Chief of Staff

True Classic•Calabasas, CA

5h•Onsite

About The Position

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 of Growth and CEO 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.

Requirements

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
Excellent project management and organizational skills, with the ability to drive ideas from concept to execution
Strong executive communication skills and interpersonal skills, with the ability to influence senior stakeholders
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

Nice To Haves

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

Responsibilities

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
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
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
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