Outside Sales Account Executive Job Winchester area,Virginia USA,Sales

Position Overview

This is a true business development and territory sales role focused on generating new business opportunities and expanding market share throughout the region. The ideal candidate is a self‑starter who enjoys building relationships, prospecting, networking, and helping businesses solve operational challenges through technology.

While existing accounts and opportunities will be available, the majority of this position will focus on developing new business through consultative, business‑to‑business sales efforts.

Responsibilities

Develop and grow business throughout an assigned territory
Prospect and generate new opportunities through cold calling, networking, referrals, and community involvement
Conduct in‑person client meetings and presentations
Identify customer challenges and recommend tailored technology solutions
Build and maintain long‑term relationships with business owners and decision‑makers
Manage opportunities throughout the entire sales cycle from initial contact through close
Cross‑sell additional services including managed print services, document management solutions, VoIP systems, IT services, and connectivity solutions
Maintain accurate pipeline and activity records
Collaborate with leadership and support teams to ensure successful client onboarding and implementation
Represent DDL Business Systems as a trusted advisor within the local business community

Qualifications

Required Qualifications

Minimum of 1 year of business‑to‑business sales experience
Proven ability to prospect and develop new business opportunities
Strong communication and presentation skills
Ability to work independently and manage a sales territory
Valid driver’s license and acceptable driving record
Comfortable conducting in‑person client meetings throughout the assigned territory

Preferred Qualifications

Associate’s degree in Business, Marketing, or a related field
Outside sales or territory sales experience
Experience selling technology, business services, telecommunications, office equipment, managed services, or similar solutions
Experience working directly with business owners and decision‑makers
Background in consultative or solution‑based sales

What We Offer

Base salary of $40,000 - $45,000
Uncapped commission structure
First‑year earning potential of $75,000+
Six‑figure earning potential for top performers
Company‑provided vehicle
Cell phone and laptop
Health insurance benefits
Paid time off
Ongoing sales training and development
Direct access to company leadership
Opportunity to grow with an established and expanding organization

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