Chief of Staff, CRO

Attentive® is the AI marketing platform for 1:1 personalization redefining the way brands and people connect. We’re the only marketing platform that combines powerful technology with human expertise to build authentic customer relationships. By unifying SMS, RCS, email, and push notifications, our AI-powered personalization engine delivers bespoke experiences that drive performance, revenue, and loyalty through real-time behavioral insights. Recognized as the #1 provider in SMS Marketing by G2, Attentive partners with more than 8,000 customers across 70+ industries. Leading global brands like Crate and Barrel, Urban Outfitters, and Carter’s work with us to enable billions of interactions that power tens of billions in revenue for our customers. With a distributed global workforce and employee hubs in New York City, San Francisco, London, and Sydney, Attentive’s team has been consistently recognized for its performance and culture. We’re proud to be included in Deloitte’s Fast 500 (four years running!), LinkedIn’s Top Startups , Forbes’ Cloud 100 (five years running!), and Inc.’s Best Workplaces . About the Role We’re looking for a Chief of Staff to our Chief Revenue Officer (CRO) to help drive alignment, operating rigor, and execution across Attentive’s end-to-end Revenue organization (Sales, Customer Success, Services Support, Revenue Operations, Enablement, Partnerships, and other GTM functions as relevant). The Chief of Staff will attend weekly C-Level Executive meetings as well as all quarterly Board Meetings. Reporting directly to the CRO, you’ll serve as a trusted thought partner and force multiplier, translating the CRO’s strategy into clear priorities, building the operating system that keeps the org on track, and ensuring the right decisions get made quickly with strong follow-through. You’ll bring structure to ambiguity, elevate business visibility through crisp insights and storytelling, and help leaders across Revenue move in lockstep against the company’s most important growth and retention goals. This role is ideal for someone who thrives at the intersection of strategy + execution—equally comfortable shaping the narrative for executives and the Board, and rolling up their sleeves to drive cross-functional programs to completion. It’s a unique opportunity to sit at the center of a high-growth SaaS business and materially influence how Revenue scales. What You’ll Accomplish Drive Revenue Org Strategic Alignment: Partner with the CRO to set and refine Revenue priorities, ensure clarity of direction, and align leaders across Sales, CS, RevOps, and other GTM teams on what matters most. Operationalize the CRO’s Priorities: Translate strategy into structured workstreams with clear owners, milestones, success metrics, and escalation paths—driving execution from concept to measurable impact. Own the CRO Operating Cadence: Build and run the operating rhythms that keep the business moving (weekly leadership meetings, monthly business reviews, QBRs, forecasting/commit cadences, planning cycles, and key internal readouts). Enable High-Quality Executive Decisions: Develop decision memos, dashboards, and pre-reads; synthesize trade-offs; identify risks and dependencies; and ensure decisions are documented and executed. Elevate Business Performance Storytelling: Create clear, executive-ready narratives on performance, drivers, risks, and opportunities—supporting internal leadership communications and Board-level materials as needed. Strengthen Cross-Functional Execution: Act as a connector across Revenue and key partners (Product, Finance, Marketing, Legal, etc.), improving collaboration, communication, and speed of execution across a matrixed org. Drive Planning and Prioritization: Support annual and quarterly planning, including goal-setting, capacity planning inputs, resource trade-offs, and tracking execution against commitments. Be a Force Multiplier for the CRO: Anticipate needs, manage competing prio ... (truncated, view full listing at source)