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Remote Styling Jobs in Chicago, IL (NOW HIRING)

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 ...

Remote Styling information

See Chicago, IL salary details

$13

$17

$21

How much do remote styling jobs pay per hour?

As of Jul 27, 2026, the average hourly pay for remote styling in Chicago, IL is $17.47, according to ZipRecruiter salary data. Most workers in this role earn between $14.86 and $19.33 per hour, depending on experience, location, and employer.

What is a remote stylist?

A remote stylist is a professional who provides fashion advice, wardrobe planning, and personal styling services to clients through digital platforms rather than in-person sessions. They may use video calls, emails, or online chat to understand a client's preferences, body type, and style goals, then recommend clothing and accessories that suit their needs. Remote stylists often work for online fashion retailers, subscription box companies, or as independent consultants, helping clients build confidence and curate their wardrobes from the comfort of their own homes.

How does a remote styling professional typically collaborate with clients and team members to deliver personalized fashion recommendations?

Remote styling professionals use a combination of virtual tools—such as video calls, online questionnaires, and digital mood boards—to understand client preferences and share personalized outfit suggestions. Collaboration with clients often involves regular check-ins to refine style choices and ensure satisfaction. Additionally, remote stylists work closely with merchandising teams to stay updated on inventory and with marketing teams to align on brand messaging. Strong communication and adaptability are key to building trust and delivering an exceptional remote styling experience.

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 strong understanding of fashion trends, garment fit, and styling principles, often backed by experience or education in fashion or merchandising. Familiarity with digital communication platforms, virtual styling tools, and e-commerce systems is typically required. Excellent interpersonal skills, creativity, and the ability to communicate style advice clearly help build trust and rapport with clients remotely. These competencies are essential for delivering personalized styling services, ensuring customer satisfaction, and driving repeat business in a virtual environment.

What is the difference between Remote Styling vs Remote Fashion Consultant?

AspectRemote StylingRemote Fashion Consultant
CredentialsFashion or styling certifications, portfolioFashion knowledge, styling experience, certifications optional
Work EnvironmentOnline platform, client meetings virtuallyOnline consultations, client wardrobe analysis
Industry UsageFashion retail, personal styling servicesFashion industry, personal and corporate styling
Search & ComparisonOften compared for personal styling rolesRelated but broader styling services

Remote Styling focuses on creating outfits and fashion looks for clients, often involving personal wardrobe curation. Remote Fashion Consultant offers broader advice on fashion trends, wardrobe planning, and styling strategies. While both roles require fashion knowledge and online communication, Remote Styling is more about outfit creation, whereas Remote Fashion Consulting covers overall fashion guidance.

What are the most commonly searched types of Styling jobs in Chicago, IL? The most popular types of Styling jobs in Chicago, IL are:
What are popular job titles related to Remote Styling jobs in Chicago, IL? For Remote Styling jobs in Chicago, IL, the most frequently searched job titles are:
What cities near Chicago, IL are hiring for Remote Styling jobs? Cities near Chicago, IL with the most Remote Styling job openings:
Infographic showing various Remote Styling job openings in Chicago, IL as of July 2026, with employment types broken down into 50% Full Time, and 50% Contract. Highlights an 100% Remote job distribution, with an average salary of $36,341 per year, or $17.5 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