Outside Sales Account Executive

Outside Sales Account Executive – Townsquare Interactive 

Location: In-office role in our Portland, ME radio market 

Take Your B2B Sales Career to the Next Leve! 

Are you an experienced B2B seller ready to bring your expertise to a high-impact role? At Townsquare Interactive, we’re looking for strong closers who thrive on building relationships, solving real business challenges, and driving revenue growth. If you’re motivated by results, confident in the field, and passionate about helping local businesses succeed—this is your next big opportunity. 

Why Townsquare Interactive? 

We’re on a mission to help small and medium-sized businesses grow and succeed. Our all-in-one business management platform enhances customer flow, while our digital marketing services drive more customers to them—like website design, SEO, social media, and reputation management. We take the stress out of promoting their business so they can focus on what they do best. 

If our name sounds familiar, you may have heard of our parent company Townsquare Media Group. They own over 354 radio stations and more than 400+ local websites in 74 U.S. markets, including Portland.  

What You’ll Do: 

As the local digital expert in our Portland market, you’ll bring our suite of marketing solutions directly to small and mid-sized business owners. You’ll focus on prospecting and closing new business independently, while also partnering with our Townsquare Media Account Executives to expand digital opportunities within their client lists. In this role, you’ll: 

• Prospect and cold call to generate new B2B opportunities in your local territory
• Schedule and lead in-person consultations with business decision-makers
• Deliver customized marketing solutions that address client needs and drive results
• Partner with radio sellers to expand digital revenue within shared client accounts
• Coach and support Account Executives on digital strategy and co-selling best practices
• Set, track, and exceed individual and market sales goals alongside your Sales Director 

Note: No account management responsibilities—our expert onboarding and service teams handle implementation and client support so you can stay focused on closing deals. 

What You’ll Bring: 

• A proven track record of success in B2B sales
• Strong communication, presentation, and consultative selling skills
• High energy, self-motivation, and a results-driven mindset
• Confidence in managing a local territory and closing in-person sales
• Valid driver’s license, auto insurance, and a reliable vehicle (required)
• BA/BS degree (preferred) 

What’s In It for You? 

We know sales is a grind, but the rewards are real. Here’s what you get: 

• Competitive base salary + UNCAPPED commissions
• Monthly car allowance
• 3 weeks PTO + 9 paid holidays (including 2 personal days)
• Volunteer Time Off—give back to your community
• Health, Dental, Vision, and Pet Insurance
• 401(k) with company match + Employee Stock Purchase Plan
• Company-provided laptop. Phone, and hotspot
• Hands-on training and dedicated support from your Sales Director
• Real opportunities for career growth in a fast-moving digital organization 

Ready to Build Your Future? 

If you’re serious about sales and ready to work hard for real rewards, we want to hear from you. Join us at Townsquare Interactive and help small businesses thrive—while you launch the career you’ve been waiting for. 

TOWNSQUARE MEDIA BROADCASTING, LLC MAINTAINS A DRUG-FREE WORKPLACE AND IS AN EQUAL EMPLOYMENT OPPORTUNITY EMPLOYER. APPLICANTS MUST BE ELIGIBLE TO WORK IN THE U.S. 

Townsquare Media provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, or genetics. In addition to federal law requirements, Townsquare Media complies with applicable state and local laws governing nondiscrimination in employment in every location in which the company has facilities. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training. Townsquare Media expressly prohibits any form of workplace harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status. Improper interference with the ability of Townsquare Media’s employees to perform their job duties may result in discipline up to and including discharge. 

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