Sales Development Representative

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.

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.

• 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.

• 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.

• 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.

• 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

• 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