Head of Pilot Operations at Ultra | NY, US | Rezi

Head of Pilot Operations at Ultra

Head of Pilot Operations

Ultra · NY, US

3 weeks ago

Head of Pilot Operations

Ultra · NY, US

21 days ago
Resume preview

Impress employers and recruiters.
Choose from hundreds of resume examples.

Target Resume Now
Resume preview

Tailor your resume to this Head of Pilot Operations role.

Rezi rewrites your resume against Ultra's job description. Free.

Resume score gauge reading 58 out of 100

Don't guess if your resume is good enough.

See how it scores against the Head of Pilot Operations posting at Ultra — free, in seconds.

About the Role

Teleoperation pilots are foundational to our business, delivering immediate value, generating training data, and monitoring AI policies. This senior role offers significant ownership and autonomy to shape the hiring, training, and quality assurance of a rapidly growing operation with a multi-million dollar budget. Success requires technical fluency, operational rigor, and people leadership, ideally with experience scaling a function from the ground up in data labeling, self-driving, or robotics.

Responsibilities

  • Scale the pilot training program, certification bar, and grading/scoring system.
  • Forecast pilot demand against robot deployment and manage the hiring/staffing pipeline.
  • Build the process for pilot readiness for new customer deployments, including training and certification.
  • Manage external pilot contractor relationships, including SLAs and quality reviews, and onboard new vendors.
  • Design and execute the plan to grow the in-house pilot operations team alongside vendors.
  • Partner with R&D on AI policy rollouts and manage AI policy implementation for customers without sacrificing quality.

Requirements

  • 5+ years of experience scaling high-volume, quality-measured operations teams of hundreds of people (robotics fleet ops, data labeling ops, or similar).
  • Experience managing outsourced vendors and building in-house teams in the US and nearshore/offshore locations.
  • Proven ability to build systems and perform tasks directly before delegating.
  • Detailed understanding of the importance of data quality for AI teams.
  • Comfortable with frequent travel to be onsite with vendors, especially during critical scale-up periods.

Skills

  • Technical fluency
  • Operational rigor
  • People leadership
  • Vendor management
  • Systems building
  • Data quality assessment
  • AI policy implementation

Experience Level

  • Senior