Sales Development Representative

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 <span data-ccp-parastyle="No Spaci