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Remote Wholesale Footwear Jobs in Chicago, IL (NOW HIRING)

Puma

Account Executive (Remote - Midwest Chicago)

Aurora, IL · On-site +1

$82K - $111K/yr

Manage all aspects of the business for wholesale account list including, but not limited to: * Sell ... footwear and apparel, including competitive brands. * Proficient with Microsoft Office (Outlook ...

All JobsWholesale Footwear JobsRemote Wholesale Footwear JobsRemote Wholesale Footwear Jobs in Chicago, IL

Remote Wholesale Footwear information

See Chicago, IL salary details

$32.5K

$86K

$154.5K

How much do remote wholesale footwear jobs pay per year?

As of Jul 15, 2026, the average yearly pay for remote wholesale footwear in Chicago, IL is $85,998.00, according to ZipRecruiter salary data. Most workers in this role earn between $60,800.00 and $106,100.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Wholesale Footwear Sales Representative, and why are they important?

To excel as a Remote Wholesale Footwear Sales Representative, you need strong sales acumen, product knowledge, and experience in B2B wholesale, often supported by a background in retail or business administration. Familiarity with CRM software, e-commerce platforms, and order management systems is typically required. Outstanding communication, relationship-building, and self-motivation are essential soft skills for managing client accounts remotely and driving sales growth. These competencies ensure effective client outreach, seamless order processing, and sustained business development in a competitive, remote-driven market.

What are the main challenges faced by remote wholesale footwear professionals, and how can they be addressed?

Remote wholesale footwear professionals often face challenges related to maintaining strong relationships with retailers and suppliers without face-to-face interaction. They must also stay updated on inventory, product trends, and logistics while managing communications across different time zones. To address these challenges, leveraging digital sales tools, participating in virtual trade shows, and scheduling regular video calls can help build trust and ensure clear communication. Staying organized and proactive in follow-ups is also key to success in this role.

What is the difference between Remote Wholesale Footwear vs Remote Footwear Sales Representative?

AspectRemote Wholesale FootwearRemote Footwear Sales Representative
Primary RoleManaging wholesale footwear accounts, sourcing products, and building partnerships with retailersSelling footwear directly to consumers or retail stores, focusing on individual sales
Work EnvironmentMostly independent, coordinating with manufacturers and retailers remotelyRemote sales activities, client meetings, and product presentations
Required CredentialsKnowledge of footwear industry, sales experience, possibly wholesale licensingSales skills, footwear product knowledge, customer relationship management

Remote Wholesale Footwear involves managing wholesale accounts and sourcing products, while Remote Footwear Sales Representatives focus on direct sales to consumers or retail stores. Both roles require footwear industry knowledge and sales skills but differ in their target clients and daily activities.

What is a Remote Wholesale Footwear job?

A Remote Wholesale Footwear job involves selling footwear products in bulk to retailers, distributors, or other businesses, all while working from a remote location. Professionals in this role connect with buyers, negotiate deals, manage orders, and maintain client relationships virtually. They often analyze market trends, coordinate with manufacturers, and ensure timely delivery of products. This position requires strong communication, sales, and organizational skills, as well as knowledge of the footwear industry.
What are the most commonly searched types of Wholesale Footwear jobs in Chicago, IL? The most popular types of Wholesale Footwear jobs in Chicago, IL are:
What are popular job titles related to Remote Wholesale Footwear jobs in Chicago, IL? For Remote Wholesale Footwear jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Wholesale Footwear jobs in Chicago, IL look for? The top searched job categories for Remote Wholesale Footwear jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Wholesale Footwear jobs? Cities near Chicago, IL with the most Remote Wholesale Footwear job openings:
Remote Wholesale Footwear jobs near you
Infographic showing various Remote Wholesale Footwear job openings in Chicago, IL as of July 2026, with employment types broken down into 1% Locum Tenens, 62% Full Time, 35% Part Time, 1% Contract, and 1% Nights. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $85,998 per year, or $41.3 per hour.
Wholesale Territory Manager - Midwest

Wholesale Territory Manager - Midwest

Huckberry

Chicago, IL • Remote

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 5 days ago

Job description

Huckberry is an outdoor lifestyle brand built on the belief that adventure should be accessible, stylish, and built to last. We curate the world's best gear, apparel, and footwear-and now we're bringing that same obsession with quality and craft to wholesale retail partners across the country.  Our Wholesale team is growing, and we need a driven, people-first Territory Manager to expand our footprint and elevate the Huckberry experience at every single point of sale.

This isn't an order-writing desk job. As the face of Huckberry across the Midwest, you'll operate at the high-octane intersection of sales, education, and brand building. You will spend significant time in the field managing national accounts, running product knowledge sessions, building killer visual displays, and scouting the next great independent accounts to join the family.  Based in Chicago, you'll split time between your remote home office and Huckberry's local retail store-your basecamp for account meetings and market weeks.

In this position, you will report to the VP of Wholesale.

Responsibilities
  • Account Management & Visual Merchandising
    • Act as the primary field contact for national and regional accounts, executing strategic call cycles using an A/B/C prioritization framework
    • Partner with buyers to plan and execute seasonal floor sets, fixture updates, and strict Huckberry visual merchandising standards
    • Analyze sell-through data to flag risks early and unlock high-impact replenishment opportunities
  • Brand Evangelism & Product Training
    • Deliver engaging, brand-consistent product knowledge (PK) training sessions to retail staffs, tailoring your approach to account sizes and product categories
    • Master Huckberry's product stories, materials, and use cases to build authentic enthusiasm with store crews and managers
  • Territory Growth & Operations
    • Prospect, pitch, and open promising new independent and regional wholesale accounts across the Midwest retail landscape
    • Collaborate directly with the Director of Wholesale to set territory-specific targets and develop strategies to smash them
    • Conceptualize and execute high-energy in-store events, trunk shows, and local activations that drive traffic and clear ROI
    • Own weekly CRM field reporting, territory plans, quarterly business reviews, and travel budget efficiency

Requirements

  • 3-5+ years of experience in field sales, territory management, or retail leadership-ideally within the apparel, footwear, outdoor, or lifestyle sectors
  • A proven track record of opening new accounts, managing pipeline accounts, and driving territory sales growth
  • Experience running product training for retail staff or working within national account field structures
  • Established relationships within the Midwest specialty or independent retail community is a major plus

Skills & Competencies

  • Natural Connector: Instantly builds relationships with everyone from sales floor associates to corporate regional buyers
  • Dynamic Presenter: Comfortable commanding a room of 20 retail staff or leading a 1-on-1 pitch with a boutique owner
  • Retail Literacy: Deep understanding of floor merchandising, sell-through dynamics, and managing a territory like your own business
  • Road-Ready: Valid driver's license and a genuine willingness to travel extensively (50-70%) across the territory
  • Tech Savvy: Proficient in CRM platforms (Salesforce, HubSpot, or similar) and Google Workspace or Microsoft Office.

Benefits

  • Competitive base salary + performance-based bonus / commission structure
  • Car allowance or mileage reimbursement + full travel expense coverage for the open road
  • Medical, Dental, Vision benefits
  • 401(k) and employer match
  • Annual Huckberry shopping credits
  • Paid Sabbatical leave at 4 years
  • Mental health resources
  • Paid Parental Leave
  • Paid Vacation & Paid Sick Leave
  • Volunteer Time Off
  • Generous employee discount
  • WFH flexibility
  • Annual offsites
Company Description

Huckberry is the ultimate one-stop men's shop for discovering the best gear and threads. Over a million guys trust us as their go-to resource for their closet, adventure inspiration, and a whole lot more. We were named one of IAB's most disruptive consumer brands, and we've collaborated with everyone from Matthew McConaughey and Leon Bridges to brands like Lululemon, Tacoma, and Coors. We look forward to meeting you.

Want to get to know us better? Check out our:

  • Journal: http://huckberry.com/blog
  • Youtube: https://www.youtube.com/@Huckberryco
  • Instagram: http://instagram.com/huckberry

Huckberry encourages candidates of all different backgrounds and identities to apply. We are always eager to further diversify our company, and we are committed to providing an inclusive environment of mutual respect where all can flourish. All of our employment decisions are based solely on merit and business need.

Apply