About the role

Role Overview

Director, Chief of Staff & Business Operations at Swooped. Reporting directly to the CEO, you’ll act as a trusted advisor and operational leader—bringing structure to complexity, aligning executive priorities, and ensuring decisions translate into executed action.

Responsibilities

Partner with the CEO
- Serve as a trusted advisor and strategic thought partner
- Drive strategic initiatives from concept through execution
- Support executive communications, board materials, planning sessions, and company-wide priorities
- Keep leadership focused on highest-impact opportunities
Keep the Executive Team Aligned
- Build the operating cadence for the executive leadership team
- Facilitate executive meetings, quarterly business reviews, annual planning, and leadership off-sites
- Ensure decisions become clear action plans with ownership and accountability
- Identify risks, dependencies, and execution gaps early
Build Business Operations
- Develop executive dashboards and KPI frameworks (source of truth)
- Improve visibility into revenue, profitability, customer health, operational performance, and strategic initiatives
- Lead business reviews to enable faster, smarter decision-making
- Translate complex information into practical recommendations
Drive Company-Wide Execution
- Lead cross-functional initiatives across multiple organizations
- Improve communication and collaboration
- Build scalable operating processes that support growth
- Remove friction that slows execution and helps teams focus on high-impact work

Required Qualifications

10+ years of leadership experience in Chief of Staff (continues in posting)
Ability to build operating systems and establish org-wide alignment
Strong proactive follow-through, anticipating problems and creating clarity
Ability to influence without authority; trusted, approachable, and collaborative
Comfortable bridging strategic and tactical work (facilitation, process building, hands-on problem solving)
Direct, accountable leadership style; able to challenge assumptions respectfully
Thrives in ambiguity with autonomy to drive to the next step

Nice-to-Haves

Not explicitly stated

About Swooped

Swooped is a data-driven talent platform focused on helping brands make smarter decisions using data. The role described emphasizes operating cadence, KPI frameworks, and cross-functional execution across product, engineering, data science, and go-to-market functions.