Sales Development Representative

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PeopleJoy

Sales Development Representative

Remote, PA
Full Time
Paid
  • Responsibilities

    About Our Mission

    PeopleJoy provides managed education benefits software for employers committed to their people and their purpose.

    As workforce expectations shift toward personalization, continuous skilling, and community, PeopleJoy helps employers meet the moment. We deliver education and student loan benefits as a fully managed service that drives real impact for employees and employers alike.

    About Our Culture

    Our culture is what makes PeopleJoy a great place to do meaningful work. We come from diverse backgrounds and experiences, but we're united by a shared drive to help others and improve lives.

    We:

    • Put customers first and strive to exceed expectations
    • Embrace change and adapt quickly
    • Take accountability for our work and our outcomes
    • Value trust, respect, and follow-through
    • Focus on meaningful results, not just chasing numbers

    Here, you'll find purpose, ownership, and a team that values progress over perfection.

    Our Core Values

    Our values shape our vision, products, culture, and customer success:

    Do Right by Others
    Have people's backs. Be someone others can rely on.

    Improve Every Time
    We don't do the same work the same way twice. We constantly streamline, simplify, and automate so each iteration is faster and better.

    Be All-In — or Be Honest
    We act in the best interest of PeopleJoy's mission and long-term success. We show up fully, take responsibility, and raise our hands early if something feels out of alignment.

    Win Together
    We prioritize team success over individual comfort, take feedback with humility, and step into whatever role helps the team win today.

    Grit
    We commit to long-term goals with resilience and discipline, pushing through obstacles even when progress feels slow.

    About the Opportunity

    As a Sales Development Representative, you'll be on the front lines of PeopleJoy's growth. You'll generate and qualify leads through cold outreach, conferences, and discovery calls, and nurture prospects through the early stages of the sales pipeline.

    Job Details

    • Title: Sales Development Representative
    • Compensation: $80,000–$100,000 OTE, $60K base
    • Reports To: Sales Manager
    • Location: Flexible (remote with in-office presence as needed for special projects, ~2–3 days per month).
    • Job Type: Full-Time
    • Benefits: Medical, Dental, 401(k) match, short- and long-term disability, life insurance

    What Does an SDR at PeopleJoy Do?

    In plain terms, you'll be responsible for:

    • Targeted outbound outreach via phone, email, social media, and conferences
    • Conducting first-call discovery to qualify prospects
    • Reactivating stale or inactive leads
    • Scheduling qualified meetings for sales closers
    • Updating and maintaining our CRM (HubSpot)
    • Building and executing outbound workflows using sales engagement tools

    Additional Notes

    • This role requires attending 6–8 conferences per year
    • Occasional last-minute travel may be required

    This Role Is a Great Fit If You:

    • Have 3+ years of experience in a role that required resilience and persistence in the face of rejection (e.g., sales, athletics, entrepreneurship, performing arts, writing)
    • Are process-driven, organized, and detail-oriented
    • Thrive as a team player (bonus points if you've played a team sport)
    • Bring your own energy and positivity wherever you go
    • Enjoy working with entrepreneurs and navigating ambiguity
    • Are a self-starter who has taught yourself a new skill in the past year
    • Are technically savvy and comfortable with MS Office or Google Workspace
    • Communicate clearly and professionally
    • Have a strong work ethic and follow-through

    What Success Looks Like in This Role

    You're winning when:

    • You consistently generate initial sales meetings
    • CRM notes and action items are logged within 4 hours of meetings
    • Meeting attendees are contacted 24 hours in advance, resulting in virtually zero no-shows
    • Emails are responded to within 4 hours
    • Every deal in the funnel has a clear next action (no stale deals)
    • Weekly success metrics are delivered (# of outreaches, meetings set, follow-ups)
    • You've built automated outreach processes across the funnel
    • Nothing slips through the cracks — you deliver exactly what you commit to

    If this sounds like the kind of role where you'd thrive, we'd love to hear from you.