JOBSEARCHER

Stylist

TaelorSan Leandro, CAMay 11th, 2026
Are you thinking of joining a fashion and technology startup and being a part of the founding team? Are you passionate about making an environmental impact? Are you fashion obsessed? Do your friends and family come to you for style advice?Taelor is an AI-powered clothing rental subscription start-up for everyday menswear. We offer an online personal styling service to customers across the United States. We are hiring a stylist at our San Leandro location who will style for our customers, create styling tips, and inspire our customers to try new styles. The stylist will work closely with the merchandising team to discover new styles that work best for our customers and collaborate with our tech team on AI development.Taelor Stylists play a critical part in understanding our customers' needs and continuously working with the entire team to exceed customer expectations and grow the customer base. Our Stylist role is a hybrid (onsite and off-site), part-time to full-time salary position.The RoleAs a Stylist, you will play a critical role in delivering a highly personalized, premium styling experience for our customers. You will combine human styling expertise with data and AI-assisted tools to style customers efficiently and effectively, ensuring a high standard of customer satisfaction.Key responsibilities include:Styling customers using our AI-assisted styling tools in an efficient and effective mannerConducting 15-minute feedback calls with customers who opt in for a complimentary styling sessionReviewing customer style quiz results, product feedback, preferences, and wish lists to curate personalized outfit selectionsWriting inspirational, professional, and actionable styling notes to accompany each orderResponding to and engaging with customers in a timely, professional, and thoughtful mannerEnsuring a high level of customer satisfaction through proactive communication and quality styling outcomesReviewing inventory utilization and contributing to seasonal merchandising and assortment planningCollaborating with UX and Customer Service teams to resolve customer issues and improve the end-to-end user experiencePartnering with the AI team to improve styling algorithms through real-world feedback and insightsProviding ongoing feedback on the style quiz, styling workflows, internal systems, and inventory assortmentWe’re Looking for Someone Who:Has prior online styling experience, preferably in menswearIs motivated by challenges and is a natural problem solverIs passionate about delighting customers and helping them look and feel confidentIs responsible, detail-oriented, and highly efficient with strong time management skillsIs committed to continuous learning, improvement, and professional growthIs flexible and available to support the scheduling needs of the businessIs an effective communicator with strong spoken and written communication skillsIs presentable, personable, warm, and professional when interacting with customersIs a quick learner, self-starter, and comfortable working with technologyHas strong computer skills, including navigating websites, Gmail, and other online platformsOur Mission:Our mission is to help people achieve their goal by building confidence in how they look and feel when connecting with others. We help people to be the best version of themselves every day, without spending time chasing after their clothes. We play a part in saving the environment by extending the life of garments and supporting sustainable fashion.