Director of Business Operations & Executive Strategy, Gesture

• Do not apply unless you can honestly say yes to all of the following:
• You have personally owned cross-functional execution in a fast-moving, revenue-driven company
• You have held operational teams accountable to revenue outcomes, not just activity metrics
• You have built operating cadences that produce real delivery and real revenue results, not just meetings
• You understand sales motion, pipeline dynamics, and what it takes operationally to help a sales team close
• You are excellent at forcing clarity: priorities, owners, timelines, and revenue outcomes
• You know how to implement process without slowing the business down
• You can work directly with Sales, B2B, Consumer Mobile App, Engineering, Product, Finance, HR, and Legal in the same week
• You have strong judgment under ambiguity and can make decisions quickly
• You are comfortable with direct accountability and high standards, including when the number is missed
• You are financially fluent: P&L management, budget construction, unit economics, revenue modeling
• You write and communicate with precision: memos, decks, and difficult conversations alike
• You are onsite in NYC, full-time
• You are willing to travel as needed
• Structural Clarity: You break complexity into structure, not the other way around
• Revenue Orientation: Every operational decision you make has a growth implication across both B2B and Consumer. You never lose sight of that
• Bias for Action: You decide with incomplete information and course-correct fast
• Accountability: You hold yourself and others to high standards, especially when revenue is on the line
• Ego-Free: Your success is measured by the CEO's output and company results, not your own visibility
• Range: Board deck in the morning, sales pipeline review at noon, consumer growth metrics by 3pm. You navigate all of it
• Metrics-First: Revenue metrics are your first language. Everything else follows
• If you are the person in the room who sees what needs to happen before anyone else, steps into the gap without being asked, and holds execution standards high when everything around you is moving fast, we want to hear from you
• The ideal candidate will thrive in a startup environment, embodying curiosity, grit, and a builder’s mindset. This is a ground-floor opportunity to grow alongside one of the most exciting and innovative companies redefining connection through technology

Desirable

• Reports To: Chief Executive Officer (CEO)
• Direct Reports: Cross-functional team leads; scope scales with organizational growth
• Gesture is a late-stage, venture-backed technology company in full hyper-scale mode. We are past the experimental stage. The product works, the market is real, and the revenue target is aggressive. What we need now is execution at a pace and intensity that most corporate environments are simply not built for
• Most companies separate the person who runs operations from the person who runs the CEO's agenda. We don't believe in that split. This role exists because we need one person who can do both, and who understands that those two mandates are inseparable at the pace we operate
• The Director of Business Operations & Executive Strategy is the connective tissue of the company. You sit at the intersection of strategy and execution, translating the CEO's vision into an operating model that drives revenue, scales the business, and makes sure the right decisions get made, owned, and followed through on
• This is not a back-office role. Every function you touch has a revenue implication. Your job is to make sure the entire organization is pointed at growth and moving fast enough to capture it
• The company's operating rhythm: OKRs, KPIs, quarterly planning cycles, and weekly execution cadence, all anchored to revenue outcomes
• Cross-functional project delivery: launches, expansions, sales enablement, and revenue-driving operational improvements
• 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
• Metrics, reporting, and operational visibility that give leadership real-time command of pipeline, revenue, and growth performance across all business lines
• The CEO's most important strategic and revenue-critical projects, from concept through execution, without hand-holding
• Process and tooling that removes friction from the sales motion and accelerates time-to-revenue
• You will run point on execution. You will not "support" it
• 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: every leader knows where deals stand, what's at risk, and what needs to move
• Identify and eliminate internal barriers killing sales velocity and consumer growth, whether they live in process, product, ops, or people
• Hold all revenue-generating teams including B2B, Sales, Partnerships, and Consumer Mobile App 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. Fix it before anyone notices
• 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. Show up fully
• Draft and quality-control high-stakes communications: internal memos, board materials, investor decks, and partner correspondence
• Hold confidences, exercise discretion, and never let sensitive information become organizational noise
• Partner with HR and functional leaders to build a culture where accountability, especially revenue accountability, is the norm, not the exception
• Drive headcount planning, team structure decisions, and role prioritization with a clear lens on revenue impact across both B2B and Consumer
• 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 across all business lines
• Bring a rigorous cost-benefit lens to build/buy/partner decisions
• Lead the annual strategic planning process end-to-end, with revenue growth across B2B and Consumer 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 that teams can actually run
• 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
• In 30 days, you have command of the business: revenue, operations, people, and priorities. You've identified where execution is breaking down and have a plan to fix it
• In 60 days, the major bottlenecks are gone, the operating cadence is running cleanly, and the CEO is getting a tight, reliable briefing every week
• In 90 days, execution is predictable. Revenue teams are moving faster. Launches are reliable. The business has less noise and more output
• This role has real influence, real impact, and real responsibility. It also has nowhere to hide