Director of Business Operations & Executive Strategy

Gesture • New York, NY

52d • Onsite

About The Position

Gesture is a fast-growing, late-stage, venture-backed technology company in hyper-scale mode, seeking a Director of Business Operations & Executive Strategy. This role is crucial for translating the CEO's vision into an operating model that drives revenue, scales the business, and ensures effective decision-making and follow-through. The position is not a back-office role; it sits at the intersection of strategy and execution, with every function impacting revenue. The ideal candidate is a proactive problem-solver who thrives in a fast-paced environment, takes ownership, and drives results without political maneuvering or excessive meetings. The company is building the infrastructure for how brands will compete in a post-digital-fatigue world, leveraging AI, machine learning, and intelligent logistics to power a platform that connects people and brands through real-world experiences. The work environment is described as fast-paced, innovative, and ambitious, with a focus on impact and collaboration with driven professionals.

Requirements

• Personally owned cross-functional execution in a fast-moving, revenue-driven company.
• Held operational teams accountable to revenue outcomes, not just activity metrics.
• Built operating cadences that produce real delivery and real revenue results.
• Understand sales motion, pipeline dynamics, and what it takes operationally to help a sales team close.
• Excellent at forcing clarity: priorities, owners, timelines, and revenue outcomes.
• Know how to implement process without slowing the business down.
• Can work directly with Sales, B2B, Consumer Mobile App, Engineering, Product, Finance, HR, and Legal in the same week.
• Strong judgment under ambiguity and can make decisions quickly.
• Comfortable with direct accountability and high standards, including when the number is missed.
• Financially fluent: P&L management, budget construction, unit economics, revenue modeling.
• Write and communicate with precision: memos, decks, and difficult conversations alike.
• Onsite in NYC, full-time.
• Willing to travel as needed.

Nice To Haves

• MBA from a top-tier program or equivalent analytical rigor demonstrated through career trajectory.
• Experience in high-growth technology, SaaS, marketplace, or venture-backed environment.
• Prior P&L ownership or general manager experience with direct revenue responsibility.
• Background in revenue operations, sales operations, or go-to-market strategy.
• JD or legal background: contracts, governance, and risk management are part of this role.
• Comfortable operating lean, resourceful and inventive when the playbook doesn't exist yet.

Responsibilities

• Own the company's operating rhythm: OKRs, KPIs, quarterly planning cycles, and weekly execution cadence, all anchored to revenue outcomes.
• Drive cross-functional project delivery: launches, expansions, sales enablement, and revenue-driving operational improvements.
• Ensure organizational accountability for all revenue-generating departments including Sales, B2B, Partnerships, and Consumer Mobile App, ensuring they have what they need to close, convert, and scale.
• Establish and maintain metrics, reporting, and operational visibility that give leadership real-time command of pipeline, revenue, and growth performance across all business lines.
• Manage the CEO's most important strategic and revenue-critical projects, from concept through execution, without hand-holding.
• Develop and implement process and tooling that removes friction from the sales motion and accelerates time-to-revenue.
• Own the cross-functional operating model that supports and accelerates revenue across all business lines, ensuring Sales, B2B, Partnerships, and the Consumer Mobile App are unblocked, resourced, and accountable.
• Drive pipeline visibility across the organization.
• Identify and eliminate internal barriers killing sales velocity and consumer growth.
• Hold all revenue-generating teams accountable to their commitments in the weekly operating cadence; surface gaps early and drive corrective action fast.
• Partner with Sales, B2B, and Consumer Mobile App leadership to translate revenue targets into operational plans with clear owners and timelines.
• Evaluate and implement tooling, workflow, and process improvements that reduce friction in the sales motion and consumer growth engine.
• Design and own the company's operating rhythm: OKRs, KPIs, quarterly planning cycles, and weekly leadership cadence.
• Drive cross-functional execution, translating strategy into 90-day sprints with clear owners, milestones, and accountability checkpoints.
• Build the dashboards, reporting infrastructure, and review processes that give leadership real-time visibility into business health.
• Identify operational drag before it becomes organizational failure and fix it.
• Lead monthly and quarterly business reviews; surface risks early and drive corrective action with urgency.
• Extend the CEO's bandwidth across strategic priorities, key relationships, and high-stakes follow-through.
• Prepare the CEO for every critical engagement: board meetings, investor updates, all-hands, and external partnerships.
• Own the CEO's most important special projects, from concept through execution, without hand-holding.
• Represent the CEO in leadership meetings and with external stakeholders when delegated.
• Draft and quality-control high-stakes communications: internal memos, board materials, investor decks, and partner correspondence.
• Partner with HR and functional leaders to build a culture where accountability, especially revenue accountability, is the norm.
• Drive headcount planning, team structure decisions, and role prioritization with a clear lens on revenue impact.
• Identify gaps in organizational capability that are costing the business growth and close them fast.
• Build leadership bench strength by identifying and investing in high-potential operators across the business.
• Partner with Finance to build and defend the operating budget; connect every dollar of spend to revenue outcome or strategic necessity.
• Own financial reporting for operational functions; hold OPEX efficiency and ROI accountability across the business.
• Lead resource allocation decisions with a clear bias toward revenue-generating and revenue-enabling functions.
• Bring a rigorous cost-benefit lens to build/buy/partner decisions.
• Lead the annual strategic planning process end-to-end, with revenue growth as the north star.
• Synthesize competitive intelligence, market dynamics, and internal performance data into actionable growth recommendations.
• Evaluate new business opportunities, partnerships, and market expansion with a defined revenue thesis and risk framework.
• Translate long-range growth vision into near-term execution plans.
• Coordinate with legal counsel on contracts, vendor agreements, regulatory compliance, and corporate governance.
• Maintain the company's risk register; surface legal, operational, and reputational risks to the CEO before they surface themselves.
• Ensure company-wide adherence to policies, regulatory requirements, and contractual obligations.

Benefits

• Base salary benchmarked competitively for a senior director-level executive mandate.
• Performance bonus tied to company revenue targets, OKR achievement, and individual contribution metrics.
• Equity participation commensurate with scope and tenure.
• Professional development budget.
• Full benefits: health, dental, vision, equity and stock options.
• Make a Gesture Day: Each employee receives the chance to earn credit to send a surprise gift to someone they admire — living the company mission firsthand.
• Gesture Swag Pack: exclusive branded gear (hoodie, water bottle, or cap).
• Beautiful HQ Experience: Modern New York office with creative work zones, media studio, and collaboration spaces.
• Paid Team Lunches or Coffee Hours: Casual networking with leadership and cross-department peers.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed