Chief of Staff

The Chief of Staff is a high-visibility leadership role responsible for the operational success of the SVP, General Manager’s organization. Acting as a strategic partner, you will ensure the business operates at peak velocity by driving key initiatives, improving organizational effectiveness, and aligning teams around strategic priorities. You will translate high-level goals into clear execution plans across the business, providing clarity in a fast-paced, complex environment.

This role is designed for a seasoned operator who excels at driving accountability among senior leaders and building the systems necessary to scale a SaaS business. You will identify operational gaps, mitigate risks before they impact the bottom line, and act as an extension of leadership—prioritizing, executing, and communicating critical projects to enable the executive team to operate at maximum efficiency.

** Please note that this opportunity is located in New York, NY, and requires this hire to work from our office 4 days a week. **

• Drive the Operating Cadence: Design and manage the GM's leadership meetings, QBRs, and planning cycles to keep the team aligned and hitting KPIs.
• Force Execution: Partner with Sales, Customer Success, Account Management, Implementation, Product leaders to unblock projects and hold senior stakeholders accountable for deliverables.
• Own Plan Integrity: Keep the team aligned to the quarterly and annual plan, hold leaders accountable for the commitments behind it, and flag risk early, before it shows up as a miss in the business review.
• Drive Alignment & Follow-Through: Ensure decisions and commitments made in leadership meetings are clearly communicated across the team, tracked to completion, and actually followed through on, closing the loop between what was decided and what gets done.
• Prioritize Ruthlessly: Act as a surrogate for the GM in high-level meetings, surfacing critical risks early and filtering out noise to focus the organization on top priorities.
• Build Systems & Visibility: Develop dashboards and reporting structures that provide real-time clarity on business health and cross-functional performance.
• Lead Special Projects: Own high-impact, ambiguous initiatives that don’t have a natural home or that cross enough functions to need a neutral, accountable owner (e.g., market expansion research, internal restructuring, or post-launch retrospectives).
• Facilitate High-Stakes Decisions: Prepare briefing materials, research, and frameworks that enable the GM to make fast, informed decisions.

To Thrive in This Role, You’ll Need:

• 5+ years experience in high-growth SaaS operator roles (e.g., BizOps, Product Ops, RevOps, or a prior CoS/Founder role) OR deep domain expertise in SaaS business models and operations gained from consulting and private/growth equity backgrounds.
• Executive Presence: The confidence to challenge senior leaders and the diplomacy to drive consensus across competing departments.
• Clarity from Chaos: A proven ability to walk into an ambiguous environment and build the structure, processes, and documentation needed to scale.
• Deep SaaS Literacy: Fluency in the operational and financial levers of a SaaS P&L (churn, NRR, CAC, bookings attainment, unit economics) and the metrics that drive them.
• Trust & Discretion: You'll see everything before anyone else does.  Sound judgment about what moves where, and the discretion to hold it appropriately.
• Relentless, Not Just Organized: Airtight organization paired with the willingness to push people, you're the one chasing follow-through until the team is in motion, without losing the room.
• Strong Judgment: You know when to handle a situation yourself and when to escalate to the GM.

What VTS Values & How We Show It

• Strive for Excellence - We know your potential is unlimited. Take advantage of our executive coaches and our training and career development programs available to all employees! 
• Be Customer Obsessed - We’re employee obsessed too! VTS offers competitive compensation, comprehensive health benefits (including dental and vision), pre-tax commuter benefits, and a 401(k) plan. Not to mention the fun stuff - quarterly happy hours, wellness events, clubs, and team lunches! 
• Be Curious - Benefit from a culture that promotes new learning. VTS offers an education stipend to all employees! 
• Move as One - We work in an open floor plan to promote cross-functional collaboration. 
• Take Ownership - Be an owner of the company you’re building with our equity packages. 
• Appreciate the Difference - VTS embraces and celebrates diversity. We understand the importance of a strong work-life balance. We offer a flexible PTO policy, generous family leave program, and more!