Account Executive

About the role

Kaleidoscope is a Public Benefit Corporation that provides full-lifecycle scholarship infrastructure - everything organizations need to design, manage, and fund scholarship programs from start to finish. We’ve facilitated over $1 billion in scholarships through more than 450 organizations, serving 2 million+ learners across thousands of programs.

Our customers include national foundations, corporations, associations, and nonprofits that fund scholarships and want modern technology, managed services, and a partner that takes their mission as seriously as they do. The scholarship market is growing and evolving, and we’re building the team to lead it.

Responsibilities

• Own the full sales cycle from prospecting through close. You are responsible for building and managing your own pipeline.
• Identify and engage organizations aligned tightly with our ICP that fund scholarship programs through research, outreach, networking, and creative demand generation.
• Run consultative discovery that uncovers how administrators currently manage scholarships, help identify gaps and opportunities to get more in hands of applicants.
• Deliver tailored demos that connect Kaleidoscope’s platform to the prospect’s specific mission, programs, and needs.
• Navigate multi-stakeholder sales cycles involving executive leadership, program staff, finance, and legal.
• Use AI tools and automation to work smarter - from prospecting research and outreach personalization to meeting prep and follow-up. We expect you to be building and refining your own workflows, not waiting for someone to hand you a playbook.
• Maintain rigorous pipeline hygiene - accurate stages, current next steps, honest forecasting.
• Collaborate with Customer Success to ensure smooth onboarding and identify expansion opportunities.
• Contribute market intelligence from your conversations - competitive insights, segment patterns, and product feedback that makes the whole team sharper.

Requirements

• 1–3 years in a SaaS sales or business development role. You may be a top-performing BDR/SDR ready for your first closing role, or an early-career AE looking for more ownership.
• You create demand, not just respond to it. Outbound prospecting and building energizes you.
• Tech-fluent. You use AI tools in your daily work - for research, writing, prioritization, or workflow automation - and you’re always looking for the next edge. You don’t need to be technical, but you think in systems and look for ways to make yourself more effective.
• Consultative seller. You lead with curiosity, ask sharp questions, and build trust before pitching.
• Comfortable in a complex sale with multiple decision-makers and longer cycles.
• Data-driven. You use pipeline data, engagement signals, and account research to prioritize where you spend your time - not gut feel alone.
• Disciplined about pipeline management. A clean CRM and honest forecast are how you and your team make good decisions.
• Resourceful and self-directed. You figure things out. When something isn’t working, you diagnose it, adjust, and move - you don’t wait for instructions.
• Coachable and competitive. You want direct feedback, you want to learn the space deeply, and you want to create your own success.
• Motivated by mission. You don’t need to come from education or scholarships - but you need to care about the work. Our customers are funding the next generation of learners, and you’re helping them do it better with software.

Qualifications

• Experience selling to nonprofits, foundations, or mission-driven organizations.
• Familiarity with scholarship management, education technology, or the philanthropy space.
• Hands-on experience with AI-powered sales tools -d prospecting platforms, enrichment tools, outbound automation, AI writing assistants, or similar.
• Experience with Salesforce, engagement tools, and/or CRM-integrated engagement tools.
• Comfort building or improving your own workflows and processes rather than relying on existing infrastructure.

Skills

• Outbound prospecting and building energizing.
• Tech fluency with AI tools.
• Consultative selling approach.
• Ability to navigate multi-stakeholder sales cycles.
• Data-driven pipeline management.
• Self-directed and resourceful.
• Passion for mission-driven work.

Benefits

• Competitive base salary plus variable compensation tied to performance.
• Equity option grants.
• Medical, dental, and vision benefits.
• 401(k) with company match.
• Flexible PTO.

Pay

Base + Variable = $90,000 to $120,000 OTE based on experience

Schedule

Hybrid or Remote