Chief of Staff (Office of the CEO)

About DualEntry

Founded in 2024, DualEntry is one of the world’s fastest-growing AI startups. The company focuses on automating manual data entry work for accounting teams using AI-native ERP solutions. DualEntry has raised over $100 million from prominent investors and has a dedicated team from leading tech and accounting firms.

Why This Role Matters

This role is crucial as the Chief of Staff will drive high-priority company initiatives, support the CEO in strategic decision-making, and help shape the company’s growth trajectory. The position requires a strong combination of strategic thinking, organizational skills, and the ability to execute effectively.

Where You’ll Create Impact

• Lead special projects for areas the Co-Founder personally oversees
• Drive cross-functional follow-through across Product, Engineering, GTM, Brand, and Partnerships
• Prepare the CEO for all key engagements and decisions, and act as his stand-in when needed
• Lead weekly business and KPI reviews, setting the agenda, surfacing the right data, and ensuring decisions and follow-ups are tracked
• Proactively resolve problems and deal with issues before they escalate to the CEO
• Own communications from the CEO’s office to internal and external stakeholders
• Collaborate with the CEO and other executive leaders to define long-term strategic goals and develop clear operational plans to achieve them
• Develop frameworks for assessing new business opportunities
• Gather and analyze both quantitative and qualitative data to make informed operational decisions
• Accomplish quarterly and annual planning, especially for Product & Engineering, ensuring priorities are clear and staffed
• Create clarity in ambiguous areas and maintain alignment as priorities evolve
• Act as a trusted advisor to the CEO and leadership, elevating insights and analysis on company operations, key management decisions, and other areas

What Sets You Up For Success

• Hardcore work ethic and high agency
• 4+ years in consulting, operations, strategy, or product at a high-growth tech company
• Highly organized; loves structure, process, and follow-through
• Strong analytical, problem-solving, and interpersonal skills
• Operational & analytical rigor to build financial models and charisma to stand in for the CEO
• Exceptional written and verbal communication
• Thrives in high-growth, fast-changing environments
• Low ego, high ownership; does what's needed
• Fast executor
• Strong business instincts; understands products, markets, and technical concepts
• Seamlessly switch altitudes from strategy to execution
• Positive, inspiring influence on every team
• Excited to work in-office 5 days/week

Nice To Have

• Entrepreneurial experience or at an earlier stage high growth technology company
• Demonstrated interest in accounting and ERP
• Experience working with Product or Engineering teams on sprint planning

Compensation & Benefits

• Equity: $40,000 - $60,000
• Base Salary: $120,000 - $175,000
• 15 PTO days + 12 public holidays
• Full medical, dental & vision insurance
• Commuter benefits
• 401k benefits

Company Culture

We are an equal opportunity employer and believe in creating a diverse and inclusive workplace. DualEntry offers significant equity ownership in one of the top AI companies in the world, with the potential for rapid growth and development. We have a high-trust environment with high expectations, and our ambitious mission is to revolutionize the ERP market.