Clipboard
Operations Associate
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Operations Associate
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 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. We are growing our team to support millions more people and their communities.
The Opportunity: Operations Strategy Associate
About the Role
The Operations Strategy Associate role is a generalist position at Clipboard suited for the "all-around athlete"—someone who thrives across disciplines and seeks exposure to a variety of problems and opportunities.
- You’ll embrace a problem-solving mindset, tackling challenges that span project management, data analysis, process improvement, team leadership, or direct execution.
- Expect high-impact, fast-paced work that directly impacts our customers, product, and business.
- No single day will be the same, as flexibility and adaptability are critical to your success.
What Might You Actually Do?
Our goal is to provide a diverse and impactful early experience. Here are examples of initiatives you could lead or contribute to:
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Customer Conversion Process: Redesign the process for upselling or transitioning workplaces from payment methods like checks to streamlined solutions such as eCheck to accelerate cash conversion.
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Vendor Innovation & Integration: Research and evaluate a new vendor capable of embedding AI-driven agent solutions into our frontline service offerings, enhancing customer efficiency and closure rates.
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Predictive Analytics: Build an internal predictive model to flag potential poor payers, enabling proactive risk management and cash flow protection.
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Quality Assurance & Compliance: Lead a team to develop standards for excellence and improve the quality of products/services for our most critical customers.
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Operations & Execution: Direct a team of agents or immerse yourself in frontline workflows, resolving customer issues and identifying actionable process improvements.
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End-to-End Problem Solving: Interface directly with clients (e.g., accounts payable teams), troubleshoot payment or service-related bottlenecks, and recommend system-wide improvements.
Ideal Candidate Profile
We’re looking for individuals who thrive in a dynamic, problem-first environment. Here’s what success looks like:
Core Traits
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Are insatiably curious, spot patterns quickly, and dive deep to uncover first principles. Optimism and creativity are beyond assumptions—they go straight for the root cause.
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Go to the source. Refuse to delegate "investigation duties" to others. Get hands-on—digitize a workflow yourself, shadow a call center agent, or dig through customer support tickets to see the real story.
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Have tenacity. When the path isn’t clear, reframe the question, cobble together ideas, and go deeper. Waiting for perfect clarity sometimes slows momentum.
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Fail cheaply and iteratively. Shadow, pilot, experiment, and adjust. Big mistakes warrant caution—low-cost, fast missteps teach the most.
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Other desirable characteristics:
- No hard-and-fast industry experience required—curiosity and learning agility matter most.
- Previous experience in financial reconciliation, process optimization, data investigation, or operations is a plus but not mandatory.
- We value process thinking, communication, and consistency more than sharp subject expertise alone.
Potency Pyramid
We’re prioritizing candidates who demonstrate:
- Problem Solving (Tackling ambiguity and solving fiction)
- Communication (Translating complex ideas for diverse audiences)
- Transparent Execution (Testing hypotheses, learning fast, iterating)
Get help with your application
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Why Join Clipboard?
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Flexible, remote-first culture gives you the time and space to work from virtually anywhere (or multiple places).
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Join a fast-paced startup ecosystem where values like curiosity, ownership, and taking initiative are central.
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Fair hiring process rewards problem-solving talent over traditional experience. You’ll be evaluated on real-world abilities, not your résumé details.
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Make a direct, measurable impact on our fast-growing marketplace and communities.
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Access to uncapped growth—this is your — game to build **your expertise, relationships, and" path.
Why Choose Us Over Others?
- No threshold for how diverse we hire. For this initial pool (and on a rolling basis), we aren’t going to close the funnel prematurely until we reach our plan.
- Fast, iterative process ensures that excellence—not tradition—drives hires. Move quickly, contribute early, and grow into more responsibilities over time.
None of these are Requirements
- Linear career trajectory.
- A specialized skills list.
- A perfectionism that impairs progress.
Behind-the-Scenes
We’re prioritizing candidates from underrepresented groups in operations and next-gen staffing technology. After an application, you’ll work through:
A technology- or data-driven case study; a 1:1 with an Operations "Thermo" (Possibly starting with a quick robustness check) for pattern or idea alignment. Then
- Case Interview multiple rounds (including with an LTC Operations leader).
- Chat with the Head of Operations, Head of Administration, and another contributing SVP to get a sense for how the strategy fits into the company tectonic moves.
- Wrap with a 1:1 with one of our Co-CEOs.
Once you apply, check your spam or junk folder periodically—we’ll catch up in the first week.
Fair Warning
Clipboard will never solicit funds or 3rd-party login credentials from candidates–in any phase. Scams targeting teams like us happen. Avoid all suspicious requests. [ exemplary link for reports of scam activity]
Good forward.
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