Chief of Staff

TrueBiz is a YC-backed merchant risk intelligence platform helping financial institutions understand whether the businesses they serve are legitimate.

We’re at a rare stage as a company: we already work with some of the largest companies in payments and financial services, but we’re still a small team where exceptional people can have an enormous impact on what gets built and how the company develops.

We’ve intentionally stayed lean, moved quickly, and given people much more ownership than they would typically have at a company with our level of enterprise traction. There are very few layers between identifying an important problem and actually solving it.

The mission matters too. Our technology helps stop fraudulent and abusive businesses from gaining access to the financial system, while helping legitimate businesses get approved faster and with less friction.

We’re now hiring our first Head of Operations. You’ll work directly with the CEO and have a broad mandate to help build the operating foundation for the next stage of TrueBiz.

This is a role for someone who wants to be close to the decisions, take real ownership, and help shape a company rather than simply operate within one.

Business & financial operations

• Own financial planning across revenue, costs, cash and headcount
• Build models and scenario analyses that inform company decisions
• Develop a deep understanding of the economics of the business
• Lead important vendor and commercial negotiations
• Identify opportunities to improve efficiency and allocate resources more effectively
• Turn analysis into clear recommendations for the CEO and leadership team

Company execution

• Design and own the company’s operating cadence, including planning, goals and progress tracking
• Build lightweight systems that create accountability without unnecessary bureaucracy
• Create visibility into priorities, risks and areas that need attention
• Drive cross-functional initiatives spanning different parts of the company
• Take ownership of important projects that do not fit neatly into another function
• Help evolve how TrueBiz operates as the company grows

Enterprise operations

• Help coordinate execution around strategic customers and partnerships
• Build scalable processes for working with large financial institutions
• Own a range of operational, legal and administrative work across the business
• Partner with external advisors and service providers where needed

People & hiring

• Translate company plans into headcount and hiring priorities
• Help run recruiting, compensation, offers and onboarding
• Improve the systems around how we hire and operate as a team
• Build additional operational capabilities as the company grows

Who we’re looking for

You are highly analytical, commercially sharp and comfortable operating with incomplete information.

You probably:

• Have experience in a high-growth technology company or similarly demanding operating environment
• Can build and interrogate a financial model rather than simply consume one
• Are comfortable moving between analytical, commercial and operational problems
• Identify important problems without obvious owners and take responsibility for solving them
• Can turn messy information into a clear recommendation
• Are organized without being bureaucratic
• Have strong judgment and are comfortable challenging assumptions
• Prefer building systems to maintaining systems somebody else designed

We care more about judgment, ownership and ability than a specific background.

You could come from business operations, finance, strategy, a Chief of Staff role, an operating role at a startup, or another path that gave you broad exposure to how companies work.

What success looks like

First 30 days

• Build a clear understanding of how TrueBiz operates across financials, customers, vendors, hiring, and company priorities
• Establish a small set of operating metrics and identify the highest-leverage opportunities to improve how the company runs
• Take ownership of several immediate priorities currently sitting with the CEO

By 90 days

• Own the company’s core operating cadence, including planning, financial visibility, and progress tracking
• Drive measurable improvements in at least 2–3 priority areas across cost, execution, hiring, or company operations
• Become the CEO’s primary operational partner and independently run major cross-functional initiatives