Head of Talent Operations

Overview of the Head of Talent Operations Role at Crossover

Hiring is a complex challenge, and Crossover is seeking a Head of Talent Operations who can design and execute robust systems to overcome its inherent flaws. This pivotal role, though residing within People and Talent Operations, is fundamentally a systems design and operations function, with hiring as its central focus. You don't need to be a hiring subject matter expert, but you must be an expert in building scalable, reliable, and high-performing systems that deliver measurable outcomes.

The Core Challenge

Your primary objective will be to design and manage a system that consistently attracts, assesses, and places the right talent within Crossover, on schedule, meeting stringent quality standards. This system must ensure new hires not only thrive but also remain with the organization. This responsibility extends to handling straightforward requests as well as ambiguous, high-stakes, and non-standard scenarios, demanding continuous ownership, sound judgment, and disciplined problem-solving that strengthens the system rather than adding complexity.

Stakeholder Collaboration

Effective stakeholder management is crucial. You will engage with senior leaders who possess strong viewpoints and often conflicting priorities, working with imperfect information. Your success will hinge on building trust, identifying common ground, and transparently articulating trade-offs, all while maintaining quality and ensuring stakeholders feel heard and supported, despite lacking formal authority.

AI-First Environment

Crossover operates as an AI-first workplace. You will routinely leverage AI tools for drafting, concept validation, results assessment, edge case analysis, and trend identification. This role requires a hands-on approach: you will prototype, experiment, troubleshoot, document, and refine personally, collaborating with others only when scaling or hardening the system is required.

What You Will Be Doing

• Designing and refining end-to-end systems that convert ambiguous requirements into consistent, high-quality results.
• Collaborating directly with senior stakeholders to define true constraints, expose trade-offs, and establish shared definitions of success.
• Leveraging AI tools every day to create, test, evaluate, and iterate on system elements, ensuring human oversight and quality assurance.
• Taking full ownership of your work from initial concept through delivery, measurement, and refinement – no handoffs, no partial accountability.
• Recognizing patterns, diagnosing underlying causes, and enhancing the system based on performance data and practical feedback.

What You Won’t Be Doing

• Diagnosing issues and delegating execution to others.
• Improving isolated system components while disregarding downstream consequences.
• Depending on formal authority, organizational structure, or escalation pathways to advance work.
• Relying solely on specialists rather than engaging directly yourself.
• Steering clear of complex problems, challenging stakeholders, or personal accountability.

Key Responsibilities for Head of Talent Operations

Design, own, and iteratively improve the systems that consistently deliver high-quality hires on schedule and into roles where they perform well and remain.

Basic Requirements

• 5+ years of experience in business operations, people or talent operations, program management, or a comparable system-focused role.
• Direct experience hiring for your own team or function, bearing accountability for hiring results (e.g., time-to-fill, quality, retention).
• Hands-on experience designing and deploying operational systems from start to finish, not solely maintaining existing ones.
• Experience producing organizational and operational artifacts such as role specifications, org charts, career ladders, RACIs, workflows, or decision frameworks.
• Strong written communication skills: has created SOPs, process documentation, or post-mortems used by others.
• Working knowledge of U.S. hiring practices and regulations, including compliance requirements.
• Comfort engaging directly with senior leaders in the absence of formal authority.
• Practical, daily application of AI in operational contexts, with attention to quality and trade-offs.
• Availability for a minimum of four hours overlapping U.S. business hours on weekdays.

Nice-to-have Requirements

• Experience iterating on a system across multiple cycles informed by performance and retention metrics.
• Familiarity with low-code platforms, automation tools, or agentic workflows.
• Experience developing dashboards or visualizations intended for executive audiences.
• Background in high-growth, high-accountability, or private-equity-backed organizations.

About Crossover

Crossover is a pioneer in remote work since 2014, specializing in full-time, long-term remote jobs. Their platform focuses on fair hiring through objective skill assessments, enabling people to work from anywhere with standardized and competitive compensation.

Working with Crossover

This is a full-time (40 hours per week), long-term remote position available immediately, requiring an independent contractor agreement. Compensation is $100 USD/hour, equating to $200,000 USD/year, paid weekly. More details are available on Crossover's help and FAQs.

Key skills/competency

• Talent Operations
• Systems Design
• Process Improvement
• Stakeholder Management
• AI Tools Integration
• Operational Excellence
• Program Management
• Recruitment Strategy
• Data Analysis
• SOP Development