The response to our first AI toolkit has been amazing, but while everyone's talking about AI in go-to-market, some of the biggest transformation is happening in the operational backbone of organizations. Finance teams drowning in contract reviews, HR scaling personalized experiences, operations streamlining complex workflows - these functions are where the challenges are particularly acute (and where we're seeing the most dramatic efficiency gains!). Our portfolio companies aren't just automating these processes, they're building solutions that augment human expertise while maintaining the security and compliance standards enterprise teams demand. As with Volume 1, reach out for an intro and stay tuned for Volume 3 coming in a few weeks.
Finance

AUTOMATED SPEND MANAGEMENT
What They Do
Ramp is a financial operations platform designed to save companies time and money.
Why It Matters
Ramp is reshaping the future of finance with their all-in-one solution that combines payments, corporate cards, vendor management, procurement, travel booking, and automated bookkeeping with built-in intelligence and agents to maximize the impact of every dollar and hour spent. It enables tens of billions in purchases annually for its more than 40,000 customers, which range from family farms to space startups to large enterprises.
What’s New
Ramp has released its first AI agents, which are designed to act like autonomous, tireless reviewers, catching 15x more out-of-policy spend than non-AI alternatives and enforcing policy with 99% accuracy. Agents escalate only the 10–15% of expenses that need further human judgment. The result: higher precision, immediate savings, and dramatically better ROI than human review.

REAL-TIME FINANCIAL PLANNING & ANALYSIS
What They Do
Cube levels up traditional financial planning and analysis by delivering a powerful central data and analytics hub that is a central source of truth for finance.
Why It Matters
Cube empowers finance teams to spend more time delivering value-added insights and less time on manual, repetitive, and error-prone tasks. Built by finance for finance, Cube is changing the game by delivering faster, smarter, simpler FP&A.
What’s New
Cube has unveiled its AI-powered collaboration suite, a major step forward in transforming how finance teams and business partners plan, align, and execute. Designed to close the persistent gap between strategy and action, the suite introduces real-time workflows, interactive reporting, and natural language insights that turn planning into a dynamic, connected process seamlessly integrated with Excel, Google Sheets, Slack, and Microsoft Teams.
Legal

AI-POWERED CONTRACT MANAGEMENT
What They Do
Ironclad is the simple, secure contact lifecycle management platform powering billions of contracts every year.
Why It Matters
Ironclad allows its customers to create and collaborate on contracts, accelerate contracting while maintaining compliance, and turn contracts into critical carriers of operational business intelligence. Ironclad is the only platform flexible enough to handle every type of contract workflow: sales agreements, HR agreements, complex NDAs, and more.
What’s New
Ironclad has entered into a strategic partnership with Harvey, the company building domain-specific AI for legal and professional services. The two companies, who share mutual customers, will begin working together to develop solutions to capitalize on the power that each platform provides to provide a more seamless way to turn legal insights into action through Ironclad’s intelligent, automated contract workflows.

AUGMENTED INTELLIGENCE FOR LEGAL
What They Do
Eudia is a vertically integrated legal platform that combines expert legal services with proprietary AI infrastructure to help corporate legal teams accelerate execution, reduce cost, and build long-term strategic capability.
Why It Matters
Eudia offers AI-augmented solutions across contracting, M&A, risk & compliance, sales agreements, and more - delivered through embedded legal professionals and AI engineers trained on Eudia's platform. Every review, negotiation, diligence cycle, or agent deployment contributes to the Company Brain: a continuously learning knowledge system that captures legal context, institutional decision-making, and repeatable best practices. Unlike traditional legal vendors or generic AI tools, Eudia delivers outcomes that improve over time - turning legal work into a strategic asset.
What’s New
Eudia has launched Eudia Counsel, the first AI-native law firm, built to help companies regain control of their knowledge and create new paradigms for budget, execution, and justice in enterprise legal.

SALES INTELLIGENCE FOR PROFESSIONAL SERVICES
What They Do
Propense is a sales intelligence platform designed for the unique qualities and specific needs of accounting, law, and financial services firms.
Why It Matters
Propense leverages a firm's historical data along with the latest and most relevant news and market data to enable partners to better serve their clients as trusted advisors - and upsell and cross-sell services when and where they are relevant.
What’s New
Propense has officially launched into the legal market through a development partnership with three Am Law 200 firms to create a law firm-specific version of its solution. The company plans to onboard five additional law firm clients in Q4 2025 ahead of a broader release to the Am Law 200 in 2026.

AI FOR PERSONAL INJURY AND MASS TORT DATA
What They Do
Supio’s AI technology automates bulk data collection, extraction, and analysis from unstructured documents for legal teams, with an initial focus on helping personal injury attorneys turn medical docs and case files into demand packages.
Why It Matters
Supio’s initial product extracts, compiles, and analyzes unstructured medical data and other case records to generate comprehensive medical chronologies, demand letters, and other legal documents, and includes an interactive chatbot that enables firms to readily access case insights. Today, the company sells to plaintiffs firms, primarily personal injury firms (including medical malpractice, SSDI, and workers comp), with plans to expand into other areas such as mass torts in the future.
What’s New
Supio recently announced Instant Timelines for delivering AI-powered Medical Chronologies in minutes, not days. They are also hosting Supio Summit 2025, a curated half-day event for forward-thinking personal injury legal professionals on September 18 in New York, to bring together Supio users, industry leaders, and legal experts for exploration of AI transformation in personal injury.
Operations

AGENTIC ENTERPRISE AI
What They Do
Coworker offers the first AI agent that can independently research, plan, and execute complex work.
Why It Matters
Despite millions of dollars flowing into AI development, companies still struggle with a fundamental problem: AI tools lack the deep context needed to understand how organizations actually function. Coworkeri solves this problem with OM1, their revolutionary memory architecture, which uses proprietary, deep-context technology that:
- Tracks 120+ business dimensions like projects, teams, meetings and how they change
- Provides full context across a company's data, culture, and knowledge
- Works across 25+ enterprise tools like Jira, Slack, GitHub, and Salesforce
What’s New
Coworker has launched Deep Work, a new mode that is able to execute complex work autonomously across 40+ enterprise apps thanks to OM1, a memory layer that has deep understanding of teams, projects, priorities and 100+ dimensions across the company. It takes enterprise AI way beyond simple search and chat, and means users can start any project 80% done.
People

EDUCATION AS A BENEFIT
What They Do
Guild partners with employers to offer education and upskilling opportunities as an employee benefit.
Why It Matters
Guild’s platform connects workers with a wide range of learning programs, including high school completion, college degrees, certificates, and professional training from accredited institutions. By aligning employer-funded tuition assistance with workforce development, Guild helps companies attract, retain, and advance talent while enabling employees to pursue career mobility without student debt. The company has gained significant recognition for its role in reshaping the education-to- employment pipeline and empowering frontline workers to grow in their careers.
What’s New
Guild has announced the global expansion of its industry-leading talent solution, allowing employers to design skilling and education programs that account for differences in laws, education costs, reporting requirements, and skilling needs. By the end of October 2025, Guild's offerings will be available in nearly every country in the world. Alongside this, Guild now supports additional language translation to create a more inclusive, accessible member experience. Previously available in Spanish and French, Guild has added support for Simplified Chinese, Tagalog, and Vietnamese.

WOMEN’S VIRTUAL HEALTHCARE
What They Do
Midi is a comprehensive virtual healthcare platform specifically designed for women in midlife.
Why It Matters
Despite affecting half the population, healthcare for women in midlife - particularly around menopause and longevity - has been dramatically understudied and underserved, with most women receiving inadequate care from providers lacking specific expertise. Midi is changing that paradigm by providing insurance-covered telehealth consultations with specialized clinicians and personalized treatment plans including hormone therapy and prescription medications.
What’s New
Midi has expanded the ways it supports women’s health with a new expert service: the AgeWell Visit. The company has dug deep into the growing body of longevity science, the unique ways women age, and the specific health risks women face, to create a personalized, insurance-covered visit that gives its patients access to clear, useful knowledge about longevity. Their goal is to help women feel their best today while taking smart steps to stay healthy and strong in the decades ahead.

MODERN BENEFITS OS
What They Do
Noyo is the leading benefits data platform that redefines how employee benefits are administered.
Why It Matters
Noyo addresses the longstanding challenges of the benefits administration ecosystem with a modern, scalable infrastructure that delivers integration with multiple insurance carriers, near real-time enrollment management, end-to-end visibility, and automated reconciliation. It automates the entire enrollment lifecycle to handle group connectivity, enrollment, renewals, and reconciliation via a centralized, real-time interface. This eliminates slow, manual processes and replaces them with seamless, transparent, and fast data exchange between benefits platforms, HR systems, and insurance carriers.
What’s New
Noyo has launched Benefits Copilot in Workday’s marketplace. Benefits Copilot allows any Workday employer to sign up for Noyo directly to manage benefits enrollment and data exchange with their benefits carriers. With an estimated ~10% of the US population managing benefits on Workday, this expands Noyo's serviceable addressable market meaningfully.

AI FOR HR
What They Do
Textio is an AI‑powered communications platform designed to make workplace feedback and recruiting both inclusive and effective.
Why It Matters
Through real‑time, context‑aware writing assistance, Textio empowers managers to deliver growth‑oriented, bias‑free performance feedback and helps organizations craft inclusive recruitment messaging - integrated either directly on the platform or via existing ATS and performance systems. Its AI, grounded in over a decade of training on real‑world hiring outcomes and performance reviews, supports more than 30 generative models and is informed by over a billion HR documents, enabling predictive guidance rooted in responsible, bias‑aware design.
What’s New
Textio has released a new State of Interview Feedback Report which shows hiring managers make offers to people they like, not who’s best for the job - and these hires typically fail and are expensive to replace. Structured interviews lead to improved quality of hire - when hiring teams assess candidates against clear, job-relevant criteria, they are more likely to make decisions that truly reflect ability rather than unconscious preferences.
Others

FINANCIAL DATA AS A SERVICE
What They Do
Databento gives users instant access to market data APIs, with a pay-as-you-go, self-service model that allows users to buy data in "byte-sized" pieces.
Why It Matters
Databento’s mission is to make it easier for anyone to bring their data applications to life by letting users customize data and only pay for what they use. The platform is built to be the backbone of any app, product, or team that uses market data.
What’s New
Databento has achieved a historic industry first by launching real-time OPRA options data, dramatically democratizing access to institutional-grade market data.

DEGREE PLANNING & MANAGEMENT
What They Do
Stellic is a next-generation degree-management tool to align university students, advisors, administrators, and leaders towards on-time graduation and career success.
Why It Matters
Stellic makes forging the path towards college graduation smarter and simpler. Trusted by MIT, NYU, Duke, Columbia, Cornell, and many more, Stellic has helped over 1 million students (and counting) at over 85 institutions by delivering insights to them and their advisors, administrators, and leadership, enabling over 12 million student decisions.
What’s New
Stellic recently launched a new product line called Explore, which opens up the platform to prospective students. That’s a big shift from serving current students to increasing enrollment on campus, a growing pain in higher ed.