Chief of Staff & Head of PMO

TrustlyNew York, NY
$230,000 - $350,000Hybrid

About The Position

This role is shared across Trustly's Product and Technology organizations, sitting at the center of our most ambitious hiring and transformation initiative. As Trustly scales new hires across P&T in H2 2026 and builds an AI-native organization, this person will be the operational backbone that makes it all work. You'll be a driver of change management across the organization, keeping leadership aligned, decisions moving, and programs on track as priorities evolve and the business scales. As Chief of Staff & Head of PMO, you will be the connective tissue across Trustly's Product and Technology leadership. You'll drive operational excellence, manage the most critical cross-functional programs, and ensure that Trustly's P&T leadership team is well-coordinated and focused on what matters most. This is a high-trust, high-visibility role for an exceptionally organized and commercially sharp operator who can move between strategic planning and execution without missing a beat.

Requirements

  • 10+ years of experience in strategy, operations, program management, or chief of staff roles at a fast-growing technology company; fintech or payments experience a strong plus.
  • Exceptionally organized — you run tight operating rhythms, produce crisp materials, and ensure nothing falls through the cracks in a fast-moving, complex organization.
  • Strong analytical and strategic thinker — comfortable synthesizing complex inputs into clear recommendations and navigating ambiguity without needing a perfect playbook.
  • High EQ and excellent interpersonal skills — you build trust quickly with senior leaders and across teams, and you know how to influence without authority.
  • Fluent in program and project management methodologies and tooling (experience with Jira, Linear, or equivalent); able to build lightweight PMO structures that add value without adding bureaucracy.
  • Comfortable operating at pace in a global organization across time zones; based in New York with ability to travel as needed.

Responsibilities

  • Serve as Chief of Staff to Trustly's P&T leadership — managing the leadership operating cadence, preparing executive materials, driving follow-through on key decisions, and acting as a force multiplier for senior leaders.
  • Own Trustly's P&T PMO — establishing and running the program management frameworks, tooling, and reporting that give leadership clear visibility into the status, risks, and dependencies of major initiatives.
  • Lead cross-functional program management for Trustly's H2 2026 hiring and team-building initiative — coordinating across Recruiting, Finance, and P&T leaders to keep the program on track.
  • Identify and drive resolution of organizational blockers — acting as a trusted intermediary who can surface issues, facilitate decisions, and align stakeholders across teams and time zones.
  • Own P&T planning cycles — headcount planning, OKR tracking, budget coordination, and the quarterly business review process.
  • Partner with the CEO, CTO, and CPO on strategic initiatives, board prep, and special projects as needed.

Benefits

  • Flexible paid time off & generous PTO accrual plans
  • Comprehensive medical, dental, vision, and other insurances
  • FSA & HSA plans for medical and dependent care
  • Home office set-up allowance
  • Internet stipend
  • Retirement plan match for 401k and RRSP
  • Gender-neutral paid parental leave
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