Outside Sales Representative

Freelance Outside Sales Representative

Join a fast-growing technology-driven company in the on-demand delivery and local commerce industry as a freelance Outside Sales professional. In this role, you will help expand our merchant network across Ohio by building relationships with local restaurants and small businesses, with a strong focus on emerging and underpenetrated markets around Columbus. We are looking for a driven, entrepreneurial Outside Sales specialist who can manage a high-velocity, transactional sales cycle. You will spend most of your time in the field, meeting owners face-to-face, presenting our value proposition, and closing new merchant partnerships that drive mutual long-term growth.

Key Responsibilities:

• Prospect, qualify, and close new restaurant and small business partnerships within your assigned Ohio territory, with emphasis on Columbus and surrounding emerging markets.
• Conduct in-person meetings with owners and key decision-makers to present the platform, articulate ROI, and negotiate partnership terms.
• Drive a fast-paced deal cycle, converting prospects from first contact to signed agreement in days rather than weeks.
• Maintain a strong on-the-ground presence in underpenetrated and rural markets within an approximate 2-hour radius of Columbus.
• Collaborate with a Regional Sales Manager to refine territory strategy, prioritize pipeline, and identify local market opportunities.
• Execute a mix of inside and outside sales tactics, including cold outreach, walk-ins, referrals, and structured follow-ups.
• Accurately document all activities, interactions, and deal stages in the company's CRM and tracking tools.
• Serve as a local brand ambassador, representing the company professionally and nurturing long-term merchant relationships.
• Follow all travel and expense guidelines and maintain compliance with company policies.

Travel Expectations:

Field-based role with frequent travel throughout the assigned territory. Most travel will be within approximately 2 hours of Columbus, OH. Periodic overnight trips and longer driving days (67 hours) or occasional flights may be required. Travel expenses are covered in line with company policies.

Compensation:

Hourly Pay: Fixed hourly compensation with a commission structure. Commission: Additional earnings for each new merchant partnership signed. Earning Potential: Competitive on-target earnings, with uncapped upside based on performance.

About You:

2+ years of successful sales experience, ideally in a closing role with small and medium-sized businesses. Background selling into the restaurant or food & beverage space is strongly preferred. History of exceeding sales targets in a high-activity, field-based or hybrid sales environment. Comfortable with both inside and outside sales approaches, including phone, email, walk-ins, and in-person meetings. Willing and able to travel at least 50% of the time, including longer driving days and occasional overnight trips. Entrepreneurial mindset with the ability to build and refine territory playbooks and prospecting strategies. Strong communication, presentation, and negotiation skills with business owners and senior stakeholders. Highly self-motivated, organized, and disciplined, capable of operating autonomously while managing a robust pipeline. Thrives in a fast-paced environment with evolving priorities and aggressive growth goals.