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Chief of Staff

Our Mission and Opportunity

Early education is one of the greatest determinants of childhood outcomes, is a must for working families, and has lasting social and economic impact. Brightwheel’s vision is high quality early education for every child. We pursue this by directly supporting teachers in the classroom, engaging parents in the development of their kids, and enabling the small businesses that make up the backbone of the $175 billion early education industry. Brightwheel is the most loved technology brand in early education, trusted by tens of thousands of providers and millions of educators and families.


Our Team

Our team is passionate, talented, and customer-focused. We embody our Leadership Principles in our work and culture. We are a fully remote team with employees across every time zone in the US. Our exceptional investor group includes Addition, Bessemer, Emerson Collective, Lowercase Capital, Mark Cuban Notable Capital, and others.


Who You Are

We are seeking a Chief of Staff to join the Leadership team at brightwheel. We are entering a new phase of growth as we massively expand our scale & reach in early education, and we need a talented partner to the CEO to help drive performance and execution across the company. You are a strong problem solver and adaptable, with an ability to build trust and partnership at all levels of an organization. You demonstrate the highest levels of ownership and show impressive grit in breaking through barriers. You are a clear and effective communicator, both written and verbal. You have a proven track record of success in difficult, highly ambiguous situations. 


What You’ll Do

This program is based on Amazon’s TA (Technical Advisor) program in which the company’s strongest leaders have been paired with the CEO in order to serve as a formidable partner on the company’s top priorities. 

You will own key executive-level meetings - CEO’s directs, senior leadership, and quarterly Board Meeting - along with helping drive the operating cadence for the company. 

You act as a force multiplier for the entire executive team, driving meeting effectiveness and preparedness, ensuring follow-through, and improving how we make our most important decision

You will own strategic projects aligned with the CEO’s top priorities, partnering with other senior leaders to deliver results for the business.  


Through this, you will have full exposure to the inner workings of one of the highest growing SaaS companies in the world and have a tremendous impact on our future, as well as the lives of millions of children, families, and educators. 


Qualifications, Skills, & Abilities
  • 7-10+ years of experience, across a combination of top-tier management consulting/banking and high growth tech environments. Operating experience strongly preferred. 
  • Top notch critical thinking and analytical skills; can break down complex problems into discrete digestible pieces and drive effective solutions
  • Can learn quickly; understand any challenge and immediately hone in on what matters most
  • Can adapt quickly to a rapidly changing environment without being phased
  • Very high EQ; able to read a room or an audience and adjust approach to be most effective
  • Able to build deep levels of trust with senior leaders, external partners, and staff at all levels; not afraid to directly challenge on important issues; exceptional listening skills
  • Excellent verbal and written communications with a crisp, concise and effective style
  • Low ego with high degree of ownership; never says “that’s not my job”; resourceful and scrappy 
  • High degree of grit. Demonstrated ability to break down difficult barriers
  • Ownership over professional development; highly receptive to feedback and eager to get better every day
  • Exemplifies best practices in creating an equitable and inclusive work environment
  • Operates with the highest levels of integrity 


$153,000 - $244,000 a year
Brightwheel is committed to internal pay equity and offers a competitive compensation package, including base salary, equity, and benefits. Our benefits package includes premium medical, dental, and vision benefits, generous paid parental leave, a flexible paid time off policy, a monthly wellness and productivity stipend, and a Learning & Development stipend.

For cash compensation, brightwheel sets standard ranges for all roles based on function, level, and geographic location, benchmarked against similar-stage growth companies. Multiple factors determine final offer amounts, including geographic location, candidate experience, and expertise. If you have questions about the compensation band for your region, please ask your recruiter.

Brightwheel is committed to creating a diverse and inclusive work environment and is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, genetics, disability, age, or veteran status.

Brightwheel Glassdoor Company Review
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CEO of Brightwheel
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Dave Vasen
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Average salary estimate

$198500 / YEARLY (est.)
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$153000K
$244000K

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What You Should Know About Chief of Staff, Brightwheel

At Brightwheel, we believe that early education can change the trajectory of children's lives, and we’re excited to find a talented Chief of Staff to join our trailblazing team! As we embark on a new phase of incredible growth, we need a trusted partner to our CEO who can help steer our powerful mission. In this fully remote role, you will play a pivotal part in enhancing how we execute our strategies and reach families, educators, and communities. Your responsibilities will include leading essential executive meetings and ensuring effective follow-up on our most critical decisions. You'll have the unique opportunity to work on strategic projects that truly matter while gaining insight into the operations of one of the most rapidly growing SaaS companies in the education sector. We’re looking for someone with exceptional problem-solving skills and a solid background in management consulting or high-growth tech. Of course, excellent communication skills are a must, along with a strong sense of ownership and grit! You’ll be crucial in fostering trust across our leadership team and engaging others in creating a positive change in early education. If you’re adaptable, resourceful, and thrive in fast-paced environments, we’d love to hear from you. Join us in making top-quality early education accessible for every child – together, we can have a lasting impact on countless lives!

Frequently Asked Questions (FAQs) for Chief of Staff Role at Brightwheel
What responsibilities does the Chief of Staff at Brightwheel have?

The Chief of Staff at Brightwheel plays a critical role in the Leadership team, mainly focusing on supporting the CEO in driving performance and execution across the organization. Responsibilities include managing key executive meetings, leading strategic projects that align with the CEO's priorities, and ensuring that the team operates effectively by promoting meeting preparedness and follow-through.

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What qualifications do you need for the Chief of Staff position at Brightwheel?

Candidates for the Chief of Staff role at Brightwheel typically possess 7-10 years of experience in top-tier management consulting or high-growth tech environments. Strong analytical and critical thinking skills are essential, along with the ability to communicate effectively and build trust with various stakeholders throughout the organization.

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How does Brightwheel support its Chief of Staff in professional development?

At Brightwheel, we emphasize ownership over professional development, and our Chief of Staff will be encouraged to seek feedback and pursue learning opportunities. We provide resources such as a Learning & Development stipend, helping our team members grow and refine their skills continuously.

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What is the working environment like for a Chief of Staff at Brightwheel?

Brightwheel offers a fully remote working environment, allowing our Chief of Staff to collaborate with a passionate and talented team from across the U.S. This setup fosters flexibility and inclusivity, aligning with our commitment to creating a diverse and equitable workplace.

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What is the compensation range for the Chief of Staff role at Brightwheel?

The compensation for the Chief of Staff position at Brightwheel ranges from $153,000 to $244,000 annually. This range is based on various factors including geographic location, candidate experience, and expertise, with an emphasis on ensuring internal pay equity.

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Common Interview Questions for Chief of Staff
What inspired you to apply for the Chief of Staff position at Brightwheel?

When answering this question, draw upon your passion for early education and how Brightwheel's mission to provide high-quality education resonates with your personal values. Highlight your experience and how it aligns with their goals.

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Can you describe a time when you had to handle a complex problem at work?

Utilize the STAR method (Situation, Task, Action, Result) to outline a specific challenge you faced, explaining how you analyzed the problem and the successful solution you implemented, showcasing your critical thinking skills.

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How would you support the CEO in driving company performance?

Discuss your experience in managing projects and initiatives. Emphasize your ability to facilitate effective meetings, your familiarity with operational procedures, and your plan to maintain high engagement among the leadership team.

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What qualities do you think are essential for a Chief of Staff at Brightwheel?

Mention qualities like adaptability, strong communication skills, ability to build trust, and a high level of emotional intelligence. Explain how these traits are vital in the dynamic SaaS and education space.

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How do you prioritize tasks in a fast-paced environment?

Share your approach to task management, such as using prioritization frameworks to assess urgency and impact. Illustrate with examples how you efficiently balanced competing priorities in previous roles.

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Have you ever faced resistance when implementing change? How did you handle it?

Reflect on specific instances where you encountered pushback. Focus on your ability to listen, communicate the benefits of the change, and engage with those affected to build support and trust.

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How do you ensure effective communication within executive teams?

Discuss techniques you've used to foster open communication, such as structured feedback loops, regular check-ins, and creating an environment where team members feel comfortable voicing their ideas.

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What is your approach to building relationships with senior leaders?

Emphasize your focus on establishing trust through transparency, active listening, and collaboration. Point out that building strong relationships is crucial for aligning efforts with senior leaders.

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How would you go about improving decision-making processes within the organization?

Outline strategies like data-driven decision-making, fostering diverse inputs, and ensuring clarity on objectives to enhance both the efficiency and effectiveness of how decisions are made.

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What strategies do you use to maintain work-life balance in a remote environment?

Mention practices like setting clear boundaries between work and personal time, using productivity tools to stay organized, and finding ways to engage with colleagues to maintain connection and motivation.

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

140 jobs
MATCH
VIEW MATCH
BADGES
Badge ChangemakerBadge Future Maker
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
DEPARTMENTS
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
February 28, 2025

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