Chief of Staff

Responsibilities

• Own and drive the company’s highest-priority strategic and operational initiatives
• Translate ambiguous problems into structured workplans with clear success metrics
• Conduct deep-dive analyses on growth opportunities and operational performance
• Act as the connective tissue across Marketing, Product, Merchandising, Operations, and Finance
• Support strategy and preparation for leadership meetings, offsites, and company all-hands
• Identify opportunities to improve decision-making and team operations

Requirements

• Bachelor’s degree required
• 4–8+ years of experience in top-tier consulting, investment banking, or operating roles
• Proven ability to own complex initiatives end-to-end in fast-paced environments
• Exceptional analytical and problem-solving skills
• Strong executive communication and interpersonal skills
• Excellent project management and organizational skills
• Ability to influence without authority and work cross-functionally
• Entrepreneurial mindset and willingness to be a hands-on operator

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

Benefits

• Unlimited PTO and sick time
• Company-paid medical, dental, and vision insurance
• $100/month Health & Wellness Stipend
• Free Employee Assistance Program (EAP)
• $100/month Personal Workspace/Office Stipend
• $1,000/year True Classic merchandise allowance
• 401(k) plan with 3% company match

About the Company

Founded in 2019, True Classic is a fast-growing apparel brand obsessed with fit, quality, and impact. Our purpose is to empower everyone to look good and feel good.