and headquartered in San Francisco. As a licensed carrier, it designs and manages insurance end-to-end and uses AI to power underwriting, policy management, and claims operations. The company launched its platform after receiving regulatory approval in July 2025 and initially focused on property-management insurance for startups. Corgi plans to expand its product suite into new verticals including trucking, payroll, and small-business insurance while broadening coverage and distribution. Financially, Corgi has raised over $268 million to date, including a $160 million Series B at a $1.3 billion valuation. The company is investing the new capital in AI systems, faster quoting, adaptive risk models, and operational scaling to support its growth plans.

Participated · Series C · Sep 2025

Founded in 2019 by Harry Qi, Omid Rooholfada, Ethan Yu, and later joined by Chander Ramesh, Motion began as an AI-powered calendaring and task-management app and has evolved into a full bundle of interoperable AI agents for SMBs. The platform offers an executive assistant for scheduling, note-taking, and email replies; a sales representative agent; a customer support agent; and a marketing assistant that writes blogs and social posts. These agents connect with hundreds of common workplace tools such as Slack, Google Apps, Microsoft Teams, and Salesforce. Motion charges on a usage-based model, with plans ranging from $29 per month for a single seat and 1,000 credits to $600 per month for 25 seats and 250,000 credits, with custom tiers above that. Since launching the agent bundle in May, Motion has amassed more than 10,000 B2B customers and reached $10 million in annual recurring revenue within four months. The company positions itself as building the “Microsoft Office” of AI agents, offering an integrated alternative to disparate point solutions. To date, Motion has raised $75 million from investors including Y Combinator, HOF Capital, 468 Capital, SignalFire, Valor Equity Partners, Fellows Fund, Leonis Capital, and Apollo Projects.

Participated · Series A · Apr 2025

Artisan builds AI sales agents (AI SDRs), with a flagship product called Ava that automates outbound email outreach. The company worked closely with model provider Anthropic to tighten prompts and reduce hallucinations, and says Ava now hallucinates roughly one in 10,000 emails. Artisan reports about 250 customers and $5 million in annual recurring revenue, employs 35 people, and is hiring roughly 22 more; it recently hired CTO Ming Li. The team acknowledges early product issues and customer churn but says it has largely improved quality and targeting. Artisan is developing two new agent products—Aaron for inbound messages and Aria as a meeting manager—scheduled to launch by the end of 2025. It is also piloting a success-based pricing option with Paid.ai and has shifted to heavier customer qualification to avoid poor-fit accounts. Artisan is an AI company that builds autonomous AI "employees" and a collaborative software ecosystem for streamlining outbound sales and related functions. Its core product is the Artisan Sales platform and the AI Sales Agent Ava, launched in February 2023 to automate up to 80% of a BDR’s responsibilities and consolidate multiple outbound tools into one. The company launched platform V2 in April with Level 2 autonomy—allowing agents to craft and send emails without human oversight—and says it is developing Level 3 and ultimately Level 5 autonomy. Artisan plans to add additional agents (Liam for marketing and James for customer success) and is focused on onboarding mid-market and enterprise clients. The startup has attracted hundreds of companies to its platform, grew its team from three to 13 employees since Y Combinator acceptance, and is preparing for a Series A. Financially, Artisan raised $7.3M in May 2024 and has now secured an $11.5M seed round to fund product development and go-to-market expansion. Artisan AI builds autonomous AI employees and a unified platform intended to replace an enterprise’s SaaS stack, enabling humans and AI to collaborate without context switching. The company is led by CEO Jaspar Carmichael-Jack, CTO Dr. Rupert Dodkins, and CPO Samantha Stallings. In April the company launched V2 of its platform, introducing Level 2 autonomy for its Ava agents (an advancement from Level 1 released in February 2023), enabling agents to craft and send emails autonomously. Since joining Y Combinator Artisan has grown from 3 to 13 employees and has onboarded over 100 companies. The company raised a $7.3M Seed round and intends to use proceeds to expand operations and development efforts. No revenue figures or other financial metrics were disclosed in the article. Artisan AI is developing human-like digital workers, called Artisans, that automate end-to-end job workflows and join teams as additions rather than tools requiring constant human management. The company’s first Artisan, Ava, is a sales representative launching on December 4th and currently automates the full outbound sales cycle; she will soon be able to automate the entire sales cycle and act as a co-pilot to humans. Artisan plans to release five more Artisans next year. The startup was founded in 2023 by Jaspar Carmichael-Jack and Dr. Rupert Dodkins and is based in San Francisco, CA. It currently employs three full-time software engineers and plans to expand to a 30-person team within six months. The company will participate in Y Combinator’s Winter 2024 batch and is using its pre-seed funding to hire engineering and product talent.