Sales Development Representative

Apply Description Your Strengths You are energized by connecting with people and starting conversations. You enjoy uncovering challenges, building relationships, and helping others discover solutions that genuinely make their work easier. You are proactive and resilient. You’re comfortable reaching out, hearing “not right now,” and continuing forward with positivity and persistence. You communicate clearly and confidently. Whether through email, phone, or LinkedIn, you know how to engage people in a professional and authentic way. You are naturally curious. You ask thoughtful questions to understand a prospect’s goals, challenges, and operational realities. You are goal-oriented and self-driven. You enjoy working toward measurable targets and continuously improving your approach. You thrive in collaboration. You work closely with Account Executives and the broader Sales team because you understand that strong pipeline generation is a team effort. What You’ll Do Prospecting & Lead Generation Identify and engage prospective school district leaders through outbound calls, emails, social outreach, and other strategic prospecting efforts. Build pipeline by generating new opportunities for the sales team across assigned territories and campaigns. Research school districts, staffing trends, and organizational needs to personalize outreach and improve engagement. Maintain a consistent cadence of outreach activities while balancing quality and efficiency. Lead Qualification & Discovery Conduct discovery conversations to understand prospect needs, challenges, and fit for Red Rover’s solutions. Ask thoughtful questions that uncover operational pain points and opportunities for improvement. Qualify inbound and outbound leads based on established criteria and sales priorities. Effectively communicate Red Rover’s value proposition in a way that resonates with K–12 education professionals. Sales Team Collaboration Partner closely with Account Executives and sales leadership to align prospecting efforts with territory goals and pipeline strategy. Coordinate smooth handoffs of qualified opportunities to the sales team. Share prospect insights, market feedback, and common objections to help improve messaging and outreach strategies. Participate in team meetings, coaching sessions, and collaborative sales initiatives. CRM & Pipeline Management Maintain accurate and organized records of prospect activity, conversations, and follow-up tasks within HubSpot. Track outreach effectiveness and contribute to improving prospecting workflows and processes. Help ensure pipeline visibility and forecasting accuracy through disciplined CRM management. Continuous Learning & Market Awareness Stay informed on K–12 education trends, staffing challenges, and the competitive landscape. Continuously develop product knowledge and understanding of school district operational needs. Refine outreach messaging and communication approaches through coaching, feedback, and ongoing learning Requirements Strong communication and interpersonal skills with the ability to build rapport quickly. A proactive, goal-oriented mindset with strong follow-through and persistence. Strong problem-solving and critical-thinking abilities. Comfort initiating conversations and engaging prospective customers. Ability to work independently in a remote environment while collaborating effectively with a team. Highly organized with strong attention to detail. Experience with CRM systems such as HubSpot is a plus. Experience in sales, customer service, recruiting, or other relationship-focused roles is helpful but not required Interest in education, technology, or helping education solve operational challenges is a plus