Outside Sales Representative

The Middle Six is an established, locally owned company in the truck equipment industry, seeking an Outside Sales Representative early in their sales career. The role involves generating new business and growing relationships with a diverse customer base including contractors, municipalities, and fleet operators. Responsibilities Prospect and develop new business through calls, emails, site visits, networking, and creative outreach Build and maintain a strong, active sales pipeline Manage daily activity and opportunities within a CRM platform (HubSpot experience is a plus) Meet with customers on-site to understand their needs and recommend solutions Partner with internal sales support who support quoting so you can stay focused on selling Continuously learn the product line and industry to better serve your customers Skills 1–2 years of experience in retail sales, outside sales, or customer-facing roles A “hunter” mentality—self-motivated, persistent, and not afraid of rejection Strong communication skills and a natural ability to build relationships Organized with an understanding of sales pipelines and CRM tools Comfortable working in a fast-paced, ever-changing environment Someone who takes initiative, figures things out, and follows through Ability to stay focused on results, not just activity Work Monday-Friday 8-5, flexible as needed for client and prospect engagement Willingness to learn quickly and adapt Valid Driver's license Drug test and background check Must reside within reasonable driving distance to Alsip and/or Addison IL HubSpot experience is a plus Benefits Health insurance 401k PTO Company Overview The Middle Six exists to redefine and standardize sales. We create sales roadmaps that empower, educate, and engage entire companies. It was founded in 2022, and is headquartered in Milwaukee, Wisconsin, US, with a workforce of 2-10 employees. Its website is