Outside Sales Representative - Remote - Chicago Market And Surrounding Midwest Region

About Arch Promo GroupArch Promo Group is a fast-paced, growth-driven promotional products company, uniting leading brands under one umbrella. We deliver creative, high-quality branded merchandise solutions to our clients nationwide. Our culture is entrepreneurial, team-oriented, and focused on driving results through collaboration and innovation.

Position SummaryWe are seeking experienced and motivated Territory Sales Managers to join our expanding team. This role is responsible for building and developing new business within assigned territories, cross-selling across Arch Promo Group brands, and driving revenue growth. This is a hunter role focused on creating new opportunities-not simply managing existing accounts.

Candidates must have prior experience in the promotional products industry to be considered.

This role is based in the Chicago market, and candidates must currently reside in the Chicago area. Regular travel throughout the Midwest territory is required.

Success in this role is guided by our core values: Listen First, Do the Right Thing, Excellence in All We Do, One Team Committed to One Another & Our Customers, and an Entrepreneurial approach. Strong communication, active listening, problem-solving, leadership, organization, and a collaborative, flexible mindset are essential for thriving in this role.

Key Territories/Pay

• Chicago market and surrounding Midwest region

• Compensation is based on experience and open to negotiation, with a highly competitive structure designed to reward performance. This includes:

  • Aggressive base salary
  • Uncapped commission and bonus opportunities
  • Earning potential that is competitive with-or exceeds-industry standards

Responsibilities

• Proactively identify, prospect, and close new business opportunities in assigned territory.
• Build strong client relationships through consultative selling, product knowledge, and solution-driven approaches.
• Leverage Arch Promo Group's portfolio of brands to cross-sell and expand client programs.
• Manage the entire sales cycle, from lead generation to contract negotiation and closing.
• Maintain accurate sales pipeline and reporting in CRM (HubSpot experience strongly preferred).
• Collaborate with inside sales, marketing, and product teams to deliver exceptional client experiences.
• Meet and exceed revenue and activity goals aligned with company growth objectives.

Qualifications

• Minimum 5 years of outside sales experience in the promotional products industry.
• Proven track record of success in new business development and territory growth.
• Strong familiarity with CRM systems; HubSpot experience preferred.
• Self-starter with an entrepreneurial mindset and drive to succeed in a competitive market.
• Excellent communication, presentation, and negotiation skills.
• Ability to travel within assigned territory as needed.

Why Join Arch Promo Group?

• Opportunity to represent multiple leading brands under one group.
• Fast-paced, high-growth environment with strong leadership support.
• Competitive compensation package with base salary, commission, and benefits.
• Collaborative culture focused on professional development and success.

We are an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.