Chief of Staff (Office of the CEO)

Founded in 2024, DualEntry is an AI-native ERP company that lets accounting teams achieve more in less time by automating manual data entry work with AI. This is an intense, hands-on role with full ownership, focused on preparing the CEO for key engagements and decisions, leading special projects, and driving cross-functional follow-through across the company.

Responsibilities

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 when needed act as his stand-in; Prepare CEO for enterprise sales conversations and partner meetings; Lead weekly business and KPI reviews: set the agenda, surface the right data, and ensure decisions and follow-ups are tracked; Proactively resolve problems and deal with issues before they escalate to the CEO; Develop compelling content and narratives for the CEO for internal and external meetings (company presentations, investor presentations, external interviews and appearances, key meetings, keynotes, podcasts, etc.); 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; Work with teams to improve best practices, lean process flow, and patterns of behavior; Develop frameworks for assessing new business opportunities; Gather and analyze quantitative and qualitative data to make informed operational decisions; Attract top-tier talent to join the team; Support quarterly and annual planning, especially for Product & Engineering, ensuring priorities are clear and staffed; Act as an extension of the CEO in select meetings and internal reviews; 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

Requirements

4+ years in consulting, operations, strategy, or product at a high-growth tech company; Highly organized, loves structure, process, and follow-through; High agency, takes ideas from 0 → 1 without handholding; 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; Outlier work ethic: works smart and hard; Positive, inspiring influence on every team; Excited to work in-office 5 days/week

Nice to have

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

Benefits

Significant equity ownership (equity: $80,000+); 15 PTO days + 12 public holidays; Full medical, dental & vision insurance; Commuter benefits; 401k benefits; On-site team culture with high collaboration; Relocation packages