VP of Strategy and Operations (Remote) - $200,000/year USD

Crossover

fulltime

Business Development, Management, and Strategy/Planning

5+ years

About the role

Talent acquisition is fundamentally broken. This is widely recognized. Solutions remain scarce.

This role exists for someone who can deliver one.

While this position is housed within People and Talent Operations, it functions primarily as a systems design and operational execution role where hiring is the domain of focus. You are not required to be a hiring domain expert. You are required to excel at architecting systems that produce measurable outcomes — systems that scale reliably, operate consistently, and remain effective under real-world constraints.

The challenge is straightforward to articulate and demanding to solve: architect and run a system that reliably attracts the right talent into the organization, within expected timelines, meeting rigorous quality standards, and placing them in positions where they thrive and remain. This system must perform not only for straightforward, well-scoped requests, but also for complex, high-stakes, non-standard scenarios. This role demands sustained ownership, sound judgment, and the rigor to resolve problems in ways that reinforce system integrity rather than introduce complication.

Stakeholder engagement is essential. You will interface with senior leadership who bring firm perspectives, conflicting demands, and incomplete information. You will operate without direct authority. Your success depends on establishing credibility, identifying alignment, and making trade-offs visible — upholding standards while ensuring stakeholders feel acknowledged and enabled.

This is an AI-native operating environment. You will engage with AI tools daily, leveraging them to draft content, prototype concepts, evaluate results, examine outliers, and identify trends. You will not delegate ideas to technical teams and wait for delivery. You will prototype, validate, troubleshoot, document, and refine directly, collaborating with others when scaling or hardening becomes necessary.

We also believe in clarity, because we value your time. This role will not suit everyone.

If the following describe you, this is probably not a fit:

You prefer identifying issues over owning complete solutions
You require formal authority, organizational hierarchy, or designated ownership to execute
You delegate to engineers rather than building hands-on yourself
You interpret feedback or challenge as personal criticism instead of actionable input
You optimize components in isolation without considering system-level impact
You are drawn to the concept of fixing broken systems more than the work itself

This is a global, fully remote role offering significant autonomy alongside substantial accountability. You must maintain availability for a minimum of four hours overlapping U.S. business hours each weekday. Beyond that, you control your schedule.

Finally, in the interest of transparency: our selection process demands substantive effort. Most applicants dedicate considerable time because the role itself demands it.

If this description energized rather than deterred you, we would welcome your application.

What You Will Be Doing

Architecting and refining end-to-end systems that transform unclear requirements into consistent, high-caliber results
Engaging directly with senior stakeholders to define true constraints, expose trade-offs, and establish shared definitions of success
Applying AI tools daily to create, validate, assess, and iterate on system elements, then exercising human judgment and quality oversight
Maintaining full ownership of your initiatives from conception through delivery, measurement, and ongoing refinement — no handoffs, no shared accountability
Detecting patterns, diagnosing underlying causes, and strengthening the system using outcome data and operational feedback

What You Won’t Be Doing

Identifying problems and transferring execution responsibility to others
Improving isolated system elements without accounting for cascading consequences
Depending on formal authority, organizational structure, or escalation pathways to advance work
Relying exclusively on specialists rather than engaging directly in execution
Sidestepping complex challenges, demanding stakeholders, or outcome ownership

VP Of Strategy And Operations Key Responsibilities Architect, own, and iteratively strengthen the systems that consistently deliver high-quality talent on schedule and into positions where they perform and remain.

Basic Requirements

5+ years in business operations, people or talent operations, program management, or comparable system-intensive roles
Demonstrated experience hiring for your own team or function, with measurable accountability for hiring performance (e.g., time-to-fill, candidate quality, retention outcomes)
Proven hands-on experience designing and deploying operational systems from end to end, not solely maintaining existing ones
Track record creating organizational and operational artifacts including role specifications, organizational charts, career ladders, RACIs, workflows, or decision-making frameworks
Strong written communicator: has authored SOPs, process documentation, or post-mortem analyses utilized by others
Functional knowledge of U.S. hiring practices and regulatory requirements, including compliance dimensions
Confidence engaging directly with senior leadership in the absence of formal authority
Practical, routine application of AI in operational contexts, with awareness of quality implications and trade-offs
Ability to maintain at least four hours of availability overlapping U.S. business hours each weekday

Nice-to-have Requirements

Experience iterating a system across multiple cycles informed by performance and retention analytics
Proficiency with low-code platforms, automation tools, or agentic workflow systems
Experience designing dashboards or data visualizations tailored for executive stakeholders
Background in high-growth, high-accountability, or private-equity-owned organizational contexts

About Crossover Crossover has been a pioneer of the remote work model since our inception in 2014 - helping thousands of people advance their careers. We specialize in full-time, long-term remote jobs - not short-term "gigs" or part-time freelancing side ventures. Our platform provides businesses with the fairest hiring on earth by basing 90% of the decisions on objective assessments of a candidate's skills and abilities to perform Real Work. Since we are 100% remote, people can work from anywhere and earn standardized and competitive compensation, regardless of where they choose to live.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with Crossover This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help\-and\-faqs for more details on this topic.

Crossover Job Code: LJ-5712-US-COUNTRY-VPofStrategyan.001

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