Executive Assistant

Overview

We are hiring a Strategic Execution Partner to serve as the right hand to our COO/President, Josh Young. This role is a hybrid of 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 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
.

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.

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

• 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 offered, as well as PTO.

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.)

Ideal Candidate Attributes

• High executive judgment – knows what to decide and what to escalate
• Organizationally savvy – can harmonize multiple departments and leadership styles
• Proactive and anticipatory…