Director of Business Operations & Executive Strategy

Gesture•New York, NY

1d•Onsite

About The Position

Gesture is where technology meets humanity — a place where innovation, emotion, and impact collide.  We’re a fast-growing tech company using AI, machine learning, and intelligent logistics to power a first-of-its-kind platform that connects people and brands through real-world, tangible experiences. From our mobile app to our B2B Reach360 platform, Gesture blends data, emotion, and automation to build the future of human connection — at scale. Inside our NYC headquarters, you’ll find an environment that moves with the pace and precision of Silicon Valley but with the heart of something far greater. We run on cutting-edge tools, creative experimentation, and raw ambition. Every project, every campaign, every moment you work on here matters — because it’s seen, felt, and experienced by real people around the world.  At Gesture, you’ll work alongside some of the smartest, most driven operators, engineers, and creatives in the industry — people who think big, move fast, and care deeply about the work they do. This is a front-row seat to the future of connection.  If you want to help build something that’s changing how the world interacts, welcome to Gesture. 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. Let's be direct about the environment: this is not a place for corporate managers. It is not a place for people who manage up, protect their lane, or mistake activity for output. There are no layers to hide behind, no slow approval chains, and no tolerance for the kind of politics that makes big companies slow. If your instinct when things get hard is to call a meeting, stop reading here. If your instinct is to fix it, keep going. You will personally own: 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. This role crosses slightly into that of a Chief of Staff, doing what is necessary to free up the CEO to focus on capital strategy, key investor and board relationships, major partnerships, and the product and market bets that determine the company's trajectory, but make no mistake, the mandate here is significantly broader, the ownership significantly deeper, and the revenue accountability real If you have never directly owned outcomes with real consequences, including revenue consequences, this will be painful

Requirements

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

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 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

Benefits

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.
Professional development budget

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