Strategic Operations Lead

present of AI; New York (NY); On-site; USD 120,000 - 170,000; Full time

Job summary

Middesk seeks a dynamic operator to support the CEO, align cross-team projects, and drive the planning and review cadence. The role requires navigating ambiguity, turning messy problems into clear actions, and maintaining careful project oversight.

This position emphasizes executive communication, prioritization, and disciplined follow-through across initiatives that shape the company's growth and strategy.

Qualifications

• Has years of experience in consulting, strategy or operations.
• Can take messy problems to clear results.
• Can hold many projects at once with care.
• Comfort with ambiguity and sound judgment matter more than deep finance knowledge.

Responsibilities

• Support the CEO of Middesk by coordinating cross-team projects.
• Drive the company's planning and review rhythm and track decisions.
• Draft updates and board materials to communicate progress clearly.
• Manage multiple initiatives concurrently with attention to detail.

Skills

Cross-functional project ownership

Ambiguous problem solving

Executive communication

Judgment and discretion

Job description

Middesk seeks a dynamic operator to support the CEO, align cross-team projects, and drive the planning and review cadence. The role requires navigating ambiguity, turning messy problems into clear actions, and maintaining careful project oversight.

This position emphasizes executive communication, prioritization, and disciplined follow-through across initiatives that shape the company's growth and strategy.