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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 organizations solve operational challenges is a plus.