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, and are growing our team to support millions more people and their communities.
The Operations Strategy Associate role is a generalist role at Clipboard suited for the “all-around athlete” type who wants exposure to a range of problems and opportunities.
You’re likely someone who’s interested in and capable of solving different problem types, you’re resourceful, adaptable, and confident you can figure it out if you can sink your teeth in deep enough. These are the ingredients for a problem-solver who is eager to flex into multiple different types of roles and responsibilities depending on what’s needed and most impactful.
While we know that you'll likely start working within one of our Operations teams, we don’t know exactly what work or projects you’ll drive out of the gate, so you’ll notice the work we’re advertising isn’t entirely specific. Some candidates may begin in more execution-focused roles within Operations, depending on their strengths, while others may take on project or team leadership earlier on.
But we’ll make a few promises about the role: it will be high-impact, fast-paced work that directly affects our customers, product, and business.
Analyze operational data to spot trends and bottlenecks, and build dashboards, reports, and models that guide business decisions.
Research, evaluate, and implement new technologies, including AI, automations, and internal tools, to make operations more effective.
Design processes, workflows, and operating procedures that improve efficiency, quality, and customer experience
Lead cross-functional projects and strategic initiatives from planning through execution, partnering with Operations, Product, Engineering, Customer Success, and other teams.
Here are a few projects you might own:
Redesign how we reach out to workplaces about switching payment methods, such as moving check-paying customers to eCheck, to speed up cash collection.
Research, vet, and onboard a vendor that brings AI agents into our customer-facing operations.
Build a predictive model that flags high-risk payers early and accurately, so we can act before payments go overdue.
Take over a team of agents within one of our Operations teams and improve its performance, quality, and workflows.
2+ years of work or internship experience, including but not limited to cross-functional roles such as Strategy/Business/Product Operations, Program Management, Consultancy or Business Analytics.
Experience solving operational problems by improving processes, designing workflows, or building scalable systems, while juggling multiple priorities in ambiguous, fast-moving environments.
Strong data analysis skills with hands-on experience in SQL, Python, or similar tools.
Clear written and verbal communication, with the ability to explain complex problems simply and align stakeholders across teams.
A deep curiosity that drives you to reason from first principles and dig until you find the root cause.
The habit of rolling up your sleeves and going to the source. You don't just take someone's word for it; you find out for yourself by testing the feature, listening to the agent call, calling the customer, or running the workflow.
We are hiring multiple people and will continue hiring indefinitely for this role. We won’t close the funnel prematurely based on other candidates, but may periodically pause applications due to volume. We will hire everyone who meets our threshold of excellence and hope you meet our criteria.
We are remote-first, giving you the flexibility to work with us from many places.
Fast-paced startup environment. Join a company that values curiosity, independence, and growth.
A hiring process that rewards skills, not just experience. Every applicant gets a fair shot, our selection is based on real-world problem-solving ability, not just credentials.
Opportunity to make a significant impact with our customers on both sides of the marketplace.
Application
Case Study
Case Interview(s) with our Operations Leaders
Interview with our Head of Operations
Interview with one of our Co-CEOs
*After submitting your application, please check your spam folder periodically over the next few days for updates.
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.
Skills Required
- 2+ years of work or internship experience, including cross-functional experience in Strategy, Business or Product Operations, Program Management, Consultancy, or Business Analytics.
- Experience solving operational problems through process improvement, workflow design, or scalable systems in ambiguous, fast-moving environments.
- Strong data analysis skills with hands-on experience in SQL, Python, or similar tools.
- Clear written and verbal communication skills, including the ability to explain complex problems simply and align stakeholders across teams.
- Curiosity and ability to reason from first principles and identify root causes.
- Willingness to investigate problems directly through testing features, listening to agent calls, contacting customers, or running workflows.
Clipboard Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Clipboard and has not been reviewed or approved by Clipboard.
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Leave & Time Off Breadth — Corporate materials emphasize remote-first work with unlimited PTO, flexible hours, and family leave options. Feedback suggests time-off flexibility is a notable positive for corporate roles.
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Healthcare Strength — Corporate roles are advertised with medical, dental, and vision insurance. Benefits pages and company materials indicate multiple health-plan options for W‑2 staff.
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Strong & Reliable Incentives — Instant or same-day payouts after shifts are prominently marketed and often work smoothly, aiding cash flow. Higher-paying urgent or surge shifts and in-app rate negotiation can lift earnings in some markets.
Clipboard Insights
What We Do
We exist to lift as many people up the socioeconomic ladder as possible. We dramatically improve lives by letting professionals turn extra time and ambition into career growth and financial opportunity. We achieve this with our app-based marketplace that connects workplaces and professionals, allowing professionals to book on-demand shifts and workplaces to access on-demand talent.
Why Work With Us
Clipboard is a fast-growing Series C marketplace. We are a leader in our Long Term Care vertical and are expanding into several others (Dental Offices, Schools, etc). We are a YC Top Company with a global, remote team of 700+ people. We have been profitable since 2022, and fill millions of shifts annually at partner workplaces across the US.







