Freelance Styling Jobs (NOW HIRING)

Tailored Brands is a leading specialty retailer of menswear, including suits, formalwear, sportswear, and a broad selection of business casual offerings. Our brands include Men's Wearhouse, Jos. A. Bank, Moores and K&G Fashion Superstore, which offers merchandise for the entire family. We help people love the way they look and feel for their most important moments by delivering personalized products and services through our convenient network of stores and e-commerce sites.
About the Job
We currently have an exciting opportunity for a Sr Stylist to join our Photo Studio team. This individual will work closely with our Styling Team, Studio staff, Creative, Merchandising and Production partners to maintain the quality creation of still and motion fashion imagery and associated styling processes and guidelines across brands and disciplines.
What You'll Do | Key Accountabilities
• Lead and execute style-out and on-set styling for seasonal editorial campaigns, brand initiatives, and special projects, ensuring elevated brand expression and creative alignment
• Lead and execute style-out and on-set styling for high-volume eCommerce production, maintaining brand-right fit, visual consistency, and operational efficiency
• Provide fit and tailoring direction in partnership with Merch leadership; track and communicate updates while maintaining approved fit standards across brands
• Collaborate with photographers, producers, merchandise coordinators, creative partners, and the styling team to prioritize workload, facilitate planning, and ensure excellence across both campaign and eCommerce deliverables
• Manage product flow and organization to support an efficient studio workflow, including merchandise tracking and returns
• Own and maintain styling documentation, standards, and best practices across style-out, on-set execution, and process guidelines
• Train and mentor freelance/on-call stylists and assistants while supporting casting, fittings, and talent coordination as needed
• Maintain and collaborate cross-functionally on talent and fit databases; contribute to trend research and share styling POV to ensure modern, competitive visual output
• Travel as needed for location shoots
What You'll Bring | Skills & Experience
• College degree or equivalent experience relevant to fashion styling
• 8+ years of professional styling experience with a strong background in editorial campaigns, seasonal brand initiatives, and TV commercial production; experience in studio-based eCommerce environments required
• A strong portfolio showcasing campaign, commercial, editorial, and eCommerce styling work
• Retail apparel experience required; men's styling experience strongly preferred
• Excellent aesthetic judgment including composition, proportion, color, and fabric knowledge; advanced proficiency in apparel construction, fit, and tailoring direction
• Experience working in both high-production campaign environments and high-volume studio workflows, with the ability to prioritize workload and meet production calendar deadlines
• Experience mentoring or overseeing freelance stylists and assistant stylists
• Strong cross-functional communication skills with the ability to build relationships across creative, production, and merchandising teams
• High level of initiative with the ability to execute independently while thriving in a fast-paced, feedback-driven environment
• Detail-oriented with outstanding organizational, follow-up, and time-management skills
• Proficiency in Mac environment; Microsoft 365 (Outlook, Teams, PowerPoint, Word, Excel); Adobe Creative Suite a plus
• Willingness and ability to travel as required
Please note that you do not need to qualify for all requirements to be considered. We encourage you to apply if you can meet most of the requirements and are comfortable opening a dialog to be considered.
Work Environment, Physical & Mental Demands
• Ability to sit and work at a computer keyboard for extended periods
• Ability to stoop, kneel, bend at the waist, reach and move merchandise daily
• Able to lift and move up to 40 pounds
• Must utilize visual acuity, speech and hearing, hand and eye coordination and manual dexterity necessary to operate a computer and office equipment
• Regular 40-hour workweek based in Dublin, California, with flexibility based on production needs
Benefits
This role is eligible for healthcare including medical, dental and vision, retirement savings (401k with a company match), income protection programs such as life, accident and disability insurance, paid time off for sick leave, vacation, bereavement, jury duty, and holidays, wellbeing program, commuter, adoption assistance, education assistance, legal services, and employee merchandise discounts. For more detailed information go Tailoredbrands.com/working-here/people-culture.
Work-Life Balance
We understand the demands of work, school, family, and personal responsibilities. Through our work-life resources and programs we offer services for every stage of life to help you manage the day-to-day needs. We offer programs such as:
• Meeting-Free Fridays (encouraged) | so you can catch up on work and self-development
• Summer Fridays | from Memorial Day to Labor Day so you can enjoy a head-start to the weekend
• Holiday Early Departure | close out early the business day before a company observed holiday
The starting salary for this position is $100,901 - $110,000. Actual compensation within this range will be determined based on factors such as skills, experience, and qualifications. Over time, and subject to performance, tenure, and evolving responsibilities, total compensation for this role may grow to as much as $140,000. Other compensation may include a 10% Annual Incentive Plan (AIP) bonus paid out according to policy. Base pay information is based on market location and may be subject to prevailing wage laws, if applicable.
Note: To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed are representative of the knowledge, skill, and/or ability required and are not intended to be an exhaustive list of all duties, responsibilities or qualifications associated with this job.