
Terrell Marshall is the founder and CEO of Passage (YC S24), a San Francisco startup building an AI co-pilot for customs brokers and trade compliance teams. Before Passage, he worked on AI products used by more than a billion people at Google, including Google Photos, Google Payments, and Hotels Search, and was a software engineer at Workday. He co-founded Passage with Aditya Nadkarni, a college friend with whom he also holds a patent for an AI physical therapy platform. Passage automates the manual data entry and email correspondence that customs teams spend hours on, pulling data from commercial invoices, bills of lading, and packing lists to pre-fill entry filings and validate compliance.
Lab0 is a Y Combinator (P26) startup building AI forward-deployed engineers (AI FDEs) that automate the entire post-sales delivery process for enterprise software - discovery, configuration, integration, testing and go-live. By running these phases inside the systems customers already use, such as ServiceNow, SAP, Salesforce, Workday and Jira, Lab0 aims to compress deployments that normally take six months into about ten days, turning consulting-heavy rollouts into a self-serve product.
Eight companies - ADP, Paradox, Deel, HiBob, Workday, RemoFirst, UKG and Rippling - are competing to own the software layer that hires, pays, manages and offboards nearly everyone who works for a living. This is the story of the seventy-five-year-old incumbent, the enterprise giant born of a grudge, the fast-growing global-payroll rivals now locked in a corporate espionage lawsuit, and the newcomers trying to make hiring anyone, anywhere, feel like ordering takeout.
Workday is a Pleasanton, California cloud software company that runs the core people and money systems for large organizations. Founded in 2005 by PeopleSoft veterans Dave Duffield and Aneel Bhusri after Oracle's hostile takeover of PeopleSoft, Workday built a single-code-base, subscription-delivered platform for human capital management, financial management, planning, and analytics. It has grown into one of the largest enterprise SaaS vendors, serving thousands of organizations - including a large share of the Fortune 500 - and is now pushing agentic AI deep into HR and finance workflows.
Jade Global is a San Jose-based IT services and digital transformation firm founded in 2003 that helps mid-size to large enterprises implement, integrate, and manage business platforms from Oracle, Salesforce, ServiceNow, SAP, NetSuite, Workday, Boomi and more. With roughly 2,000+ consultants, a global delivery center in Pune, India, and 400+ customers across high tech, life sciences, healthcare, manufacturing and financial services, the company pairs enterprise application expertise with cloud, data/analytics and AI - including its Kanverse.ai document-automation subsidiary.
Pankaj Goel is the co-founder and CEO of Opkey, a no-code, AI-driven test automation platform used by more than 250 enterprises to keep cloud ERP systems - Oracle, Workday, SAP, Salesforce, Coupa - from breaking on every quarterly update. He founded Opkey in 2016 after spending a decade running Crestech Software Systems, and before that worked on the automation teams behind Adobe InDesign and Illustrator. In August 2024 Opkey raised a $47M Series B led by PeakSpan Capital.
Cascade AI is a Bellevue/Seattle-based startup building an agentic AI platform for HR and IT operations. Its AI teammates sit across systems of record like Workday, ADP, UKG and ServiceNow to answer employee questions and resolve requests across benefits, leave, compensation, policy and IT - executing workflows in real time rather than just surfacing information. Founded in 2022 by former Microsoft engineers Ana-Maria Constantin and Pulak Goyal, the company raised a $3.75M seed round led by Gradient, Google's AI-focused venture fund, and says customers see roughly a 50% drop in HR ticket volume after deployment.
Skillcentrix is a Boston-based consultancy and Workday services partner focused exclusively on helping Workday customers build skills-centric talent strategies. Founded in 2022, it advises, deploys, innovates and manages HR technology across the talent lifecycle - planning, acquisition, development, mobilization and retention - for enterprises modernizing their workforce.
Charlie Stigler is the co-founder and CEO of Tenor, a San Francisco startup building voice-AI role-play simulations that let managers rehearse hard conversations and get instant feedback. He first made his mark at 16 by writing SelfControl, one of the earliest open-source distraction blockers for the Mac, downloaded by millions. He dropped out of Columbia to become a 2012 Thiel Fellow, founded the video-learning company Zaption (acquired by Workday in 2016), led engineering teams at Workday, and landed on Forbes' 30 Under 30 in 2016. Off the clock he is a steel sculptor with the Flaming Lotus Girls, a competitive punner, and a songwriter.

Alex Bradford is the co-founder and CEO of Rain, a Santa Monica fintech that lets hourly and frontline workers tap wages they have already earned before payday instead of turning to payday loans or overdrafts. A former McKinsey, Goldman Sachs and SAC Capital analyst with a Stanford degree and a Harvard MBA, Bradford launched Rain in 2019 after spotting that payroll and timekeeping systems had finally opened their APIs. The company plugs into employers' payroll and HCM systems (including a native Workday integration), has connected millions of workers and distributed more than $2 billion in earned wages, and has raised capital from investors including QED, Invus and Prosus. Bradford's pitch is personal: he grew up with a single mother in the 1980s and built Rain to kill predatory lending and give workers control over their own money.
Pipedream is a developer-first integration and automation platform that lets engineers connect more than 3,000 APIs and 10,000+ pre-built actions to build workflows, products, and AI agents without managing infrastructure. Founded in 2019 in San Francisco, it grew to more than one million users on the strength of a serverless model that mixes drag-and-drop triggers with full Node.js, Python, Go, and Bash code. In 2025 it became the connective tissue for AI agents through its Model Context Protocol (MCP) servers, and in late 2025 it agreed to be acquired by Workday.
Rain is a Santa Monica fintech that lets employees tap the wages they've already earned before payday. It plugs directly into employer payroll and time-and-attendance systems to calculate real-time earnings, then pairs instant access with budgeting tools, free tax filing, financial coaching, an AI financial assistant and a debit card. Since 2019 it has reached over 3.5 million workers and moved more than $2 billion in wages, positioning earned wage access as an employer benefit that cuts turnover and financial stress.
WalkWater Technologies is a San Jose-based IT services and consulting firm founded in 2010. It began as an ERP and CRM system integrator specializing in Oracle, SAP, Workday, and Salesforce, and has grown into a cloud-first practice spanning cloud migration, AI/ML, data analytics, ServiceNow, and Oracle Cloud IoT. An Oracle Gold Partner and Google Cloud partner, WalkWater helps enterprises 'make the cloud yours' by ingesting, curating, visualizing, and monetizing data as a strategic asset.
Tod Sacerdoti is a two-time founder and prolific seed investor. He built BrightRoll into a video ad-tech powerhouse that Yahoo bought for $640 million in 2014, then reassembled the band to start Pipedream, a developer integration platform that Workday acquired in early 2026. As a general partner at Flex Capital he has backed 400-plus companies at the seed stage, including Chime, Vercel, Replit and Mercury.
Atom is a San Francisco-based enterprise transformation company that helps mid-size and Fortune 500 organizations move to the cloud and modernize on platforms like Oracle, Salesforce, Workday, SAP and ServiceNow. Founded in 2020 by Zain Aziz, it pitches an asset-based 'Living Services' model with packaged accelerators (Atom CORE) that compress traditional multi-year transformations into 3-6 month rollouts.

Zain Aziz is the Founder and CEO of Atom, a San Francisco-based enterprise cloud and digital transformation company. A former Marine and Harvard alumnus, he built Atom in 2020 to tackle the gap between how people live and how enterprises work - delivering cloud transformations across HR, Finance, Sales, and Supply Chain in 26 weeks or less. Atom has raised $15.8M in total funding, including a $6.8M Series A in October 2022, and serves clients ranging from startups to Fortune 500 companies across 6 continents with ~220 employees.
Joshua Barrow is a serial entrepreneur and CEO of Skillcentrix, the only consultancy 100% focused on Workday customers' entire talent lifecycle. With a Harvard CS background and 25+ years building and selling tech companies - from Breakaway Solutions' 1999 IPO to selling Third Sky to VMware in 2014 - he now sits at the intersection of HR strategy and enterprise software, helping healthcare organizations make skills data safety-critical rather than just strategic.
Adeyemi 'Ade' Ajao is a Nigerian-Spanish serial entrepreneur turned venture capitalist who co-founded Base10 Partners, the first Black-led VC firm to surpass $1 billion in AUM. Before building Base10, he sold Tuenti (Spain's dominant social network) to Telefónica for ~$100M and co-founded Identified, acquired by Workday. In 2023, he became the first Black investor ever named to the Forbes Midas List, and his fund's portfolio includes Nubank, Figma, Instacart, and Rappi. His contrarian bet on automating the 'Real Economy' — logistics, food, healthcare, retail — has generated over $3 billion in portfolio returns.

Carl Eschenbach is a technology executive and investor who scaled VMware from $30M to $7B as President and COO, led transformative growth investments at Sequoia Capital including Zoom and Snowflake, and served as CEO of Workday. A former Division I wrestler inducted into the National Wrestling Hall of Fame, he brings a competitive blue-collar work ethic to Silicon Valley's boardrooms, serving on the boards of Palo Alto Networks, Aurora, Snowflake, UiPath, and Zoom while counseling executives on his "4 C's" leadership framework.