Ashton North LLC
Ashton North LLC is hiring: Advertising Sales Representative in Boston
Ashton North LLC, Boston, MA, US, 02298
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
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.
- 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).
- 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.