Executive Assistant

The Young Team•Moreland Hills, OH

16d•$60,000 - $65,000

About The Position

We are hiring a Strategic Execution Partner to serve as the right hand to our COO/President, Josh Young. This role is a hybrid between strategic operations, project management, executive support, and logistical support — designed to expand executive bandwidth, tighten leadership alignment, and accelerate organizational execution. This is not a traditional Executive Assistant nor a Chief of Staff. It is a unique, high-impact position focused on driving clarity, consistency, and follow-through across the organization as we scale toward 550 units in 2026 and our long-term goal of 1,000+ units and $1B in volume . Mission of the Role To amplify Josh’s impact by managing his operating environment, supporting leadership alignment, ensuring organizational follow-through, and providing strategic logistical support that protects his capacity. The ultimate objective is to eliminate bottlenecks, increase execution speed, and enable the company to scale predictably and efficiently. Why This Role Matters The Strategic Execution Partner is a critical leverage point for the next stage of our growth. When successful, this role will: Reduce operational and cognitive load on the COO/President Improve alignment, accountability, and communication across the company Accelerate execution of YT 3.0 initiatives Increase organizational speed, clarity, and consistency Remove friction and bottlenecks Expand the company’s capacity and raise our operational ceiling What This Role Is Not Not a junior administrative assistant Not just a scheduler or gatekeeper Not a purely tactical executor Not a technical operations manager Not a corporate Chief of Staff Not responsible for deep personal matters or finances This is a strategic operator with the range to support both high-level execution and tactical logistics. Compensation- $60,000-$65,000 salary per year based on experience. Health and 401(k) benefits are also offered, as well as PTO.

Requirements

High executive judgment: Knows what to decide and what to escalate
Organizationally savvy: Can harmonize multiple departments and leadership styles
Proactive and anticipatory: Solves problems before they surface
Elite communication skills: Clear, concise, and capable of writing in an executive voice
High ownership: Responsible for outcomes, not just tasks
Calm, stable presence: Performs well under pressure and complexity
Systems thinker: Builds order, structure, and clarity
Low ego, service-minded: Proud to support executive performance and company success

Responsibilities

Executive Leverage & Workflow Management Manage Josh’s calendar, commitments, and priorities with a strategic lens Prepare meeting briefs, context, agendas, and follow-up actions Ensure leaders follow through on commitments and deadlines Draft internal communications, announcements, and documents in Josh’s voice Convert notes into structured plans, agendas, and next steps
Leadership Alignment & Accountability Track Rocks, quarterly goals, execution pillars, and cross-functional initiatives Maintain a Leadership Execution Tracker Ensure alignment and follow-through across DOS, DOO, DOM, Luxury, Expansion, and Sales Ops Identify operational bottlenecks and escalate proactively with recommended solutions
Organizational Rhythm & System Support Own cadence for L10s, leadership meetings, All Hands, and quarterly planning Manage pre-work, documentation, and follow-up for all key meetings Support change management across YT 3.0, including SOPs, CRM workflows, and new processes Ensure documentation, adoption, and consistency across teams
Project Management & Initiative Acceleration Break strategic initiatives into sequenced execution plans Coordinate timelines and stakeholders across departments Monitor progress and ensure traction without needing Josh to chase updates Support CRM, workflow, and SOP improvements with Operations and Sales
Internal Communication & Culture Support Draft internal updates, President’s Letters, and event communications Ensure consistent messaging across departments Coordinate team events, trainings, and sessions Reinforce values, expectations, and strategic priorities
Strategic Personal Logistics Support (Business-Critical) To protect Josh’s bandwidth, this role includes light personal logistical support, such as: Personal scheduling and appointment management Travel planning and reservations Calendar coordination across business and personal commitments Light vendor/household coordination Ordering items, handling returns, recurring reminders ( No personal family matters or financial management. )