Executive Assistant, Office of the CEO/Founder

Reports to: CEO/Founder

Position Summary

Bailey Brand Management is seeking a highly motivated Executive Assistant (Exempt) to

support the CEO in executing high-value brand partnerships and managing the operations of the

CEO’s office. This role offers direct exposure to endorsement negotiations, client strategy, and

the execution of global campaigns across a premier roster of talent.

As the CEO’s Executive Assistant, you will serve as a trusted extension of the CEO—managing

complex priorities, advancing deals, and ensuring precision across multiple fast-moving

initiatives. This is not a traditional administrative role; it requires strong judgment, discretion,

and attention to detail.

The Executive Assistant to the CEO provides high-level executive support while also owning

key administrative business operations that keep the CEO’s office and internal workflows

running smoothly. The role performs office/non-manual work directly related to management

and general business operations and regularly exercises discretion and independent

judgment, making independent decisions within established guidelines that impact business

operations, time allocation, and execution of company priorities.

The ideal candidate is ambitious, intellectually curious, and motivated to build a long-term career

within entertainment and brand partnerships, while operating as a high-trust business partner to

the CEO.

Core Responsibilities

• Perform office/non-manual work directly related to management and general business

operations, including executive administration, operational coordination, internal/external

communications support, vendor/service coordination for the CEO’s office, and process

management for leadership workflows.

• Regularly exercise discretion and independent judgment in managing competing

priorities; triaging requests; making scheduling, routing, and resource decisions;

handling sensitive/confidential matters; and improving executive-office processes

that affect efficiency and business outcomes.

• Serve as a trusted extension of the CEO—owning time strategy, advancing priority

initiatives, and ensuring executional precision across fast-moving workstreams.Key Responsibilities

Executive Calendar, Prioritization & Time Strategy.

• Own the CEO’s complex calendar across internal leaders, clients, brands, and industry

partners; evaluate and prioritize requests based on business impact, deal timelines, and

key relationships.

• Create meeting structures that drive outcomes: agendas, pre-reads, decision points, and

follow-ups; ensure next steps, owners, and timelines are captured, communicated, and

tracked.

• Act as gatekeeper for the CEO’s time—independently resolving scheduling conflicts,

making tradeoffs, and escalating only when necessary.

Deal Execution & Brand Partnerships Support

• Prepare internally facing, detailed offer breakdowns summarizing key deal terms,

timelines, and action items.

• Track timelines and key milestones across multiple active campaigns to ensure

deliverables and approvals stay on schedule.

• Draft external deal memos and internal summaries to align stakeholders.

• Coordinate with agents, managers, lawyers, and brand executives to advance approvals,

logistics, and deliverables.

• Build client-facing decks and conduct research on brands, market positioning, and

partnership strategy; synthesize findings into clear recommendations and next steps.

Travel, Logistics & Executive Support

• Plan and manage domestic/international travel end-to-end (itineraries, flights, ground

transportation, hotels, changes, contingencies).

• Coordinate logistics for key meetings, offsites, and events; manage run-of-show, vendors,

and onsite execution support as needed.

Executive Communications & Coordination

• Draft and manage executive-facing communications (internal updates, outreach emails,

meeting notes, action summaries) aligned with the CEO’s tone, priorities, and the

company’s voice.

• Prepare materials for leadership meetings: talking points, briefs, stakeholder summaries,

and status updates.

Confidential Matters & Relationship Management

• Handle highly sensitive information with discretion, professionalism, and sound

judgment.• Build trusted relationships with internal leaders, clients/partners, talent teams, and

assistants across organizations.

Operational Workflow Ownership (CEO Office / Business Ops Support)

• Own workflows for the CEO’s office, including vendor/service coordination, purchasing

requests, expense tracking, invoice routing, and document management—ensuring

timely, accurate execution and adherence to internal standards.

• Maintain visibility for the CEO via lightweight reporting (weekly priorities, key

deadlines, travel cadence, meeting outcomes, open action items).

• Identify recurring friction points (scheduling patterns, meeting overload, process gaps)

and implement improvements to increase efficiency, clarity, and execution.

Project & Priority Support

• Coordinate execution on CEO priorities by driving follow-ups and keeping stakeholders

aligned on expectations.

• Support special projects as assigned (research, vendor comparisons, process

documentation, new workflow implementation), with autonomy to recommend options

and next steps within established guidelines.