Chief of Staff

Summary

Join Iterable as the Chief of Staff to the CRO and drive strategic alignment, operational excellence, and organizational effectiveness across the Revenue organization. This high-impact leadership role requires a strategic thinker and exceptional communicator to manage complex projects and ensure seamless execution of Iterable’s revenue goals. You will act as a trusted advisor to the CRO, tackling critical initiatives and managing cross-functional projects. The ideal candidate possesses strong analytical and problem-solving skills, experience in high-growth environments, and proficiency in various tools. Iterable offers a competitive salary, equity, and a comprehensive benefits package, including paid parental leave, health insurance, and professional development allowances.

Requirements

• 7+ years of experience in strategy, consulting, revenue operations, or a similar leadership role
• Proven track record of managing large-scale projects with cross-functional teams
• Strong analytical and problem-solving skills with a data-driven mindset
• Exceptional written and verbal communication skills, with the ability to influence and align stakeholders at all levels
• Proficiency in tools such as Salesforce, Tableau, and advanced Excel/Google Sheets

Responsibilities

• Serve as a trusted advisor and "truth teller" to the CRO, providing candid feedback and brainstorming to facilitate clear decision-making
• Assist in operationalizing the vision for the CRO’s Office by refining priorities and enabling strategic focus
• Enable the CRO to build and strengthen internal and external relationships, focusing on high-impact interactions
• Partner with the CRO to develop, communicate, and track progress on strategic initiatives across the Revenue organization
• Facilitate quarterly business reviews (QBRs), annual planning sessions, and leadership meetings to ensure alignment on goals and priorities
• Assist in resetting and aligning quarterly OKRs across teams, driving accountability and execution
• Design and implement an operational meeting structure to maintain organizational focus and track commitments
• Monitor the health of the Revenue organization by tracking KPIs and identifying key metrics to inform decision-making
• Collaborate with Revenue Operations to optimize tools, streamline workflows, and enhance operational efficiency
• Lead and execute high-priority cross-functional projects, managing risks, timelines, and stakeholder expectations
• Identify and address bottlenecks, ensuring seamless execution of revenue initiatives
• Manage cross-functional initiatives tied to company goals and build a rhythm of accountability through clear communication and follow-up
• Develop content and run-of-show for leadership communication platforms, including Town Halls and executive updates
• Ensure leadership team meetings stay on track and produce actionable outcomes
• Prepare executive-level presentations, reports, and correspondence
• Champion Iterable’s values, fostering collaboration and trust across the Revenue organization
• Strategize and plan quarterly team-building activities for the Leadership team to strengthen relationships and enhance alignment

Preferred Qualifications

• Experience in SaaS, tech, or high-growth environments
• MBA or equivalent advanced degree

Benefits

• Paid parental leave
• Competitive salaries, meaningful equity, & 401(k) plan
• Medical, dental, vision, & life insurance
• Balance Days (additional paid holidays)
• Fertility & Adoption Assistance
• Paid Sabbatical
• Flexible PTO
• Monthly Employee Wellness allowance
• Monthly Professional Development allowance
• Pre-tax commuter benefits
• Complete laptop workstation