Chief of Staff
$120k - $175k USD
About DualEntry
Founded in 2024, DualEntry is one of the world’s fastest-growing AI startups.
At DualEntry, the future of finance is being written today. ERP is one of the largest fintech markets in the world ($220,000,000,000+). Yet, tens of thousands of companies are still using on-premise systems, and the industry has not seen new entrants in more than 30 years.
Our AI-native ERP lets accounting teams achieve more in less time. $5M-ARR businesses to NYSE-listed companies trust DualEntry to automate away manual data entry work with AI. We’re finally making the one-person finance team a reality and putting the pain of legacy ERPs from the 1990’s in the past.
We operate with urgency and ownership. We move fast.
Why This Role Matters Now
Since starting 18 months ago, we’ve raised $100,000,0000+ from world-class investors such as Lightspeed Venture Partners, Khosla Ventures, Contrary Ventures and Google Ventures, as well as more than 20 angel investors who’ve built, scaled, and exited some of the most impactful companies of the last decade.
We got there by moving incredibly fast and hiring an exceptionally sharp, hard-working and deeply committed team from leading tech and accounting companies - Ramp, Meta, Microsoft, Lyft, PwC, Deloitte, J.P. Morgan, Bloomberg, Sage, Xero and Intuit. And some of us don't have a fancy logo on our resume and are here for a shot to prove ourselves.
We’re a small team, growing fast with huge momentum - join early.
As Chief of Staff, you’ll own and drive DualEntry’s highest-priority company initiatives and ensure our strategy translates into measurable execution across all departments including Product, Engineering, GTM, and CX. In addition, you’ll independently lead high-impact strategic initiatives that accelerate growth and strengthen how the company operates. You’ll also work directly with the CEO and leadership team to shape key decisions and unblock critical priorities.
This is an intense, hands-on role with full ownership. We expect you to push for excellence and raise the bar.
📍 Location: New York City HQ (EST) - 7 World Trade Center.
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 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 at an earlier stage high growth technology company
Demonstrated interest in accounting and ERP
Experience working with Product or Engineering teams on sprint planning
How You Operate
Pragmatic: you like to move forward and make decisions based in reality (not theory). We don't debate if Cassandra has the most theoretical scalability -- we use Postgres until it breaks
Hard working: 'You can work long, hard, or smart, but [here] you can't choose two out of three" - Jeff Bezos. We wrote this job post during the weekend
Curious: you love to learn, are highly curious about new frameworks and solutions to engineering problems
Fast-moving: you deploy daily, iterate quickly, and never wait for permission
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 culture
High-trust environment with high expectations
Ambitious mission - ERP is one of the largest B2B software markets in the world ($220bn per year), this is a once in a lifetime opportunity to build the next generation ERP in an industry that has not seen new entrants in 30+ years
Compensation & Benefits
Equity: $35,000+ USD
Base Salary: $120,000 – $175,000 USD
Contract type: B2B
Remote-first team - the fastest team you will have ever worked with
Time Off: 27 PTO days (incl. public holidays)
Visa sponsorship option for relocation to NYC within 2+ years
Early-stage role with high autonomy and real long-term upside
Enjoy a learning & development budget for courses, certifications, and language learning to keep growing your skills
Work where you feel most productive at co-working spaces or from your home office with support for setup, internet, and phone
We hire the best, expect the best, and give you the masterclass of your career - an archaic and huge industry like ERP only goes through a restructure like this once in a lifetime. It’s hard, it’s intense, and it’s the most rewarding work you’ll ever do.
If you’re hungry, driven, and ready to build something massive, climb aboard!
At DualEntry, we believe great products come from diverse teams. We’re an equal opportunity employer, and we’re committed to a culture where everyone feels included, supported, and able to do their best workheir best work.