Sales Development Representative

Townsquare Interactive; Charlotte (NC); On-site; USD 42,000 - 75,000; Full time

Benefits offered by this job

UNCAPPED commissions

3 weeks PTO

9 paid holidays

Volunteer Time Off

Health, Dental, Vision, and Pet Ins.

401(k) with company match

Employee Stock Purchase Plan

Company-provided laptop

Comprehensive training program

Clear paths for advancement

Job summary

Townsquare Interactive is hiring a Sales Development Representative for our Uptown Charlotte office. This role focuses on high-volume outbound outreach to small business owners, qualifying opportunities, and handing off to Account Executives for full demos and closes.

You'll receive hands-on coaching, structured training, and a clear path to grow into a full-cycle sales position, with uncapped commissions and a strong earning potential.

Qualifications

• High-volume outbound calls to small business owners.
• Strong communication and relationship-building skills.
• Willingness to learn and be coached to improve sales results.

Responsibilities

• Make high-volume outbound cold calls to small business owners to generate new sales opportunities
• Confidently engage prospects, overcome objections, and create interest in solutions
• Master sales talk tracks while developing your own conversational selling skills
• Ask discovery questions to uncover business needs and growth opportunities
• Qualify prospects based on need, fit, and readiness to move forward
• Execute warm transfers to Account Executives for live product demonstrations
• Meet and exceed daily, weekly, and monthly activity and performance goals
• Actively seek coaching and feedback to continuously improve sales skills

Skills

Cold calling

Outbound sales

Communication

Coachability

Persistence

Education

BA/BS degree (preferred)

Job description

Sales Development Representative – Townsquare Interactive

Location: In-office role at our Uptown Charlotte office

Launch Your Sales Career. Build your Skills. Unlock Your Potential.

Looking to break into sales and build a career with serious earning potential? At Townsquare Interactive, we're looking for competitive, driven individuals who are ready to put in the work, develop their sales skills, and grow into a full-cycle closing role.

As a Sales Development Representative (SDR), you'll be on the front lines of our sales organization, connecting with small business owners through outbound cold calling, identifying opportunities, and generating interest in our digital marketing and business management solutions.

This is a high-volume, outbound sales role. You won't be waiting for leads to come to you. You'll be responsible for creating opportunities through proactive outreach, persistence, and strong conversations.

Your mission is to engage business owners, uncover their challenges, communicate the value of our solutions, and qualify opportunities for our closing team. Once you've identified a qualified prospect, you'll execute a warm transfer to an Account Executive who will conduct the full demo and close the deal. This role is designed to build the skills, confidence, and sales foundation needed to advance into a full-cycle sales position. You'll receive hands-on coaching, structured training, and real-world experience to prepare you for the next step in your sales career.

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.

What You’ll Do:

Make high-volume outbound cold calls to small business owners to generate new sales opportunities

Confidently engage prospects, overcome initial objections, and create interest in our solutions

Master proven sales talk tracks while developing your own conversational selling skills

Ask thoughtful discovery questions to uncover business needs, challenges, and growth opportunities

Qualify prospects based on need, fit, and readiness to move forward

Execute warm transfers to Account Executives for live product demonstrations

Meet and exceed daily, weekly, and monthly activity and performance goals

Actively seek coaching and feedback to continuously improve your sales skills

What You’ll Bring:

A competitive, goal‑oriented mindset and a strong desire to succeed in sales

Confidence and willingness to pick up the phone and initiate conversations with business owners

Resilience, persistence, and the ability to handle rejection without losing momentum

Strong communication skills and the ability to think on your feet

Coachability, a strong work ethic, and a willingness to be challenged

Motivation to earn uncapped commissions and take ownership of your success

A BA/BS degree (preferred but not required)

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 (your effort = your paycheck)
• 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
• Comprehensive training program to help you master your craft
• Clear paths for advancement—grow your career right here

Ready to Grow Your Career in Sales?

If you’re energized by connecting with business owners, qualifying high-quality leads, and driving new opportunities, we’d love to meet you. Join Townsquare Interactive and be part of a team that’s helping small businesses thrive—while you build a rewarding sales career.

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.