Suggested rewrite: Led a cross-functional initiative that improved [business outcome] by [measurable result], demonstrating experience relevant to this role...
Strategy & Ops Lead, Applied AI
- Salary
- USD 120k–140k / yr
- Department
- Product & Operations
- Employment
- Full Time
- Experience
- Director
- Published
- Apply before
- 9 Dec 2026
- Listing views
- 32
- Application actions
- 0
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About this role.
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, and are growing our team to support millions more people and their communities.
Overview
We are hiring an Applied AI Strategy & Ops Lead to own and evolve our internal tooling ecosystem across Ops. This is a hands-on individual contributor role with real ownership. You’ll work across a range of tools including support platforms, AI-driven systems, and internal automations to improve how our day-to-day operations function.
You’ll sit at the intersection of Operations and Engineering, acting as the technical voice of Ops and partner closely with team leadership to execute against defined priorities, refine existing systems, and introduce new tooling where needed ensuring our stack continues to scale effectively with the business.
What You’ll Do
Build and iterate on workflows, integrations, and automations that improve day-to-day efficiency
Execute against high-priority tooling and automation initiatives across the operational stack.
Partner with engineers and developers to scope requirements, write technical specs, and prioritize tooling work that matters most to Ops.
Improve systems across multiple tools, including support platforms and AI-driven solutions
Translate defined problems into practical, well-scoped technical solutions
Identify gaps or inefficiencies in current tooling and proactively address them
Troubleshoot issues, improve system reliability, and ensure tools perform effectively in production
Contribute to ongoing improvements in how our systems connect and operate together
What We’re Looking For
Technical Fluency – You’re comfortable working with APIs, integrations, and automation tooling. You can build and debug independently and hold your own in technical conversations with engineers.
Execution Discipline – You take defined problems and drive them through to completion. You manage multiple priorities effectively and maintain a high bar for quality and reliability.
Systems Thinking – You understand how tools, workflows, and dependencies connect. You look for ways to improve how systems operate together, not just individual components.
Problem Solving – You can take loosely defined or scoped problems and translate them into practical, well-structured solutions.
Ownership Mindset – You take responsibility for delivering high-quality work and improving the team’s day-to-day operations through better tooling and processes.
Nice to Have
Experience working with support platforms such as Zendesk
Familiarity with AI-driven tools and automation workflows
Background in Ops, Support, or CX environments
Experience working with evolving or fragmented tooling stacks
Hiring Process
Application
Interview with Head of Core Services
Interview with Head of Operations
Final Culture Interview with Executive Leadership
Quick Note on Scammers:
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Role DNA
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Pace & Pressure
4/5Autonomy Level
5/5Communication Load
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Core skills
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Sample interview questions
I would first map the current process, users, handoffs, data sources, failure points, and measurable outcomes. I would prioritize the highest-impact bottleneck, define a lightweight technical specification, validate integration options, and implement the solution with monitoring and a clear rollback path.
I frame the business problem, affected users, desired outcome, constraints, and success metrics before proposing a solution. I document data inputs and outputs, workflow logic, edge cases, dependencies, and priority so engineers can estimate and build with minimal ambiguity.
I would monitor adoption, automation completion rate, escalation rate, error patterns, response quality, latency, and downstream operational impact. I would also establish regular human review for high-risk cases and iterate based on user feedback and performance data.
I assess requests by customer and business impact, urgency, operational effort saved, risk reduction, technical complexity, and dependencies. I make trade-offs transparent, align priorities with leadership objectives, and communicate expected sequencing and rationale to stakeholders.
I would reproduce the issue, inspect logs and payloads, verify authentication and rate limits, compare expected and actual data mappings, and isolate whether the failure is upstream, downstream, or in the automation layer. After fixing the immediate defect, I would add alerts, retries where appropriate, and documentation to reduce recurrence.
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