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Ashton North LLC is hiring : Advertising Sales Representative in Boston

Ashton North LLC is hiring : Advertising Sales Representative in Boston

MediabistroBoston, MA, United States
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Advertising Sales Representative - Boston, MA & Surrounding Areas

Date Posted : September 23, 2025

Location : Greater Boston, MA

Compensation : $85,000 - $95,000 base salary + 50% bonus potential (first two years guaranteed)

Position Type : Full-time

Travel : ~85% (local / regional travel, home-office based)

Relocation : Not offered

Benefits : Comprehensive medical, dental, auto allowance, and more

About the Opportunity

Ashton North is recruiting on behalf of our client, a trusted media advertising leader for over 20 years, that is expanding its Boston sales team. This is a high-earning career path with uncapped commissions, protected territories, and the ability to sell exclusive advertising solutions inside high-traffic DMV offices.

This is an outside direct sales role, ideal for an energetic, driven advertising professional who thrives in-person with clients and knows the Boston market.

What You'll Do

  • Prospect, cold call, and build new client relationships across the Boston territory.
  • Manage and grow an existing account base.
  • Sell innovative advertising solutions, including digital, broadcast, and display media, to small, mid-sized, and large companies.
  • Travel locally (~85%) while working from a home office.
  • Leverage autonomy and protected territories to maximize growth.

What We're Looking For

  • Advertising sales experience in the Boston market is required (radio, TV, digital, print, directory, event, or broadcast).
  • Proven ability to hit and exceed sales targets with strong B2B accomplishments.
  • 10-15+ years' experience preferred (mid-career candidates tend to perform best).
  • High-energy, self-motivated sales professional with excellent presentation and closing skills.
  • Valid driver's license and reliable transportation.
  • Clean driving history - no DWI / DUI within the past 10 years (background checks will be completed).

    • What's Offered

  • Base Salary : $85K-$95K guaranteed (first 2 years).
  • Earning Potential : $150K-$200K+ once established, based on new and renewal billing.
  • Benefits : Full package including medical, dental, incentives, and recognition programs.
  • Territory : Exclusive, protected Boston territory with high-visibility advertising placements.
  • Culture : Long-term stability, with most representatives building 7-20+ year careers here.
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    Is Hiring Advertising • Boston, MA, United States

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