Managing Director - Partner

Location: Remote in U.Reports to: CEO
Pepper is an innovative, fast-growing DTC intimate apparel brand created to celebrate small-chested women. Our iconic, solution-driven bras, swimwear, and apparel are thoughtfully designed to make every moment and outfit a confident and authentic expression of your best self. Today, Pepper has grown into a global community of millions of women, united by the belief that women deserve to feel perfectly enough exactly as they are. Remote-first, flexible, and human: We’re a fully remote-first team that values autonomy, balance, and trust.
Women-founded & Self-funded: As a women-owned company that never took traditional VC funding, we’ve scaled to eight-figure revenue through focus, creativity, and scrappiness.
We’re looking for a highly strategic and creative VP of Brand to lead Pepper into its next chapter by elevating our positioning, deepening emotional connection with our community, and driving business impact through brand storytelling that moves her to buy more and more often. You will own content and storytelling across launches, collections, and seasonal moments, ensuring creative both elevates the brand and performs commercially. This is a high-impact, executive-level role partnering closely with the Co-founders/CEO and the Leadership team to serve as the strategic force behind brand, content, and community. You understand how to make a brand stand out in a crowded market, stand for a unique mission, and bring a bold and creative product vision to life, all while building a fun, energetic, and creatively ambitious culture that delivers against business goals.
Translate merchandising vision, product strategy, product benefits, fit innovation, and line plans into clear, compelling creative narratives that drive demand and conversion.
Own the marketing plan across launches, collections, and seasonal moments, ensuring creative both elevates the brand and is commercially effective.
Serve as the ultimate brand steward, ensuring consistency and quality.
Oversee creative briefs, campaigns, and visual identities that are memorable, consistent, and performance-driven.
Manage Creative and the development of creative assets including copy and art in a way that reflects our brand values and inspires deeper engagement and meets goals.
use insights and data to inform decisions and iterate on strategy.
Content & Storytelling:
Own the brand content roadmap across channels and oversee the creation of high-performing, on-brand content across site, owned, paid, and earned channels.
Drive the use of customer insights, data, and analytics to develop emotionally resonant stories and optimize performance of content.
Lead cross-functional, organized, cohesive go-to-market campaigns and commercialization strategy for product drops, seasonal moments, and key initiatives.
Partner closely with Ecommerce to develop creative strategies that optimize the full customer journey, from first impression to product detail page to repeat purchase.
Influencer, PR, Social, & Community:
Set the vision and strategy for Pepper’s earned media strategy that builds cultural relevance and resonance including influencer, PR, social, and community as integrated growth and brand engines.
Team Leadership & Culture:
Build, mentor and develop a high-performing team.
Set high creative standards while balancing speed, quality, and scalability, owning the budgets and ensuring efficient use of resources aligned to business priorities.
Help define, evolve, and amplify the creative spark and cultural magic that makes Pepper, Pepper.
Deep passion for Pepper’s mission, brand, and impact, with a genuine commitment to advancing body positivity and helping women feel confident.

• Experience in women’s apparel strongly preferred.
• Proven experience leading high-performing teams and cultivating a work environment that is fun, energetic, collaborative, and creatively ambitious, while maintaining clear accountability to growth and performance goals.
• comfortable using data, insights, and testing to inform creative strategy and optimize impact.
• Strong leadership presence and communication skills, with the ability to clearly articulate creative strategy, inspire teams, and align cross-functional partners.
• Experience reporting into founders and executive teams, serving as a trusted thought partner who can both challenge and elevate the business through brand.
• Robust health benefits including 100% company covered option for medical, vision, dental insurance, and supplemental insurance options.

Flexible remote workplace.
Pepper’s policy prohibits unlawful discrimination based on race, color, religious creed, sex, gender identity, marital or veteran status, age, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member), sexual orientation, pregnancy, or any other consideration made unlawful by federal, state, or local laws. For professional, internal analysis, or employment-related purposes, including job applications.