Chief of Staff (Office of the CEO)

About DualEntry

DualEntry is building the OS for finance.

Every business needs a financial system of record, yet the world's largest fintech market ($220B+) still runs on software from the 1990s, with no new entrants in 30 years. DualEntry's AI-native ERP automates accounting from data entry to close, so finance teams move faster, spend less and incur less risk.

In just 2 years we've raised $100M+ from Lightspeed, Khosla Ventures, Contrary and Google Ventures and earned the trust of customers from $5M ARR to publicly traded companies.

We hire outliers. We're looking for people with a track record of accomplishing difficult things, whether through their careers or achievements outside of work. You'll find leaders, colleagues who've competed at the highest levels of sport, performed on Broadway, trained with UFC champions and founded the country’s largest Python community - because that's what it takes to reinvent a $220B industry.

Why This Role Matters Now

Location: New York City HQ, 7 World Trade Center

Where you’ll create impact

• Drive cross-functional execution on the Founders' highest-priority initiatives across Product, Engineering, GTM, Brand, and Partnerships. Own outcomes end-to-end.

• Prepare the Founders for every high-stakes moment - enterprise sales calls, investor pitches, board meetings, keynotes. Be his stand-in when needed.

• Collaborate with Founders and other executive leaders to define long-term strategic goals and develop clear operational plans to achieve them

• Proactively resolve problems, and deal with issues before they escalate to the Founders

• Work with teams to improve our best practices, lean process flow, and patterns of behavior

• Build frameworks for evaluating new opportunities. Analyze data to clarify what matters.

• Own the narrative from the CEO's office. Write content, shape communications, and help the founding team tell the story internally and externally.

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

• 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

• 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 joining early and will grow with DualEntry

• Your feedback shapes the product directly

• High-speed, high-trust environment with high expectations

Meet the Team

• Max owns the automation and productization of our GTM motion. In his first quarter, he created a systems for customers to "try before they buy" - leading to a 2x+ boost in win-rate, as well as spinning up dozens of bots and agents to build cross-functional efficiency.

• Woosung leads finance at DualEntry and would work closely with the Chief of Staff to keep company-wide priorities on track.

Compensation & Benefits

• Base Salary: $120,000 - $175,000

• Significant Equity

• Medical, dental & vision insurance

• One Medical membership

• Mental health support (Talkspace)

• Fertility & family-building support (Kindbody)

• Virtual healthcare (Teladoc Health)

• 401(k)

• Commuter benefits

• Learning & development budget for courses, certifications & language learning

• Unlimited AI tokens

• AI skills development & enablement

• Visa & permanent residence sponsorship

• Relocation support for employees moving to New York

• Flexible PTO (27 days, including public holidays)

• Collaborative, in-office culture with no bureaucracy

• Snacks, drinks, team events & more

This role sits at the center of everything, driving DualEntry’s highest-priority company initiatives. If you want a front-row seat to how a company actually gets built, this is it.

Woosung Chun, CFO