Lead, Districts Sales & Partnerships

LEAD, DISTRICT SALES & PARTNERSHIPS

Building trust, momentum, and revenue with school systems

Help us bring future-ready guidance to more classrooms.

Hope Street Group is a national nonprofit building the future of career guidance for students — powered by AI and grounded in real classrooms. Through our platform, students explore careers, test pathways, and begin planning what comes next.

As demand for our work grows, so does the need for thoughtful, effective sales into school districts. We are hiring a Lead District Sales & Partnerships role to help turn strong interest into lasting district relationships — and to do so in a way that respects how education systems actually work.

This is a sales role for someone who believes that the best deals are built on trust, listening, and long-term alignment — not pressure or volume.

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THE ROLE

This role sits at the intersection of relationship-building, strategy, and execution. You will be responsible for moving districts from early interest to pilots to paid partnerships — while helping us learn, iterate, and refine our sales approach along the way.

You will be actively selling: leading calls, running follow-ups, navigating systems, and building momentum. At the same time, you’ll help shape how we sell — testing approaches, adapting to different district contexts, and feeding insight back into the organization.

This is a role for someone who enjoys being close to the work and close to the customer — and who thrives in environments where the playbook is still being written.

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WHAT YOU’LL DO

Own District Sales Conversations

• Lead sales conversations with district leaders, CTE directors, and administrators
• Build authentic rapport quickly and maintain relationships over time
• Understand district needs, constraints, and priorities — and respond accordingly

Navigate Complex Sales Cycles

• Guide districts through pilots, evaluations, and purchasing decisions
• Work within district budgeting cycles, procurement processes, and approval structures
• Identify decision-makers, champions, and blockers — and engage them thoughtfully

Execute and Iterate

• Run discovery calls, demos, follow-ups, and ongoing partnership conversations
• Balance persistence with professionalism and respect
• Track what’s working, what’s not, and help refine our sales motion

Collaborate Internally

• Work closely with Growth, Product, and Program teammates
• Share field insights that inform messaging, materials, and product decisions
• Help shape district-facing resources based on real conversations

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WHO YOU ARE

• A natural relationship-builder — people tend to trust you quickly
• Highly empathetic, socially intuitive, and energized by conversation
• Comfortable owning sales conversations end-to-end
• Experienced in enterprise or complex sales, ideally in K–12 or edtech
• Fluent in how school districts operate, while knowing each one is different
• Comfortable working without a rigid script or perfect information
• Motivated by work that blends revenue, impact, and long-term relationships

Bonus (not required, but highly preferred):

• Direct experience selling into K–12 school districts

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WHY THIS ROLE

• You’ll help shape the sales motion of a growing national platform
• You’ll sell something districts genuinely need — and are asking for
• You’ll have real ownership, not just a quota
• You’ll work closely with a small, thoughtful team building for long-term public impact

If this role sounds like how you naturally work — we’d love to talk.

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OUR VALUES

Our work is grounded in four core values. These aren’t slogans — they guide how we build, collaborate, and make decisions every day.

Inclusivity

We believe every student—regardless of background, identity, or zipcode—deserves access to meaningful career exploration. We design experiences where students feel seen, supported, and empowered. Internally, we build a team culture where all voices matter and belonging is a priority, not a perk.

Inspiration

We want students to feel something when they use our quests: excitement, possibility, confidence, creativity. Inspiration begins with us. We approach our work with optimism, storytelling, and purpose, creating learning experiences that spark imagination and open doors.

Curiosity

We are learners first. We experiment, ask questions, seek feedback, and explore what’s possible with emerging technologies. Innovation is born from curiosity—and we aim to model that spirit for the students and teachers we serve.

Ambition

We carry a healthy, mission-driven ambition. We aim to create the highest-quality career learning experiences in the country. We take bold bets on behalf of students and educators while staying grounded in the realities of the classroom. Our ambition is paired with humility, accountability, and care.

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BENEFITS AND PERKS

Working with us means joining a mission-driven team where people feel supported, trusted, and excited to come to work. We prioritize impact without burnout—for employees and for students.

Flexible PTO

Take time when you need it. We trust our team to balance rest and responsibility, and we support taking real breaks to recharge.

Competitive Medical & Dental Plans

High-quality medical and dental insurance options to support your health and peace of mind.

403(b) Retirement Plan With Matching

As a nonprofit, we offer a 403(b) program with employer matching—your future matters to us.

Great Coworkers & Fun Team Events

We’re building something meaningful together. Expect a collaborative, supportive team, and opportunities to connect in energizing ways.

A Culture of Creating Value Without Burnout

We move fast, but we don’t burn people out. We believe exceptional work comes from clarity, focus, and sustainable pace—not cycles of exhaustion.

Make Life-Changing Impact for Students

Everything you build here directly supports real high school students discovering careers, building skills, and seeing their future in a new light.