Seasonal in Chicago, Illinois at Itoya Topdrawer Corporation
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Job Description
We make objects for people who are curious about the world.
We make fountain pens, notebooks, watercolors, leather goods, house shoes, sunglasses, and other tools that help people think, create, travel, and live with greater attention.
We believe the most important moments rarely begin with certainty. They begin with a question, a blank page, a wrong turn, or a thought not yet fully formed.
To be lost is not always a problem to solve. It is often where discovery begins. We make tools for those moments.
A pen to discover what you think. Paper to give shape to an idea. Watercolors to slow down and see more carefully. Objects to carry through the world. House shoes that mark the transition from the outside world to the sanctuary of home.
As a Japanese company, many of these rituals are inspired by Japanese life, where simple acts are elevated through repetition, attention, and care.
Designed between Boston and Tokyo, our products are developed with exceptional makers, craftspeople, and industrial designers around the world. We seek lasting materials, enduring construction, and timeless utility—not because objects are meant to be admired, but because they are meant to be used.
Our shops are found in some of the world’s great creative neighborhoods. More than stores, they are places to discover tools, exchange ideas, attend workshops, and spend time with others who share a love of making, writing, drawing, and thoughtful living.
The best tools earn their place quietly and become more valuable with time.
Seasonal Key Holder – Role OverviewAs a Seasonal Key Holder at Topdrawer, you are a frontline leader who helps bring our brand to life during the busiest and most exciting time of the year. From November through mid-January, you will support exceptional customer experiences, maintain visual standards, and ensure smooth day-to-day store operations during the holiday season. You will take ownership of opening and closing responsibilities, support the team through peak traffic, and create a welcoming environment that reflects the spirit of Topdrawer.
This is an ideal opportunity for someone passionate about creativity and customer service who thrives in a fast-paced, team-oriented environment.
Please note: Seasonal employees must be available to work throughout the duration of the holiday season (November – mid-January). Requests for time off during this period cannot be accommodated.
Key ResponsibilitiesCustomer Experience & Community
Deliver a warm, personalized customer experience during peak holiday shopping periods
Share product knowledge and storytelling to inspire thoughtful, intentional purchases
Support the team in building lasting connections with new and returning customers
Team Support & Leadership
Lead by example on the sales floor, modeling service standards and energy
Assist with onboarding seasonal associates and mentoring team members
Foster a supportive, collaborative environment during high-volume days
Store Operations & Merchandising
Perform opening and closing responsibilities with accuracy and reliability
Assist with holiday inventory receiving, stocking, and floor replenishment
Maintain visual standards that showcase Topdrawer’s curated assortment
Sales & Business Support
Contribute to daily sales goals, conversion, and AOV
Help ensure store cleanliness, presentation, and readiness at all times
Stay up-to-date on product knowledge and promotions
An experienced retail associate or key holder (2+ years preferred)
Reliable and committed to working through the full holiday season
Warm, dependable, and energized by building customer relationships
Detail-oriented, adaptable, and able to multitask in a fast-paced environment
Passionate about creativity, design, and intentional living
Gain leadership and retail experience with a growing luxury brand
Work alongside a passionate, creative team during the most festive season of the year
Generous Employee Discount on our beautifully designed tools for living, traveling, and creating
Seasonal, part-time hourly role
Monthly Sales Commission Opportunities
Employment runs from November 1, 2026 – January 11, 2027
No time-off requests will be approved during this period
Topdrawer is an Equal Opportunity Employer and is proud to promote equal opportunity for all applicants without regard to race, color, religion, sex, sexual orientation, national origin, age, disability, military status, or any other applicable legally protected characteristic.
Physical Requirements: This role may require standing for extended periods and regularly lifting or moving items up to 50 lbs. Reasonable accommodations will be made to enable individuals with disabilities to perform essential job functions. If you need a reasonable accommodation during the application or hiring process, please contact HRadmin@topdrawershop.com.
Topdrawer will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable state and local laws, including the City of Los Angeles Fair Chance Initiative for Hiring Ordinance, the San Francisco Fair Chance Ordinance, and the California Fair Chance Act.
Applicants must be legally authorized to work in the United States. Topdrawer does not provide visa sponsorship for this position.