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Remote Stylist Jobs in Chicago, IL (NOW HIRING)

The Tie Bar

Associate Creative Director

Chicago, IL · On-site +1

You'll lead a nimble creative team spanning design, copy, and visual merchandising/styling ... Chicago, IL (Hybrid) - on-site as needed,, with flexibility for remote work based on business needs ...

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Remote Stylist information

See Chicago, IL salary details

$9

$21

$33

How much do remote stylist jobs pay per hour?

As of Jul 27, 2026, the average hourly pay for remote stylist in Chicago, IL is $21.71, according to ZipRecruiter salary data. Most workers in this role earn between $16.88 and $24.76 per hour, depending on experience, location, and employer.

What are Remote Stylists?

Remote Stylists are fashion professionals who provide personalized styling advice and recommendations to clients through online platforms, rather than in-person. They assess a client's fashion preferences, body type, and lifestyle remotely—often via video calls, chat, or curated digital lookbooks. Remote Stylists help clients select clothing and accessories, stay updated with trends, and build confidence in their personal style, all from the convenience of their own homes.

What is the difference between Remote Stylist vs In-Store Stylist?

AspectRemote StylistIn-Store Stylist
CredentialsFashion or styling certifications often preferredFashion or styling certifications often preferred
Work EnvironmentWork from home, virtual consultationsPhysical retail store, in-person customer interactions
Employer & Industry UsageOnline fashion retailers, styling appsBrick-and-mortar clothing stores, boutiques
Search & Comparison IntentPeople comparing remote styling jobs with in-store rolesPeople seeking in-store styling opportunities

Remote Stylists primarily work virtually, providing styling advice online, while In-Store Stylists work directly with customers in physical retail locations. Both roles often require similar fashion knowledge and certifications, but differ mainly in work environment and customer interaction style.

How does a Remote Stylist effectively collaborate with clients and team members while working from home?

As a Remote Stylist, collaboration happens primarily through digital channels such as video calls, emails, and specialized styling platforms. You'll regularly communicate with clients to understand their preferences, provide styling recommendations, and adjust selections based on feedback. Team collaboration often involves coordinating with other stylists, inventory specialists, and customer service representatives to ensure clients receive a seamless experience. Staying organized, being responsive, and utilizing collaborative tools are key to succeeding in this virtual work environment.

What Is the Job of a Remote Stylist?

As a remote stylist, your responsibilities include suggesting outfits and accessories, helping clients discover their unique sense of style, and restyling some of the existing pieces in their wardrobe so they can dress in the manner that best reflects their personality. You primarily work from home, communicating via phone, email, and chat apps to collaborate with each client. Sometimes, your duties include assisting clients in preparing for an important event, like a photo shoot, party, or fashion show. This position is very flexible. You can choose to work on one-off projects, or you can work on a contract basis.

What are the key skills and qualifications needed to thrive as a Remote Stylist, and why are they important?

To thrive as a Remote Stylist, you need a solid background in fashion, trend awareness, and personal styling, often supported by experience or a relevant certification in fashion or image consulting. Familiarity with virtual styling platforms, video conferencing tools, and digital wardrobe management systems is typically required. Excellent communication, creativity, and the ability to build rapport remotely are standout soft skills for this position. These abilities are crucial for delivering personalized style recommendations and ensuring a positive, engaging client experience from a distance.
More about Remote Stylist jobs
What are the most commonly searched types of Stylist jobs in Chicago, IL? The most popular types of Stylist jobs in Chicago, IL are:
What are popular job titles related to Remote Stylist jobs in Chicago, IL? For Remote Stylist jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Stylist jobs in Chicago, IL look for? The top searched job categories for Remote Stylist jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Stylist jobs? Cities near Chicago, IL with the most Remote Stylist job openings:
Remote Stylist jobs near you
Infographic showing various Remote Stylist job openings in Chicago, IL as of July 2026, with employment types broken down into 86% Full Time, 10% Part Time, and 4% Contract. Highlights an 59% Physical, 4% Hybrid, and 37% Remote job distribution, with an average salary of $45,151 per year, or $21.7 per hour.
Associate Creative Director

Associate Creative Director

The Tie Bar

Chicago, IL • On-site, Remote

Full-time

Posted 18 days ago

Job description

Associate Creative Director

Chicago, IL (Hybrid) | Full-Time

The Tie Bar is known for premium menswear, offering an extensive assortment of ties, accessories, and tailored essentials. Through thoughtful design and quality craftsmanship, we help customers build a polished wardrobe with confidence-your ultimate wingman for showing up sharp, stylish, and ready for any moment.

We're looking for an Associate Creative Director to lead the concepting, direction, and execution of brand and product storytelling across all consumer touchpoints, with a primary focus on direct-to-consumer channels. You'll lead a nimble creative team spanning design, copy, and visual merchandising/styling, ensuring The Tie Bar's brand is expressed consistently and compellingly across digital, retail, and physical experiences.

If you're equally comfortable art directing a photoshoot, mentoring a creative team, developing seasonal campaigns, and optimizing creative for performance, we'd love to meet you.

You'll:
  • Lead the development of seasonal campaigns, including concepting, moodboards, and art direction aligned with brand and customer positioning
  • Direct photo and video shoots, overseeing concept development, casting, styling, and on-set creative direction
  • Manage and mentor a small creative team, providing clear direction, feedback, and professional development
  • Collaborate with merchandising and product teams to identify storytelling opportunities that highlight key categories and occasions
  • Partner with e-commerce and marketing teams to create high-performing digital assets across email, website, paid media, and social
  • Concept and oversee paid social campaigns; analyze performance and iterate creative in partnership with performance marketing
  • Guide retail creative and visual merchandising direction to ensure consistency with broader brand campaigns
  • Design and oversee brand assets including packaging, lookbooks, presentations, and in-store materials
  • Manage relationships with external freelancers, photographers, stylists, and production partners as needed
What We're Looking For

You're a versatile creative leader who understands that great brand storytelling is both beautiful and conversion-minded.

You bring:

  • 5-7 years of experience in a creative, art direction, or design role, preferably within men's fashion, accessories, or DTC lifestyle brands
  • Excitement to be part of our Chicago-based team, with an appreciation for the city's creative and retail community
  • Prior experience managing or mentoring creative team members
  • A strong portfolio demonstrating campaign development, brand storytelling, and multi-channel execution with a focus on digital performance
  • Experience leading photoshoots and content production with a refined eye for men's styling, composition, and detail
  • Proficiency in Adobe Creative Suite (Photoshop, InDesign, Illustrator) and presentation/design tools (Figma, Keynote, etc.)
  • Strong understanding of ecommerce best practices and performance-driven creative
  • Excellent communication, organizational, and project management skills
Bonus Points If You...
  • Have a passion for men's style, tailoring, and occasion-based dressing
  • Appreciate classic design with a modern sensibility
  • Thrive in a fast-paced, entrepreneurial environment where resourcefulness and agility are essential
Why You'll Love This Role

This isn't a production-only creative position.

You'll be a key steward of the brand-shaping how The Tie Bar shows up across ecommerce, retail, and marketing while leading and developing a small, high-performing creative team. You'll own projects from concept through production, bridging digital and physical brand experiences to create a seamless, omnichannel story.

If you're energized by building brands through elevated, conversion-minded creativity, we'd love to meet you.

Who We Are

The Digital Stronghold is a portfolio of five brands spanning performance athletics and everyday style, including Taylor Stitch, The Tie Bar, Boston Scally, Pedal Mafia, and Glade Optics. Each brand has its own loyal community and distinct point of view, and together they cover a broad range of how men live, perform, and dress.

We are creators, builders, and collaborators. We believe in design-led thinking, thoughtful storytelling, and delivering products and experiences that our consumers truly love.

Our Values
  • Own the Outcome
  • Move with Purpose
  • Speak Truth, Listen Fully
  • Learn and Share
  • Drop the Ego
  • Build for the Long Haul

Location: Chicago, IL (Hybrid) - on-site as needed,, with flexibility for remote work based on business needs

Travel: 10-20% (photoshoots, production, and store visits)

Ready to lead creative that moves a brand forward? Apply today and share your portfolio-we can't wait to see what you'll build.

Employment Type: FULL_TIME

Apply