Upsell Sales Specialist

Summary

Join brightwheel as a highly driven, full-cycle sales professional passionate about helping customers succeed with our Experience Curriculum product. You will be responsible for lead generation, sales demos, developing product knowledge, executing sales strategies, building relationships, and tailoring presentations. Success requires strong communication, negotiation, and closing skills, along with a commitment to continuous improvement and acting as a voice of the customer. The role offers competitive earnings with uncapped potential, equity, premium benefits including comprehensive healthcare, generous parental leave, flexible PTO, 401(k), and a wellness stipend. Brightwheel is a fully remote company, providing work-life flexibility.

Requirements

• Be a highly driven, full-cycle sales professional passionate about helping customers succeed
• Be a natural relationship builder who thrives on connecting with people, understanding their needs, and delivering tailored solutions
• Be a strategic thinker, problem-solver, and go-getter who loves a challenge and consistently strives to deliver the best possible product to each customer
• Be deeply committed to making a difference in education and technology
• Thrive in environments where roles, goals, and opportunities are evolving every day

Responsibilities

• Lead Generation & Prospecting: Identify and engage new leads through proactive cold calling, email outreach, texting, and other creative channels. Use your initiative to generate high-quality sales opportunities and build a strong pipeline
• Sales Demos & Presentations: Conduct compelling, high-energy product demos to our existing customers for our Experience Curriculum product that directly address customer pain points and drive action. Present our solutions in a way that resonates with each prospect, overcoming objections, and guiding them through the decision-making process to close deals
• Develop Deep Product Knowledge: Continuously build and maintain an expert-level understanding of our Education Curriculum product, ensuring you can articulate its value in ways that speak to the unique needs of different customer segments
• Execute a Results-Oriented Sales Strategy: Craft and execute a targeted sales strategy that is aligned with our objectives, ensuring consistent performance in exceeding sales targets and contributing to the overall success of the business
• Relationship Building: Establish and nurture relationships with key decision-makers in schools and other organizations. Understand their specific needs and challenges to position our solutions as the best fit
• Customized Sales Presentations: Tailor every presentation to the individual needs of each customer, using active listening and strategic questioning to ensure you are providing a solution that meets their unique requirements
• Negotiation & Closing: Own the entire deal-closing process— your ability to close is essential to your success
• Continuous Improvement: Always be looking for ways to improve the sales demo process, materials, and strategies. Gather feedback from customers and colleagues to enhance effectiveness and conversion rates
• Voice of the Customer: Act as the key voice for our customers within the organization, delivering feedback and insights to Product, Engineering, and other teams to help shape our offerings and improve the customer experience

Benefits

• Competitive Earnings & Uncapped Potential: On-Target Earnings (OTE) are $80,000 in all U.S.-based locations, which includes an annualized base salary of $40,000 (paid hourly) and uncapped variable compensation of $40,000 based on performance. Strong performers have opportunities to unlock base and OTE increases over time
• Equity & Ownership: We believe in empowering our employees as stakeholders in brightwheel’s success. As an equity holder, your financial upside grows alongside the company’s achievements, offering a truly meaningful and compelling long-term opportunity
• Healthcare Coverage: Medical, dental, and vision benefits typically valued at $15,000+, with brightwheel providing high coverage for both employees and families
• Generous Paid Parental Leave for growing families
• Flexible Paid Time Off (PTO) to recharge and relax
• 401(k) Enrollment to help you plan for the future
• Monthly Wellness & Productivity Stipend to support your well-being
• We are a fully remote company, giving you the flexibility to work from where you thrive. Say goodbye to the commuting hassle and reclaim valuable time for what matters most