---
title: 'AI Tooling Program Manager at Clipboard'
canonical: 'https://feeny.ai/job/ai-tooling-program-manager-clipboard-non-u-s-t5t4xp02hnfx'
type: 'job'
last_seen: '2026-09-09'
---

# AI Tooling Program Manager at Clipboard

- **Company:** Clipboard
- **Location:** Non-U.S.
- **Compensation:** $120k–$140k
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-08-14
- **Last confirmed live:** 2026-09-09
- **Apply:** https://jobs.ashbyhq.com/clipboard/3140ff24-cfdc-4f22-a81f-ccac98ef9120

## Job description

## ABOUT CLIPBOARD

Our mission is to uplift as many communities as possible. We do this through our app-based marketplace that connects healthcare professionals with the workplaces that need amazing workers. This enables hundreds of thousands of people to achieve financial stability for themselves and their families while providing essential care to millions of people across the U.S.

Founded in 2016, we are a remote-first team of over 1,000 people building a top Y-Combinator company https://www.ycombinator.com/topcompanies/ and have been profitable since 2022. We’re the leader in Long-Term Care staffing and are rapidly expanding into Home Health, Hospitals, and more, meaning we have more work to do than people to do it, and are growing our team to support millions more people and their communities.

## ABOUT THE ROLE

Our team is hiring an AI Tooling Program Manager to own and scale our internal automation and AI tooling portfolio. This is a senior individual contributor role with program-level ownership; you'll define the roadmap, drive delivery across multiple concurrent initiatives, and partner directly with Operations leadership to hit agent efficiency targets.

This is not a traditional program manager role. Success comes from breaking down ambiguous operational problems, identifying root causes, making high-quality decisions with imperfect information, and delivering measurable business outcomes.

This role offers a path toward people management within 6–12 months, based on performance. Progression along this path will be driven by demonstrating strong delivery velocity, taking end-to-end ownership of the roadmap, and showing the ability to develop and hold junior team members accountable.

## WHAT YOU’LL DO

- Define and own the quarterly roadmap for AI and automation tooling, anchored to clear efficiency outcomes.
- Translate ambiguous operational problems into scalable, systems-level solutions
- Drive end-to-end delivery across discovery, scoping, build, and launch keeping multiple complex initiatives on track
- Set and uphold a high execution bar by diving into the details, identifying issues early, and driving continuous improvement
- Navigate cross-functional dynamics across Ops, Engineering, and Product, proactively identifying friction and resolving it directly

## WHAT WE'RE LOOKING FOR

- Technical Portfolio Thinking - You break down complex business problems and design systems-level solutions from first principles. You think in workflows, dependencies, and tradeoffs not just features.
- Execution Discipline - You have a clear model for excellent project execution from discovery through delivery. You know when to stay high-level and when to go deep, and you catch issues before they become blockers.
- Stakeholder Influence - You communicate directly and effectively across functions. You identify misalignment early and resolve cross-functional challenges without unnecessary escalation.
- Leadership Trajectory - You’re motivated to grow into a people management role. You’ve mentored or supported others and care about raising the bar for the team, not just delivering your own work.

## NICE TO HAVE

- Experience building or scaling internal tooling in high-growth environments
- Familiarity with AI-driven automation and its practical application to operational workflows
- Background in Ops, Support, or CX, with a deep understanding of user needs and pain points

## HIRING PROCESS

1. Application
2. Case Study
3. Interview with our Head of Core Services
4. Interview with our Head of Operations

Quick Note on Scammers:

Clipboard would never ask you for money or your bank details to participate in our hiring process. Report any scammers impersonating the Clipboard hiring team members here https://forms.gle/SyGaxHFbon7Hg9fW6.

## About Clipboard

## Company Overview
- **One-liner**: Clipboard is a remote-first labor marketplace that connects healthcare and dental professionals with workplaces needing to fill shifts.
- **Entity Type**: Private (Series C, backed by Sequoia Capital and Y-Combinator)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2016
- **Founders**: Wei Deng (Founder and Co-CEO)

## Core Business
- **Primary industry**: Healthcare staffing / Labor marketplace / Internet marketplace platforms
- **Target customers**: B2B (healthcare facilities, long-term care homes, hospitals, dental clinics, childcare centers) and B2C (healthcare workers, CNAs, nurses, hygienists)
- **Mission statement**: "Uplift as many communities as possible" by connecting healthcare professionals with workplaces that need workers, helping people achieve financial stability while providing essential care.

## Products & Services
- **Clipboard Marketplace**: An app-based platform where workplaces post open shifts and workers browse and claim them. Covers shift posting, scheduling, worker matching, documentation, and payment. Features include call-off coverage (automatic replacement if a worker cancels), Instant Pay, and worker vetting.
- **Built For** (Industry Verticals): Long-Term Care, Hospitals, Home Health & Hospice, Dental Care, Childcare.

## Market Standing
- **Valuation**: $1.3 Billion (latest reported valuation)
- **Key Metric**: Profitable since 2022 (with heavy reinvestment in growth). Total funding raised: $94.1 million.
- **Notable Investors/Partners**: Sequoia Capital, IVP, Y-Combinator.
- **Growth Signals**:
    - Over 9 million shifts covered across healthcare industries.
    - Serves over 6,500 workplaces and 1 million workers across the U.S.
    - 6,500 communities served.
    - 125,000 workers have earned over $1,000 on the platform.
    - 95% of shifts get staffed when posted a day in advance; 85% are filled by a professional the workplace has worked with before.
    - Rapidly expanding into Home Health, Hospitals, and other verticals beyond their leadership position in Long-Term Care.
    - Headcount of 3,606 employees with 2.7% monthly growth and a 34% monthly increase in job postings.

## Competitive Advantages
- **Market Leadership**: Dominant player in Long-Term Care staffing in the U.S.
- **High Fill Rate & Retention**: 95% fill rate for shifts posted a day in advance and 85% of shifts filled by known workers create a strong network effect and reliability for facilities.
- **Profitable Business Model**: Profitable since 2022, indicating a sustainable unit economy while still reinvesting heavily in growth.
- **Full Vertical Integration**: Handles the entire workflow from posting and scheduling to payment and compliance, reducing administrative burden for facilities.
- **Founder-Market Fit**: Founder Wei Deng got her own CNA certification to deeply understand the customer experience, fostering a culture of extreme customer empathy.

## Strategic Focus
- **Vertical Expansion**: Moving beyond its stronghold in Long-Term Care into adjacent high-need verticals like Hospitals, Home Health & Hospice, Dental Care, and Childcare.
- **Product & Automation**: Investing in automation to reduce friction for both facilities and workers (e.g., automatic call-off coverage, streamlined scheduling).
- **Geographic Growth**: Expanding its network of workers and facilities across more communities in the U.S.
- **Talent Acquisition**: Aggressively hiring across engineering, sales, and operations to fuel growth (63 active job postings).

## Why Work Here
- **Culture**: Described as "remote first, high trust, and written." The team thrives on autonomy, makes decisions in live documents, and moves fast. Values include "Customer-First Mindset," "Extreme Ownership," "Increasingly High Standards," "Humility," and "Think from First Principles."
- **Work Model**: Remote-first with physical offices in Los Angeles, New York City, San Francisco, and Seattle.
- **Impact**: Employees directly contribute to solving critical staffing shortages in healthcare, helping workers achieve financial stability and ensuring patients receive care.
- **Financial Health**: Profitable and growing, backed by top-tier investors (Sequoia, YC), providing job stability.
- **Growth Opportunities**: Rapidly scaling company (3,600+ employees, growing) with a wide range of open roles across the organization.

## Sources
1. [clipboardworks.com](https://www.clipboardworks.com/careers)
2. [clipboardworks.com](https://www.clipboardworks.com/about)
3. [clipboardworks.com](https://www.clipboardworks.com/)
4. [linkedin.com](https://www.linkedin.com/company/clipboard)

## Other roles at Clipboard

- [Customer Support Team Lead](https://feeny.ai/job/customer-support-team-lead-clipboard-non-u-s-68bx69kyprzj) — Non-U.S.
- [Litigation Counsel](https://feeny.ai/job/litigation-counsel-clipboard-united-states-dtc7hzhxab0f) — United States
- [Billing Representative](https://feeny.ai/job/billing-representative-clipboard-philippines-44ynd2drh06z) — Philippines
- [Sales Commission Analyst](https://feeny.ai/job/sales-commission-analyst-clipboard-canada-sjvngmpwvnb9) — Canada
- [Sales Operations Analyst](https://feeny.ai/job/sales-operations-analyst-clipboard-north-53165masfc8t) — North, United States
- [Technical Support Engineer](https://feeny.ai/job/technical-support-engineer-clipboard-non-u-s-htxjnbsep3v8) — Non-U.S.
- [Revenue Strategy & Growth Associate](https://feeny.ai/job/revenue-strategy-growth-associate-clipboard-united-states-8r8cejkfw4gh) — United States
- [Senior Associate, Revenue Strategy & Growth](https://feeny.ai/job/senior-associate-revenue-strategy-growth-clipboard-united-states-snhmcdkpeqbp) — United States
- [Onboarding Expert](https://feeny.ai/job/onboarding-expert-clipboard-central-south-pkaear35hneq) — Central & South, United States
- [Onboarding Expert](https://feeny.ai/job/onboarding-expert-clipboard-canada-united-kingdom-europe-skz5s29a2cmw) — Canada / United Kingdom / Europe