True Classic is hiring a Senior Associate, Executive Support & Office Management (Temporary) to lead executive support, personal assistance, and workplace experience for senior leadership and our Calabasas office. This is a temporary 3–4 month assignment. In this role you will manage high-level administrative and operational responsibilities across multiple executives while overseeing day-to-day office operations to ensure seamless executive support and a well-run, high-functioning workplace environment.

All of True Classic's roles are global and omni-channel, leading designated areas of accountability across all product categories, countries, and different sales & marketing channels. This means you will have the opportunity to impact our operations worldwide, ensuring a cohesive strategy that aligns with our overall business objectives and drives success across various markets and platforms.

Areas of Accountability

Personal & Household Support

• Coordinate personal travel, including flights, lodging, and ground transportation
• Manage relationships with vendors and ensure smooth day-to-day logistics
• Proactively troubleshoot and resolve scheduling and logistical issues

Executive & Administrative Support

• Manage complex calendars, appointments, and travel itineraries across executives
• Schedule meetings, coordinate logistics, and ensure timely follow-up
• Draft correspondence, prepare reports, and track key projects
• Support business travel logistics, including occasional advance travel preparation
• Lead special projects and handle ad-hoc requests with efficiency and discretion

Office Management & Workplace Experience

• Oversee day-to-day office operations to ensure a clean, organized, and productive environment
• Manage office vendors (cleaning, maintenance, supplies, etc.) and related budgets
• Coordinate office logistics including seating, equipment, and supplies
• Plan and execute in-office events, team gatherings, and employee experiences
• Partner with leadership to maintain a positive, high-performing office culture
• Ensure office policies, procedures, and systems are documented and maintained

Cross Functional Collaboration

• People/HR: Partner on onboarding logistics, employee experience, and office culture initiatives
• Operations: Coordinate vendor management and workplace logistics
• Finance: Track and manage office-related budgets and expenses
• Executive Team: Align on priorities, scheduling, and business needs
• IT: Support office tech setup and coordination for employees and vendors

Qualifications

• 2+ years of experience as a Personal or Executive Assistant in a fast-paced environment
• Strong organizational and operational management skills
• Excellent written and verbal communication skills
• High degree of discretion, trustworthiness, and reliability
• Proficiency in Google Workspace (G-Suite), Slack, and productivity tools

Preferred Qualifications

• Experience supporting multiple senior executives (e.g., CEO, Founder, or leadership team)
• Experience in office management or workplace operations
• Proven ability to manage multiple workstreams with shifting priorities
• Strong problem-solving skills with a proactive mindset
• Experience planning events or managing office culture initiatives

Workplace Arrangement

On-Site

This is an on-site role based in Calabasas, with a preference for candidates located in or near Thousand Oaks, Westlake Village, Agoura Hills, Calabasas, or Woodland Hills.

Compensation and Benefits

Compensation

• Competitive salary + bonus

Time Off

• Unlimited PTO and sick time

Health & Wellness

• Company-paid medical, dental, and vision insurance
• $100/month Wellness Stipend
• Free Employee Assistance Program (EAP)

Work & Growth Support

• $100/month Personal Workspace Stipend

Perks

• $1,000/year True Classic merchandise allowance
• 401(k) plan with 3% company match

True Classic is proud to be an equal opportunity employer. We celebrate and support differences in race, religion, color, national origin, gender, sexual orientation, gender identity, age, veteran status, and abilities. If you need assistance or accommodation due to a disability, please contact Human Resources.

True Classic is hiring a Chief of Staff to lead the company’s most critical, high-impact initiatives across the business. This role is designed for a highly strategic, analytical, and execution-oriented generalist who thrives in ambiguity, operates with extreme ownership, and can drive complex initiatives from problem definition through execution and results.

The Chief of Staff will work directly with the President, CEO, and Chief Transformation Officer to identify, structure, and execute the highest-priority opportunities facing the business at any given moment. Given our scale and growth trajectory, this role offers significant autonomy, cross-functional exposure, and the opportunity to shape how the company operates at the highest level.

All of True Classic’s roles are global and omni-channel, leading designated areas of accountability across all product categories, countries, and sales and marketing channels. This role will have impact across DTC, retail, wholesale, marketplaces, and emerging channels, ensuring strategic alignment and executional rigor across the enterprise.

Areas of Accountability

Executive Priority Initiatives

• Own and drive the company’s highest-priority strategic and operational initiatives, serving as the quarterback responsible for clarity, momentum, and outcomes from start to finish
• Translate ambiguous problems into structured workplans with clear success metrics
• Drive execution across multiple teams, holding stakeholders accountable to timelines and results
• Ensure initiatives move from strategy to action to measurable impact

Strategic Analysis & Business Problem-Solving

• Apply a rigorous, first-principles approach to diagnosing opportunities and risks across the business
• Conduct deep-dive analyses on growth opportunities, operational performance, and new initiatives
• Develop clear recommendations grounded in data, customer insight, and financial impact
• Support decision-making with concise, executive-ready materials

PMO Leadership

• Act as the connective tissue across functions to ensure complex, multi-team initiatives are executed effectively, coordinating efforts across Marketing, Product, Merchandising, Operations, and Finance
• Establish operating cadences, decision frameworks, and execution rhythms for priority initiatives and track & measure ongoing impact
• Proactively identify risks, tradeoffs, and dependencies and resolve them before they stall progress

Executive Operating Rhythm & Leadership Enablement

• Support strategy, preparation, and follow-through for leadership meetings, offsites, and company all-hands
• Ensure strategic priorities are clearly communicated and translated into execution
• Identify opportunities to improve how decisions are made and how teams operate

Example Initiatives

The specific focus areas will evolve based on business priorities and the Chief of Staff is also expected to initiate and own new projects based on observed opportunities, but examples include:

• Wholesale commercial channel acceleration: Accelerate and professionalize the wholesale channel end-to-end, inclusive of pipeline management, sales support, and go-to-market mobilization. Drive execution, operationalize the wholesale selling dashboard and pipeline tracker, and evaluate strategic partnerships to expand our wholesale footprint
• End-to-end operations efficiency & effectiveness: Drive operational efficiency and effectiveness across the operations organization, spanning supply chain, warehousing, logistics, and fulfillment
• Integrated marketing & GTM calendar ownership: Own the integrated marketing effort to drive strategy and execution across our consolidated marketing calendar, including new product and category launches, major promotions and campaigns, and channel-specific activations
• Pricing & promotion strategy optimization: Own the development of a unified, omnichannel pricing and promotion architecture
• New strategic opportunities: Proactively identify and propose initiatives that move the needle on growth, margin, or speed

Cross-Functional Collaboration 

• Executive leadership: Strategic alignment, decision-making, and operating cadence
• Marketing: Channel strategy, performance optimization, and experimentation
• Merchandising & Product: Product strategy, assortment decisions, and lifecycle management
• Operations: Execution feasibility, speed, and scalability
• Finance: Business case development, ROI tracking, and performance measurement

Qualifications

• Bachelor’s degree required
• 4–8+ years of experience in top-tier consulting (e.g., Bain, BCG, McKinsey), investment banking, or operating roles
• Proven ability to own complex initiatives end-to-end in fast-paced environments
• Exceptional analytical and problem-solving skills, with the ability to translate data into clear business decisions
• Strong executive communication skills and interpersonal skills, with the ability to influence senior stakeholders
• Excellent project management and organizational skills, with the ability to drive ideas from concept to execution
• Demonstrated ability to influence without authority and work cross-functionally
• Hands-on operator with an entrepreneurial mindset; willing to roll up sleeves and do what it takes to win
• Ability to thrive in a fast-paced, ambiguous environment and drive change effectively

Preferred Qualifications

• Experience in consumer, eCommerce, retail, or marketplace businesses
• Prior Chief of Staff, Strategy & Operations, or Special Projects experience
• High comfort level operating in ambiguity and founder-led environments

Workplace Arrangement

• 3x/week in-office in Calabasas

Compensation and Benefits

Compensation

• Competitive salary + performance-based bonus, dependent on experience

Time Off

• Unlimited PTO and sick time

Health & Wellness

• Company-paid medical, dental, and vision insurance
• $100/month Health & Wellness Stipend
• Free Employee Assistance Program (EAP)

Work & Growth Support

• $100/month Personal Workspace/Office Stipend

Perks

• $1,000/year True Classic merchandise allowance
• 401(k) plan with 3% company match

True Classic is proud to be an equal opportunity employer. We celebrate and support differences in race, religion, color, national origin, gender, sexual orientation, gender identity, age, veteran status, and abilities. If you need assistance or accommodation due to a disability, please contact Human Resources.