Executive Assistant

About Us

Thrive delivers upon the promise of technology by enabling our clients’ digital transformation journeys with best practices on an AI, cybersecurity and cloud focused NextGen managed services platform.

Thrive’s culture is powered by diverse talent, big ideas, and a customer-first mindset—and it’s what truly sets us apart. Thrive is built for people who want more than a weekday routine. If you’re hungry to grow, eager to tackle new challenges and ready to drive real impact in a rapidly expanding environment, then welcome to THRIVE!

Position Summary

We are seeking a highly organized, proactive, and business-minded Executive Administrator & Chief of Staff to support our Chief Revenue Officer. This individual will serve as a trusted partner responsible for maximizing executive effectiveness, ensuring operational excellence, and driving accountability across the Revenue organization.

This role goes well beyond traditional executive administration. While managing executive priorities, communications, travel, and scheduling remains important, the ideal candidate will also act as a strategic coordinator, meeting quarterback, project manager, and operational hub for the CRO and his leadership team.

The successful candidate will anticipate needs before they arise, manage competing priorities with confidence, and help ensure that critical business initiatives move forward without friction.

Requirements

• Executive Support & Calendar Management
• Own and manage the CRO's complex global calendar.
• Prioritize meeting requests based on business impact and strategic importance.
• Protect executive focus time while ensuring accessibility to key stakeholders.
• Coordinate customer meetings, board interactions, leadership sessions, and executive travel.
• Manage travel logistics, itineraries, expense reporting, and executive schedules.
• Prepare the CRO daily and weekly with briefing materials and meeting summaries.
• Ensure seamless coordination across internal and external stakeholders.
• Meeting & Action Item Management
• Serve as the central coordinator for leadership meetings and operating cadences.
• Prepare agendas, organize supporting materials, and ensure meeting readiness.
• Capture decisions, action items, deadlines, and ownership assignments.
• Drive follow-up and accountability across the leadership team.
• Maintain visibility into open action items and escalation needs.
• Ensure nothing falls through the cracks.
• Revenue Leadership Team Coordination
• Act as a liaison between the CRO and direct reports.
• Coordinate leadership team meetings, offsites, QBRs, forecast reviews, and planning sessions.
• Monitor progress against organizational priorities.
• Facilitate communication and alignment across Sales, Marketing, Customer Success, Revenue Operations, Finance, and Product.
• Executive Communications
• Draft and edit executive communications.
• Prepare internal announcements, presentations, talking points, and leadership updates.
• Develop executive-ready presentations and reports.
• Create customer and prospect briefing documents.
• Ensure communications are clear, professional, and aligned with company objectives.
• Business Operations Support
• Maintain visibility into critical revenue initiatives and strategic projects.
• Track progress on organizational goals and business priorities.
• Create executive dashboards and reporting summaries.
• Support annual planning, operating reviews, and special projects.
• Assist with leadership scorecards and KPI tracking.
• Project & Program Management
• Lead or coordinate strategic projects identified by the CRO.
• Support organizational initiatives, process improvements, and operational enhancements.
• Facilitate cross-functional collaboration and remove execution bottlenecks.
• Manage timelines, stakeholders, deliverables, and communications.
• Executive Productivity & AI Enablement
• Leverage Microsoft 365 Copilot and AI tools to maximize leadership productivity.
• Build executive workflows, dashboards, trackers, and briefing materials.
• Continuously identify automation opportunities that improve efficiency.
• Help implement best practices for executive and leadership team effectiveness.

Qualifications

• Required
• 5+ years supporting C-level executives.
• Proven experience managing complex executive calendars and priorities.
• Exceptional organizational and project management skills.
• Strong written and verbal communication abilities.
• High level of discretion handling confidential information.
• Advanced proficiency in Microsoft 365, PowerPoint, Excel, Teams, and Outlook.
• Ability to operate independently with minimal direction.
• Preferred
• Experience supporting a CRO, CEO, COO, President, or other executive leader.
• Experience in SaaS, technology, cybersecurity, or high-growth companies.
• Exposure to Sales Operations, Revenue Operations, or business strategy functions.
• Familiarity with Salesforce, Power BI, Clari, Gong, or similar tools.

What Success Looks Like

In this role, you will:

Enable the CRO to spend more time on customers, strategy, talent, and execution.

Ensure leadership decisions become actions.

Improve organizational accountability and follow-through.

Reduce administrative burden while increasing operational effectiveness.

Anticipate issues before they arise and solve problems proactively.

Become the trusted "right hand" to the CRO.

Ideal Candidate Traits

Anticipates rather than reacts.

Highly organized and detail-oriented.

Excellent judgment and business acumen.

Comfortable interacting with executives, board members, customers, and partners.

Strong communicator and relationship builder.

Thrives in fast-paced, high-growth environments.

Calm under pressure.

Naturally takes ownership.

This is not a meeting scheduler. This is a business partner who ensures the CRO's time is spent on the highest-value activities while helping the Revenue organization operate with speed, accountability, and excellence. EST time zone preferred!