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Outside Sales Representative

Job in Town of Texas, Wisconsin, USA
Listing for: Whip Around
Contract position
Listed on 2026-01-12
Job specializations:
  • Sales
    Outside Sales, Sales Representative
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below
Position: Outside Sales Representative (1099 Contractor)
Location: Town of Texas

Outside Sales Representative (1099 Contractor)

As a 1099 Outside Sales Representative, you will operate as an independent contractor responsible for driving new business within your territory. This commission-based role is suited for motivated, entrepreneurial individuals who thrive in a high-energy, target-driven environment. You’ll have the freedom to shape your own schedule and income potential while representing a leading-edge solution in the fleet management space. Contractors are responsible for their own expenses, including transportation, communication, and work-related equipment.

You’ll focus on building relationships, showcasing Whip Around's value, and closing deals with small to mid-sized businesses.

Responsibilities
  • Identify and target prospects:
    Build a pipeline by identifying potential customers within your assigned territory (Charlotte, Florida, Texas).
  • Drive sales activities:
    Conduct face-to-face meetings, presentations, and product demonstrations to highlight Whip Around's value proposition.
  • Close deals:
    Collaborate with internal teams to manage the sales cycle and finalize contracts, earning commissions for closed deals.
  • Build relationships:
    Foster strong, long-term relationships with prospects and customers to promote referrals and repeat business.
  • Track sales performance:
    Utilize provided tools and resources to monitor performance metrics and sales activities.
  • Stay informed:
    Maintain a thorough understanding of Whip Around's offerings and the competitive landscape to effectively address customer pain points.
Requirements
  • Proven experience in outside sales or a similar commission-based role.
  • Entrepreneurial mindset with a hunter's mentality.
  • Exceptional communication, negotiation, and relationship-building skills.
  • Ability to manage time effectively and prioritize tasks in a remote, self-directed environment.
  • Confidence in handling objections and overcoming challenges.
  • Experience in fleet management or transportation sectors is a plus.

We participate in E‑Verify and will verify employment eligibility via Form I‑9. The notice of E‑Verify Participation and Right to Work posters can be found here.

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