Head of Operations- Miami, Florida

The Calendar Group•Miami, FL

6d•Onsite

About The Position

A media and entertainment brand is seeking a highly driven Head of Operations to serve as the Founder’s operational right hand and help lead the company through its next stage of growth. This is a hands-on leadership role within a lean, founder-led organization. The successful candidate will take ownership of day-to-day operations, build and develop the team, establish scalable systems, create accountability, and ensure priorities move forward. The ideal candidate combines strong operational discipline with a startup mentality and is energized by building an organization.

Requirements

8+ years of experience in operations, business management, or organizational leadership.
Demonstrated success building teams, systems, and processes within a founder-led, entrepreneurial, or high-growth organization.
Strong experience in team leadership, recruiting, project management, and organizational development.
Experience managing budgets and working with finance, accounting, legal, and external partners.
Proven ability to turn loosely defined ideas into structured plans and measurable results.
Based in Miami and willing to travel occasionally.

Nice To Haves

Media, entertainment, digital content, creator economy, production, consumer brand, or startup experience strongly preferred.

Responsibilities

Serve as the Founder’s operational right hand and primary execution partner.
Translate ideas and priorities into structured plans, timelines, and deliverables.
Build scalable systems, workflows, SOPs, reporting structures, and communication rhythms.
Establish clear priorities, ownership, timelines, and accountability across the organization.
Define roles, responsibilities, KPIs, and reporting relationships.
Identify hiring needs and lead recruiting, interviewing, onboarding, and employee development.
Manage and develop employees while creating a culture of ownership, communication, and follow-through.
Maintain operational visibility across content production and post-production.
Ensure projects are properly planned, staffed, budgeted, scheduled, and executed.
Collaborate with internal production teams and outside vendors to prevent delays and operational breakdowns.
Evaluate new business opportunities and turn Founder-led ideas into actionable plans.
Help expand and diversify revenue through partnerships, products, intellectual property, live experiences, and other ventures.
Partner with accounting, finance, legal, and other external advisers.
Establish and monitor company, departmental, and project budgets.
Support forecasting, financial reporting, and operating plans.
Review spending, identify opportunities to improve efficiency, and negotiate with vendors and partners when appropriate.
Reduce the Founder’s involvement in day-to-day management so they can focus on content, creative direction, brand growth, and major opportunities.