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Upsell Sales Specialist, Education

Who you are

We are looking for a highly driven, full-cycle sales professional who is passionate about helping our customers succeed by selling our Experience Curriculum product. You are a natural relationship builder—someone who thrives on connecting with people, understanding their needs, and delivering tailored solutions. You’re excited to spend your day engaging with customers over Zoom and phone calls, guiding them through the entire sales process from prospecting to closing.


You’re a strategic thinker, problem-solver, and go-getter who loves a challenge and consistently strives to deliver the best possible product to each customer. Your curiosity drives you to learn quickly and adapt, ensuring you always stay ahead of the curve in a fast-paced, dynamic environment.


You’re not just passionate about sales; you’re deeply committed to making a difference in education and technology. Working at a rapidly growing startup excites you because you thrive in environments where roles, goals, and opportunities are evolving every day. If you're ready to take ownership of your success and play a key role in our growth, we want you on our team!


What you’ll do
  • 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.


$80,000 - $80,000 a year
At brightwheel, we believe in rewarding strong performance and ensuring our team members thrive both professionally and personally. Our compensation package is designed to recognize team members who make it happen, delivering value for our customers and achieving extraordinary results.

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.

Premium Benefits & Wellness Support:
We want our team members and their families to thrive. We support this through:
- 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

Work-Life Flexibility:
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.
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Average salary estimate

$80000 / YEARLY (est.)
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$80000K
$80000K

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What You Should Know About Upsell Sales Specialist, Education, Brightwheel

At brightwheel, we are on the lookout for an enthusiastic Upsell Sales Specialist in Education who is eager to help our customers embrace the power of our Experience Curriculum product. In this fully remote role, you'll be the key to building relationships and facilitating growth, using your proactive approach to engage new leads through various outreach channels. Jumping on Zoom calls and making phone connections will allow you to conduct lively sales demos, showcasing how our solution can directly address customer challenges. Your innate curiosity and strategic thinking will help you adapt quickly in our dynamic environment, ensuring you're always ahead of the game. As you refine your product knowledge, you'll tailor your presentations to meet the unique needs of each customer, guiding them smoothly through the sales process. Your negotiation skills will be crucial in closing deals while maintaining strong relationships with decision-makers in schools and organizations. At brightwheel, we value continuous improvement. Your feedback will act as the voice of the customer within the organization, directly influencing how we enhance our offerings. Plus, with an attractive compensation package including uncapped potential, equity options, and excellent benefits, we ensure you grow both personally and professionally. If you're ready for a challenge in a rapidly growing startup, we'd love to have you on our team!

Frequently Asked Questions (FAQs) for Upsell Sales Specialist, Education Role at Brightwheel
What are the key responsibilities of an Upsell Sales Specialist at brightwheel?

As an Upsell Sales Specialist at brightwheel, your key responsibilities include lead generation and prospecting, conducting engaging product demos, developing deep product knowledge of the Experience Curriculum, executing strategic sales initiatives, building relationships with decision-makers, customizing sales presentations, negotiating and closing deals, and continuously improving sales strategies based on customer feedback.

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What qualifications are required for the Upsell Sales Specialist position at brightwheel?

To qualify for the Upsell Sales Specialist role at brightwheel, candidates should possess strong sales skills, be proficient in relationship building, demonstrate effective communication abilities, have experience in a sales environment, and show adaptability in a fast-paced setting. A passion for education technology and a commitment to customer success are also highly valued.

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How does the compensation structure work for the Upsell Sales Specialist at brightwheel?

The compensation structure for the Upsell Sales Specialist at brightwheel includes an On-Target Earnings (OTE) of $80,000. This consists of a base salary of $40,000, which is paid hourly, plus an uncapped variable compensation of $40,000 based on performance. High achievers can unlock increases over time, making this a lucrative opportunity.

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What are the benefits offered for the Upsell Sales Specialist position at brightwheel?

Brightwheel offers a comprehensive benefits package for its Upsell Sales Specialist, including healthcare coverage for employees and families, generous paid parental leave, flexible paid time off, 401(k) enrollment, and a monthly wellness stipend to support health and productivity, ensuring that team members thrive both personally and professionally.

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What skills are important for success as an Upsell Sales Specialist at brightwheel?

Success as an Upsell Sales Specialist at brightwheel requires strong communication and interpersonal skills, strategic problem-solving abilities, expertise in conducting sales presentations, proficiency in relationship management, a proactive approach to lead generation, and a genuine passion for improving educational outcomes through technology.

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Common Interview Questions for Upsell Sales Specialist, Education
How do you approach lead generation as an Upsell Sales Specialist?

In your response, highlight your proactive strategies for identifying potential leads, including cold calling, email outreach, and using social media. Emphasize your ability to build rapport with potential customers quickly.

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Can you discuss a successful sales demo you've conducted?

Describe a specific instance where you tailored a demo to address a customer's unique needs. Share what made it successful, focusing on preparation, presentation techniques, and the outcome.

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What strategies do you use to overcome objections during the sales process?

Discuss specific techniques such as active listening, empathizing with the customer, and providing clear, data-backed solutions to address concerns. Mention how you customize your approach based on different customer segments.

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How do you ensure you stay knowledgeable about your products?

Explain your commitment to continuous learning, including utilizing product resources, participating in training, and staying updated with education technology trends. Highlight how this knowledge helps you effectively assist customers.

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What is your process for customizing sales presentations?

Describe how you gather information about a customer’s specific needs, incorporate their pain points into your presentations, and utilize feedback to create tailored solutions that resonate with them.

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How do you establish and maintain relationships with clients?

Talk about your approach to relationship-building, which may include regular follow-ups, personalized communication, and demonstrating genuine interest in their needs and feedback.

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What motivates you in a sales role?

Share personal motivators, such as achieving targets, helping customers find effective solutions, and contributing to a larger purpose in education and technology.

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Can you describe a time you turned a 'no' into a 'yes'?

Provide a detailed example of a challenging sales situation where your persistence, strategic thinking, and adaptability played a role in reversing a customer's decision.

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What are some sales metrics you focus on to measure success?

Mention key performance indicators such as conversion rates, customer retention rates, and response times. Explain how these metrics guide your sales strategies and processes.

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What role does customer feedback play in your sales process?

Discuss how customer feedback not only influences your approach to sales but also shapes your understanding of the product and how it can be improved to meet customer needs better.

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Brightwheel is the leading platform for early education that combines SaaS, Payments, and a consumer-like daily experience.

179 jobs
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CULTURE VALUES
Inclusive & Diverse
Empathetic
Mission Driven
Customer-Centric
Growth & Learning
BENEFITS & PERKS
Medical Insurance
Dental Insurance
Vision Insurance
Paid Time-Off
Mental Health Resources
Learning & Development
FUNDING
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EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
March 8, 2025

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