Chief of Staff; Office CEO

Position: Chief of Staff (Office of the CEO)
Location: New York

About Dual Entry

Founded in 2024, Dual Entry is one of NYC’s fastest-growing AI startups.

Dual Entry is changing the future of ERP. Our AI-native ERP lets teams achieve more in less time. $5M-ARR businesses to NYSE-listed companies trust Dual Entry as their accounting system of record. We’re making the one-person finance team a reality and putting the pain of legacy ERPs from the 1990s in the past.

We operate with urgency and ownership. We move fast.

Why This Role Matters Now

Since launching 18 months ago, we’ve raised $100M with backing from Lightspeed, Khosla, and Google Ventures. We got there by moving incredibly fast and hiring the best and brightest talent. To accelerate that momentum, we’re growing our team.

You’ll be joining at an early and defining moment. Move at rocket speed, build the next massive ERP behemoth.

Reporting directly to the CEO, you will work on company-wide strategic projects and ensure every team runs at maximal operational effectiveness. This role will “wear many hats” and requires thorough problem-solving across a variety of areas within the company.

This is for someone who's intensely mission driven, has outlier work ethic, thrives in chaos, moves fast, holds absurdly high standards, and wants to go all out for the next 24+ months as we scale through the next phase of growth.

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 when needed act as his stand-in

• Prepare CEO for enterprise sales conversations, 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, investors 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 our best practices, lean process flow, and patterns of behavior

• Develop frameworks for assessing new business opportunities

• Gather and analyze both quantitative and qualitative data to make informed operational decisions

• Attract top-tier talent to join our driven 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

What sets you up for success

• 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 hand holding

• 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 at an earlier stage high growth technology company

• Demonstrated interest in accounting and ERP

• Experience working with Product or Engineering teams on sprint planning

Why You’ll Thrive Here

• Significant equity ownership in one of the top AI companies in the world

• You’re…