Outside Sales Representative

Role Summary

As the third member of a growing three-person team, the Outside Sales Representative serves as the critical link between our clients and the physical locations that drive their business. This role exists to secure high-value vending locations and manage the post-sale client journey, ensuring new route owners are successfully onboarded and supported. Success is measured by the volume of signed location agreements, the quality of site placements, and the overall satisfaction of our client base.

Work Setup: Hybrid (Central Florida focus) | Employment Type: Full-time | Seniority Level: Mid-Level

Base salary : $55,000 to $60,000 depending on experience, plus a performance bonus tied to the locations you sign. On-target earnings of $75,000 to $85,000. W2, salaried.

Work Setup & Collaboration

• Hybrid Schedule: Requires a home base in the Orlando or Tampa metro areas for regular in-person collaboration with the founder.
• Travel Requirements: 25% to 50% overnight travel across the Southeast and East Coast to meet decision-makers and scout locations.
• High Autonomy: Operates without a corporate "playbook"; you are expected to manage your own calendar and prioritize tasks based on company goals.
• Direct Impact: Direct reporting line to the owner with a significant voice in shaping company processes as we scale.

What You'll Do

• Own the Client Relationship: Act as the primary point of contact for route owners after their initial purchase, guiding them through site selection and onboarding.
• Secure Prime Locations: Meet with plant managers and facility directors to pitch vending services and secure signed placement agreements.
• Execute Cold Outreach: Dedicate time each week to prospecting through cold calls, walk-ins, and lead lists to maintain a healthy pipeline.
• Coordinate Installations: Bridge the gap between the location and the client by overseeing the logistics of machine placement.
• Solve "Half-Baked" Problems: Take high-level objectives or 60%-complete ideas and independently drive them to 100% completion.
• Build the Infrastructure: Help create the very systems (CRM usage, reporting, workflows) that the company will use as it grows.
• Navigate Ambiguity: Adapt quickly to changing weekly needs, ranging from administrative spreadsheet work to face-to-face negotiations.
• Maintain Ethical Standards: Ensure all client communications are grounded in real data and transparent expectations.

Success Indicators

• Location Acquisition: Consistently meeting monthly targets for signed location agreements.
• Client Onboarding Speed: Reducing the time from initial route purchase to the first machine installation.
• Self-Sourced Pipeline: Generating a steady percentage of new leads through independent prospecting.
• Client Satisfaction: Maintaining high trust and positive feedback from route owners during the critical first 90 days.

Required Qualifications

• 2+ Years of Post-Sale Ownership: Demonstrated experience managing client relationships and "asking for the business" to close deals.
• Small Company Experience: Proven ability to thrive in environments with fewer than 20 employees where support staff and pre-built systems do not exist.
• Demonstrated Risk Tolerance: A professional history that includes startups, commission-heavy roles, or transitioning from stable to unproven environments.
• Prospecting Competency: Experience initiating contact with strangers via cold calling or door-knocking; comfort with rejection is essential.
• Independent Problem Solving: Ability to execute on broad instructions without requiring a step-by-step manual or constant supervision.
• Travel Readiness: Valid driver’s license, a reliable vehicle, and the ability to travel 25-50% of the month overnight.
• Communication: Exceptional verbal skills for building immediate rapport with diverse stakeholders, from corporate executives to facility managers.

Nice to Have

• Experience building or implementing a CRM from scratch.
• Background in logistics, route-based businesses, or industrial sales.
• Residency in the Orlando or Tampa metro area (highly preferred).
• Experience in a "Founding Employee" or early-stage hire capacity.

About the Team/Environment

We are a high-velocity, three-person operation where everyone is a generalist. The environment is low on ceremony and high on accountability; we value outcomes over hours logged. As an early hire, you will have a front-row seat to the scaling of a business and the opportunity to move into sales leadership or operations as we expand.