Sales Representative Outside Sales

Position: Outside Sales Representative
Location: State of Virginia
Compensation: $50K Base Residual Commissions Bonuses
Job Type: Full-Time

Position Overview

We are seeking a motivated Outside Sales Representative to identify and secure underutilized commercial, restaurant, bar, lounge, retail, and vacant spaces throughout Virginia.

The ideal candidate is a self-starter with strong relationship-building skills, a hunter mentality, and the ability to recognize spaces that can be transformed into productive business opportunities. Target spaces typically range from approximately 650 square feet to 4,000 square feet.

This role is ideal for someone who is comfortable making cold calls, visiting businesses in person, speaking with owners and decision-makers, and helping property owners and business owners understand how Gen Y Capital can turn underutilized space into revenue.

In addition to sales and site acquisition, this person will also assist with project management and help coordinate the tasks needed to get approved sites open and operational.

Key Responsibilities

• Prospect for new location opportunities throughout Virginia

• Identify underutilized space within restaurants, bars, lounges, retail centers, commercial properties, and vacant buildings

• Build relationships with property owners, business owners, landlords, brokers, leasing agents, and property managers

• Make outbound calls, send follow-up emails, and conduct in-person visits

• Conduct site evaluations and determine basic location suitability

• Present opportunities that create additional revenue for property owners and business owners

• Negotiate lease agreements, occupancy terms, and business terms

• Gather basic location information and submit opportunities for internal approval

• Maintain an active sales pipeline using CRM tools

• Keep accurate notes, follow-ups, and deal updates in the company CRM

• Coordinate with internal teams through site acquisition, project management, and project launch

• Assist with project management tasks required to get new sites open

• Help coordinate vendors, contractors, documentation, timelines, and follow-ups as needed

• Research properties and municipalities where zoning and location criteria align with the company’s business model

Performance Expectations

Success in this role requires consistent outbound activity, strong follow-up, and the ability to convert conversations into qualified opportunities and signed agreements.

Expected activity may include:

• High-volume outbound calls to targeted establishments and property owners

• Regular in-person visits to prospective locations throughout Virginia

• Weekly conversations with qualified decision-makers

• Consistent CRM updates and follow-up documentation

• A target of securing approximately 1–2 qualified signed agreements per month

Qualifications

• Proven experience in outside sales, business development, territory development, or commercial leasing

• Commercial real estate or leasing experience is a strong plus

• Experience working with hospitality venues, retail properties, restaurants, bars, lounges, or entertainment businesses preferred

• Strong negotiation, communication, and closing skills

• Skilled at talking with business owners and helping them understand how to turn underutilized space into revenue by working with Gen Y Capital

• Ability to build trust, gain buy-in, and influence decision-makers without using high-pressure sales tactics

• Self-motivated, organized, persistent, and able to work independently

• Comfortable with cold calling, in-person outreach, and consistent follow-up

• Ability to understand basic lease terms and commercial real estate concepts

• Strong computer skills, including HubSpot, Google Workspace, ClickUp, and the ability to quickly learn new software and business applications

• Reliable transportation and willingness to travel throughout the state of Virginia is a must

• Professional, reliable, and able to represent Gen Y Capital well

Ideal Candidate Traits

• Possesses a hunter mentality with strong closing ability

• Confident speaking with business owners, executives, landlords, and brokers

• Entrepreneurial and highly independent

• Skilled at identifying underutilized retail, commercial, restaurant, bar, lounge, or build-out space opportunities

• Enjoys building long-term business relationships

• Comfortable working in a performance-driven environment

• Highly organized and disciplined with follow-up

• Able to recognize location potential and think creatively about how space can be used

• Willing to roll up their sleeves and help move projects from signed agreement to open location

Compensation

• $50K base salary residual commissions bonuses

• First-year OTE: $100K

• Second-year earning potential: $175K

• Third-year earning potential: $250K

• Mileage reimbursement or vehicle allowance

• Expense account

• Growth opportunities within an expanding company