Freelance Fashion Photographer

Reports To: Content Director
Milwaukee, WI (On-site)
Employment Type: Full-Time, Salaried, Exempt

At Wantable, we’re redefining retail through personalization. Our membership-based model and proprietary technology empower us to curate products that help customers discover confidence and joy through style.
As a data-driven fashion company, we combine human intuition with algorithmic intelligence to deliver personalized assortments – balancing creativity, analytics, and operational precision.
We're seeking a Photographer who is a highly creative, AI-forward creator that operates at the intersection of photography, videography, creative direction, and workflow innovation. This is not your traditional photographer role.

The Photographer will play a critical role in how our brands come to life visually—acting as a true creative partner to the Content Director, Production and Photo Studio Manager and Sr. Director of Marketing & Creative to execute within a high-performing production environment.
You are someone who doesn’t wait for direction—you help define it. You’re as comfortable concepting and executing a campaign as you are building a set, testing new AI workflows, or directing talent on set. Whether working with an iPhone or professional camera equipment, you consistently create elevated, compelling imagery.
This role is for someone who wants to push the creative and technical boundaries of an editorial and e-commerce studio—not just operate within one.

Lead Creative Execution on Set
Act as the creative lead during shoots, translating brand direction into high-impact visual output
Build and own shot lists based on impact, performance, and storytelling—not just volume
Lead creative decisions across lighting, composition, framing, motion, and visual direction
Direct models, freelance talent, and HMU with confidence and clarity
Ensure every asset ladders up to a consistent, elevated Wantable aesthetic
Remain agile and adaptable to shifting timelines, priorities, and on-set needs communicating potential delays proactively and in real time
Own Photography + Expand Video
Own end-to-end execution of on-figure and off-figure photography
Capture engaging short-form video and motion content for ecommerce, social, and paid channels using both mobile devices and professional production equipment.
Bring a strong point of view on evolving video and motion creative through trend awareness, brand research, and a passion for pushing creative forward
Continuously push the balance of photography vs. video vs. AI-generated content
Maintain and organize studio equipment inventory while proactively researching new tools and technology investments that could improve efficiency, streamline workflows, and reduce production time and costs
Post-production automation (masking, retouching, cropping)
Metadata and asset prep workflows
Act as a champion for modern creative workflows, embracing agile production approaches over rigid studio processes and traditional approval structures
Collaborate with the Content Director and Sr. Director of Marketing & Creative to concept and execute cohesive, on-brand visual campaigns across ecommerce, social, email, and paid channels
Partner closely with the Studio Manager, who owns scheduling, production flow, and studio operations to ensure creative ideas are practical, scalable, and aligned with production realities
Partner closely with the Stylist to execute content efficiently and on schedule while collaborating on model casting, onset direction, HMU direction, and performance-driven content ideas
Collaborate cross-functionally with creative, marketing, and merchandising teams to align on priorities, execute high-impact visual content, and continuously optimize performance using customer insights, engagement metrics, and conversion data
Translate campaign briefs and priorities into high-quality on-set photography and short-form video content
Support AI-enhanced company creative workflows to improve studio efficiency
Creative Partner, Not Order-Taker
Collaborate deeply with the Content Director and cross-functional teams
Bring ideas proactively—concepts, tests, new formats, visual directions
Balance brand consistency with experimentation and evolution
5–8+ years experience in fashion, ecommerce, or commercial photography

• Strong creative direction instincts (not just technical execution)
• Experience across photography + videography
• Ability to create elevated, brand-forward imagery at scale

Capture One + Adobe Creative Suite (including AI tools)
Digital Asset Management and Metadata tagging experience
Videography experience (shooting motion content; editing a plus but not required)
Build shot lists and make independent creative decisions
Balance speed, quality, and output volume
You improve creative approaches and workflows - not just follow them
You evolve quickly as brand, tools, and strategy shift

Background in art direction or creative direction
Experience integrating AI into creative production workflows
Set design / prop styling / environmental builds
Experience creating content for paid social or performance marketing
Understanding of how creative impacts conversion and engagement

Ability to perform work in a studio, office, and production environment
Ability to occasionally lift and move equipment and materials consistent with the essential functions of the role
Ability to operate photography, video, and computer equipment as required to perform job duties
Ability to visually inspect and evaluate creative content, digital assets, and production quality
Ability to work at a computer and use standard office and production technology for extended periods of time
Ability to travel occasionally to off-site production or shoot locations, if required

Are looking to redefine what e-commerce photography looks like in an AI era
Want to have a real influence on creative direction and output across multiple brands
Enjoy working in a highly collaborative environment where creative and production teams partner closely, bringing their individual expertise together to execute content efficiently and cohesively
Crave the ability to experiment, test, and evolve how content is created at scale

You are trusted to make decisions that directly impact customers and financial performance.
We value leaders who confidently make data-driven decisions without layers of approvals.
Love of fashion & product. We combine data with intuition to create experiences customers love.
A chance to shape our customers’ journey and leave a lasting impact on their self-confidence, one order at a time.
We have a laid-back, casual environment in a state-of-the-art HQ in Walkers Point.
We offer flexible schedules, paid parental leave (mothers AND fathers), and a private room for nursing mothers.
Even more exciting: paid vacation and seven paid holidays per year, plus a 50% discount on all merchandise and a generous 50% discount on 41Fork Exchange located in the Wantable Cafe at our Corporate HQ in Walker's Point. Important, but maybe less thrilling: we have ample parking, we offer medical (traditional and high deductible), dental, and vision insurance, as well as a 401K (both pre-tax and Roth options).