Remote Head of Strategy & AI-Driven Operations

Crossover; Philippines; On-site; PHP 9,999,999,999; Full time

Job summary

Crossover is seeking a Head of Strategy and Operations to design and operate scalable hiring systems in a fully remote, global context. You will own end-to-end processes, collaborate with senior leaders, and leverage AI daily to improve outcomes. This is a long-term, full-time IC role with explicit responsibility and high accountability.

You will work across time zones, overlapping U.S. business hours, and report to the head of ops.

Qualifications

• 5+ years of experience in business operations, people or talent operations, program management, or a similarly system-heavy role
• Direct experience hiring for your own team or function, with accountability for hiring outcomes
• Hands-on experience designing and implementing operational systems end-to-end
• Experience creating org and operating artifacts such as role specs, org charts, ladders, RACIs, workflows, or decision frameworks
• Strong written operator: has produced SOPs, process docs, or post-mortems used by others
• Working knowledge of U.S. hiring practices and regulations, including compliance considerations
• Comfort working directly with senior leaders without formal authority
• Practical, daily use of AI in operational work, with attention to quality and trade-offs
• Availability for at least 6 hours overlapping U.S. business hours on weekdays

Responsibilities

• Design end-to-end systems that turn ambiguous needs into repeatable, high-quality outcomes
• Work with senior stakeholders to clarify constraints and surface trade-offs
• Use AI daily to generate, test, analyze, and refine system components
• Own your work from idea to results, with no handoffs or partial ownership
• Identify patterns, diagnose root causes, and improve the system based on outcomes

Skills

Systems design

Operations management

Stakeholder management

AI-driven experimentation

Independent work

Job description

Crossover is seeking a Head of Strategy and Operations to design and operate scalable hiring systems in a fully remote, global context. You will own end-to-end processes, collaborate with senior leaders, and leverage AI daily to improve outcomes. This is a long-term, full-time IC role with explicit responsibility and high accountability.

You will work across time zones, overlapping U.S. business hours, and report to the head of ops.