THE OPPORTUNITYWe're hiring a Business Operations Lead to work directly alongside the founders.
This is a broad, hands-on role at the center of a fast-moving company. You'll help keep the business running operationally -- supporting financial models, maintaining reporting, running analyses, tracking cross-functional projects, and making sure things don't fall through the cracks. The scope is wide on purpose. You'll touch finance, operations, GTM, and product, and you'll have real visibility into how decisions get made from day one.
The founders own the strategy. Your job is to make them faster and better informed. If you want a clearly defined lane, this probably isn't the right fit. If you want to learn quickly, do real work early, and build operational instincts that most people spend years trying to develop, it's a genuinely rare opportunity.
WHAT YOU'LL DOThe work varies depending on what the business needs. Some days it's analytical, some days it's operational, some days it's just making sure the right things are happening. Across all of it, you'll be working closely with leadership and using good judgment about what to prioritize.
Day to day, that looks like:- Supporting the founders in building and maintaining financial models, forecasts, and operating plans
- Building KPI dashboard and weekly metrics reporting so leadership always has a current, reliable view of the business
- Running market, competitive, and customer analyses to support strategic decisions, packaged in a way that's easy to act on
- Working across finance, operations, product, and GTM to help keep cross-functional initiatives moving
- Helping evaluate new opportunities and partnerships by pulling data, modeling scenarios, and summarizing tradeoffs
- Tracking special projects so they make progress without the founders managing the details
- Identifying manual or repetitive workflows and building simpler systems to replace them
- Using AI tools and automation to eliminate low-value work -- and actually building the solutions, not just spotting the opportunity
WHAT WE'RE LOOKING FORBackground matters less than the fundamentals. We want someone who is analytically strong, reliable, and motivated to do what the business actually needs -- not just the parts that look good on a resume.
- 3+ years of experience in investment banking, consulting, strategic finance, or a similar high-output role
- Prior startup experience is a strong plus, but we care more about how you work than where you've been.
- Fluent in Excel and Google Sheets -- comfortable building things from scratch and working with data without a lot of hand-holding
- A clear and organized writer whose work doesn't need significant editing before it goes to leadership
- Comfortable operating when the direction isn't fully defined -- you make a reasonable call and keep moving
- A genuine AI tools user who can show specific examples of how they use them to work faster
- Highly organized, detail-oriented, and able to manage multiple workstreams without things slipping
- Based in NYC and genuinely excited about working in-office five days a week
WHY PROBOOK- The Tailwinds: $700B industry with clear tailwinds: AI adoption, labor shortages, and generational transitions creating demand for operational modernization. We are defining the category, not fighting for share.
- The Traction: $XXM ARR in 18 months. Cash-flow positive. Product-market fit proven; now we're scaling.
- The Team: >30 people, our founding team comes from the space and has spent thousands of days onsite with our customers. We live the space. We're also becoming one of the most talent-dense start-ups in NYC (MIT, Harvard, UPenn M&T, Waterloo, Citadel, Palantir).
Compensation & Benefits- Equity: Meaningful early-stage equity.
- Salary: $130,000 - $160,000 (Can flex depending on YOE)
- Health: Comprehensive medical, dental, and vision.
- Perks: $500 monthly Ramp card for commuting, meals, gym, etc. (plus $25 in nightly DoorDash credit) and really good office snacks.
- Access: Direct access to world-class investors and advisors.
