Chief of Staff

Middesk

. Own strategic cross-functional initiatives from ambiguous problems to measurable outcomes .

Posted 11/5/2026full-timeNew York City • New York • United StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in managing cross-functional initiatives and strategic planning, with a strong focus on measurable outcomes and stakeholder collaboration. Proven ability to operate independently, communicate effectively, and maintain organization across multiple projects.

Highest-signal resume keywords

Cross-Functional Initiative ManagementStrategic PlanningClear Written And Verbal CommunicationOrganizational SkillsJudgment And Discretion

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Soft Skills

Attention To DetailLow-Ego ApproachHigh-Ownership Mindset

Industry Keywords

Management ConsultingBusiness OperationsStrategyChief Of StaffStakeholder Engagement

About the role

Key responsibilities & impact

Own strategic cross-functional initiatives from ambiguous problems to measurable outcomes
Address high-priority company problems and opportunities
Connect functions, identify opportunities and risks, and bring stakeholders together
Partner with leadership on quarterly planning, priorities, ownership, metrics, and accountability
Run the company operating cadence, including leadership meetings, reviews, and performance tracking
Prepare the quarterly board memo
Track decisions and commitments, flag risks, and ensure execution
Build lightweight processes and systems as Middesk scales
Serve as a trusted thought partner to the CEO
Represent the CEO in meetings and cross-functional discussions
Manage the CEO’s calendar, weekly preparation, travel, and meeting follow-ups

Requirements

What you’ll need

4+ years of experience in management consulting, business operations, strategy, or a chief of staff role supporting senior executives
Track record of owning cross-functional initiatives from ambiguous problem to measurable result, ideally in a fast-growing company
Ability to operate without a playbook and learn unfamiliar topics quickly
Clear written and verbal communication; ability to challenge ideas constructively and build credibility across functions and seniority levels without formal authority
Strong judgment and discretion
Excellent organization and attention to detail across multiple projects
Low-ego, high-ownership approach
Based in New York and in the office at least three days a week