Chief of Staff

Swooped; United States; Remote; USD 180,000 - 270,000; Full time

Benefits offered by this job

Bonus and equity

Health, dental, vision, and life保险

401(k) matching

Paid time off

Home office setup support

Job summary

Swooped is seeking a Chief of Staff to design, build, and lead internal operations. Reporting to the CEO, this role partners with the leadership team to translate priorities into effective operational initiatives in a fully remote US-based setting.

The position is senior, hands-on, and involves leading a small internal operations team, driving cross-functional projects, and shaping systems that enable a distributed organization to run efficiently.

Qualifications

• Experience owning complex operations or cross-functional initiatives with limited oversight.
• Track record in evolving, high-demand organizations with progressive operational responsibility.
• Strong judgment, discretion, and integrity when handling confidential matters.
• Self-directed, able to navigate ambiguity and prioritize effectively.
• Executive presence to represent senior leadership and drive discussions.

Responsibilities

• Design and improve internal systems, policies, and processes for a fully remote organization.
• Lead day-to-day internal operational execution and resolve issues independently.
• Represent executive leadership in meetings and advance initiatives within delegated authority.
• Drive cross-functional projects from concept to execution and align stakeholders.
• Participate in executive leadership meetings with operational perspective.
• Lead and develop a small internal operations team.
• Oversee internal programs and gatherings to maintain engagement.
• Coordinate leadership communications and executive updates.
• Identify recurring bottlenecks and establish scalable processes.

Skills

Executive presence

Cross-functional leadership

Discretion and integrity

Written and verbal communication

Project coordination

Job description

The organization is seeking a Chief of Staff to design, build, and lead internal operations. Reporting directly to the Chief Executive Officer, this individual will serve as a key partner to the leadership team, helping translate executive priorities into well-executed operational initiatives.

This is a senior, hands‑on operating role with direct involvement in leadership team meetings and organizational decision‑making. The Chief of Staff will lead a small internal operations team while driving cross‑functional projects, resolving operational friction, and establishing systems that enable the distributed organization to operate efficiently.

This position is a full‑time, 100% remote role based in the United States, with required travel for organizational retreats and gatherings.

Key Responsibilities

• Design and improve internal systems, policies, and operating processes that support a fully remote organization.
• Take ownership of day‑to‑day internal operational execution and resolve operational issues independently.
• Represent executive leadership in meetings, advance key initiatives, and make operational decisions within delegated authority.
• Lead complex cross‑functional initiatives from concept through execution, aligning stakeholders and driving accountability.
• Participate in executive leadership meetings, contributing operational perspective and managing sensitive matters with discretion.
• Lead and develop a small internal operations team supporting administration, people operations coordination, and organizational events.
• Oversee internal programs and gatherings designed to maintain organizational connection and engagement.
• Coordinate leadership communications, including all‑hands presentations and executive updates.
• Identify recurring operational bottlenecks and establish scalable processes to address them.

Qualifications

• Demonstrated experience owning complex operations or cross‑functional initiatives and delivering results with limited oversight.
• Track record of success in an evolving, high‑demand organization with progressive operational responsibility.
• Strong judgment, discretion, and integrity when handling confidential and sensitive matters.
• Self‑directed work style with the ability to navigate ambiguity, anticipate needs, and prioritize effectively.
• Executive presence and confidence to represent senior leadership and facilitate consequential discussions.
• Proven interpersonal and relationship‑building capabilities, with the ability to resolve disagreements and hold colleagues accountable.
• High attention to detail and strong organizational skills.
• Excellent written and verbal communication skills, including the ability to build polished presentations and clear executive briefings.
• Experience managing a small team while maintaining a hands‑on approach to daily execution.
• Work authorization: The organization is unable to sponsor employment visas at this time.

Compensation and Benefits

• Base salary range: $180,000 to $270,000 per year, plus bonus and equity. Actual base compensation may vary based on skills, qualifications, and experience.
• Health, dental, vision, and life insurance.
• 401(k) retirement plan with employer contributions.
• Equity compensation.
• Paid time off.
• Home office setup support.

Additional Information

Employment is contingent upon the successful completion of a background check.

The organization is an equal opportunity employer and considers all qualified applicants without regard to race, color, religion, sex, national origin, age, disability, veteran status, sexual orientation, gender identity, or any other legally protected status. Reasonable accommodations are available for applicants with disabilities upon request during the application and interview process.