Executive Director, Chief of Staff

NitelNew York, NY
3d$238,212 - $357,319

About The Position

The Executive Director (Chief of Staff) to the CTO at FreeWheel plays a pivotal role in driving strategic alignment, operational efficiency, and cross-functional execution across the engineering organization. This leader partners closely with the CTO, engineering VPs, and technical recruiting to ensure the successful delivery of organizational goals, including talent acquisition, product development, and innovation initiatives.

Requirements

  • Strategic Thinking: Ability to connect engineering goals to broader business outcomes.
  • Program Management: Experience leading complex, cross-functional initiatives.
  • Technical Fluency: Familiarity with software development cycles and engineering org structures.
  • Executive Communication: Skilled in writing, presenting, and influencing at the senior level.
  • Data-Driven Decision Making: Comfort with analytics tools and performance metrics.
  • Stakeholder Management: Proven ability to build trust and drive alignment across teams.
  • Customer Experience (CX)
  • Business Strategies
  • Software Engineering

Responsibilities

  • Partner with the CTO to define and track quarterly OKRs across engineering teams (e.g., Beeswax, Decision Engine, Ad Optimization, Audience Express).
  • Lead strategic initiatives that support scaling, innovation, and operational excellence.
  • Drive alignment between engineering, product, and business priorities.
  • Own the rhythm of the business: planning, staff meetings, QBRs, and executive reporting.
  • Identify and remove operational bottlenecks across engineering workflows.
  • Support hiring launches by coordinating with technical recruiting and HR.
  • Serve as a liaison between the CTO and internal stakeholders (Product, HR, Finance, Recruiting).
  • Ensure hiring priorities are communicated and executed across divisions.
  • Represent the CTO in meetings and decision-making forums when needed.
  • Monitor hiring metrics, engineering productivity, and team health indicators.
  • Prepare executive-level dashboards and presentations for Comcast leadership.
  • Creates and drives organizational development and strategies.
  • Develops and evaluates software in alignment with the Company's overall vision and business goals to leverage company initiatives.
  • Leads Software Development and Engineering team in the development of new software and web applications and provides continued support for existing applications and applications in development.
  • Oversees implementation initiatives, software updates and the roll-out of new software releases.
  • Communicates and establishes relationships with vendors and other functional areas of the business.
  • Provides leadership and direction to department personnel for management and non-exempt employees.
  • Represents department views and influences decisions on potential software issues.
  • Partners with other corporate functions and relevant business units to ensure that software development needs are monitored and addressed as needed.
  • Consistent exercise of independent judgment and discretion in matters of significance.
  • Regular, consistent and punctual attendance.
  • Must be able to work nights and weekends, variable schedule(s) and overtime as necessary.
  • Other duties and responsibilities as assigned.

Benefits

  • Paid Time off
  • Physical Wellbeing
  • Financial Wellbeing
  • Emotional Wellbeing
  • Life Events + Family Support
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