Outside Sales Representative (1099 Contractor)
About Whip Around
Whip Around was founded in 2016 to help freight companies in New Zealand replace their paper-based compliance processes. After seeing the time savings for fleet managers, the company expanded to the U.S. market within a year. Today, Whip Around serves customers across the U.S. and globally.
Success in the Role
As a 1099 Outside Sales Representative, you will work as an independent contractor, driving new business within your territory. This commission-based role is ideal for motivated, entrepreneurial individuals who thrive in a high-energy, target-driven environment. You’ll have the freedom to shape your schedule and income potential while representing a leading fleet management solution. Contractors cover their own expenses, including transportation, communication, and work-related equipment.
Responsibilities
- Identify and target prospects within your assigned territory (Charlotte, Florida, Texas).
- Build a robust pipeline of potential customers.
- Conduct face-to-face meetings, presentations, and product demonstrations to showcase Whip Around’s value.
- Close deals by collaborating with internal teams to manage the sales cycle and finalize contracts.
- Foster strong, long-term relationships with prospects and customers to promote referrals and repeat business.
- Track sales performance using provided tools and resources.
- Maintain a thorough understanding of Whip Around’s offerings and the competitive landscape to 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 verify employment eligibility via Form I-9.