Chief of Staff to the CEO

About the position

The Chief of Staff (CoS) to the CEO is a trusted partner, strategic force multiplier, and do-it-all Swiss army knife in managing and driving the business forward. This role focuses on partnering to set the strategic direction for the company, owning strategic projects, and being a key driver of operational excellence and alignment in the business, all while fostering seamless collaboration across the organization. As a sounding board for the CEO and the leadership team, the CoS provides thoughtful guidance on new ideas, operational changes, and strategic plans. The CoS ensures that priorities are clearly communicated, challenges are anticipated, and initiatives are executed with precision and consistency.

Responsibilities

• Provide Leverage and Thought Partnership to the CEO
• Serve as a right-hand, 'truth-teller', and occasionally as a proxy for the CEO
• Support and ensure desired outcomes are achieved for priority meetings both internal and external
• Manage executive operations, ensuring the executive team is aligned and collaborating effectively
• Keep the bar high on quality decision-making with strong process, data, analytical rigor, and first-principles thinking
• Own Company Operating Cadence and Strategic Planning
• Own the company's operating cadence ('rhythm of business'), including company, leadership, exec, and board meetings, ensuring information is effectively communicated and stakeholders are aligned
• Lead strategic and annual planning and ensure that strategic goals are translated into actionable and well-communicated initiatives
• Regularly lead communication initiatives across the business to foster transparency, engagement, and alignment across all teams
• Be a positive force for operational excellence and improving company and cross-functional velocity
• Serve as an Embedded Partner & Connective Tissue Across the Business
• Facilitate communication and collaboration across teams, helping to break down silos and encourage a culture of transparency and efficiency
• Be an integrator, enabler, and embedded partner across the business - you understand how each team works together and can act as a glue between teams or step in to help drive on workstreams
• Identify critical bottlenecks in the business that require unblocking and proactively troubleshoot, strategize, and implement solutions with key business stakeholders through end-to-end project management
• Own Key Strategic Initiatives
• Spearhead complex, critical, longer-ranging cross-company initiatives, particularly those that have no clear owner
• Help fill temporary gaps by stepping in to own initiatives or functions

Requirements

• 6-12 years of experience in operations, investment banking, consulting, or investing roles - strong bonus if focused on the financial services / fintech market
• Ideally at least 2 years of experience working in a high-growth, B2B software company
• Spikes in at least 1-2 non-P&E functional areas where you can be a particularly strong partner on (e.g. finance, sales, customer success, bizops, etc.)

Benefits

• Hybrid work environment: employees are expected to work Tuesdays and Thursdays from our HQ in Union Square, Manhattan
• Unlimited PTO and flexible work policy
• Employee stock options
• Medical, dental, vision plans with HSA (monthly employer contribution) and FSA options
• 401k with 100% match up to 4% of annual employee compensation
• Eligible new parents receive 16 weeks of paid parental leave
• Home office stipend for new employees
• Annual Learning & Development annual stipend
• Well-being benefits include access to ClassPass, OneMedical, and Spring Health