Executive Assistant to CRO

Key Responsibilities

• Own and manage the CRO’s calendar, scheduling, and shifting priorities — proactively resolving conflicts before they surface.
• Serve as gatekeeper for executive time, communication flow, and priority routing. Know what needs the executive's attention and what doesn't.
• Monitor the Outlook inbox daily: flag action items, draft responses where appropriate, and ensure nothing requiring a decision or follow-up falls through.
• Prepare agendas, pre-reads, and follow-up action items for all recurring leadership meetings, operational check-ins, and client-facing discussions.
• Anticipate operational bottlenecks, scheduling collisions, and areas requiring executive intervention — surface them early with a recommended path forward.
• Support the operating cadence that drives SSG's revenue: weekly pipeline reviews, hiring meetings, department check-ins, quarterly business reviews, and leadership syncs.
• Track and organize data for recurring reporting cycles — including recruiter activity metrics, sales pipeline snapshots, placement/fill data, and goal-to-actual performance.
• Cook up agendas for monthly & quarterly performance reviews: pull KPIs, organize prior review notes, and draft frameworks for the executive's final input.
• Aid in compensation plan documentation, tracking milestone triggers, and ensuring plans are current and accessible.
• Maintain visibility into recruiting activity, sales priorities, and client delivery status so the executive walks into every meeting informed.
• Lead or co-manage internal projects and operational initiatives — track timelines, deliverables, ownership, and accountability without requiring constant executive oversight.
• Drive adoption and utilization of SOPs, process changes, and operational improvements across teams.
• Cover cross-functional initiatives spanning recruiting, sales, client success, operations, marketing, and finance.
• Identify inefficiencies, flag process gaps, and recommend solutions. Bring problems with options, not just problems.
• Ensure projects convert from discussion to execution — own the follow-through loop.
• Support preparation for strategic client meetings, proposals, pricing discussions, and contract negotiations — pull relevant data, organize talking points, and ensure materials are ready.

Communication, Accountability & Follow-Through

• Track all outstanding action items, follow-ups, and commitments across the executive's portfolio.
• Draft professional internal communications: team updates, process rollouts, recognition messages, and operational directives.
• Ensure decisions made in meetings convert into assigned tasks with owners, deadlines, and accountability.
• Escalate urgent matters, risks, or operational concerns appropriately and promptly — use judgment on timing and channel.

Administrative & Operational Support

• Assist with onboarding coordination, vendor communication, contract management, and internal documentation.
• Maintain organization across systems, trackers, and operational workflows.
• Handle sensitive and confidential information (financial, legal, personnel) with absolute discretion.
• Support creation and formatting of executive-level deliverables: PowerPoint decks, Word documents, Excel reports, and branded materials (SSG branding standards).
• Add additional operational initiatives and special projects as assigned.

Qualifications

• 3+ years of experience supporting C-suite or senior executive leadership in an operations-heavy, fast-paced environment.
• Strong organizational, multitasking, and project management skills — proven ability to manage competing priorities without dropping balls.
• Excellent written and verbal communication skills — ability to draft professional correspondence that matches executive tone and voice.
• High attention to detail and relentless follow-through.
• Proactive, self-directed mindset — anticipates needs, solves problems independently, and brings solutions rather than questions.
• Comfortable operating with urgency, ambiguity, and confidentiality.
• Experience with CRM, ATS, or project management systems.
• Experience in staffing, recruiting, or professional services industries.
• Familiarity with Bullhorn, HubSpot, Paycor, or similar platforms.
• Experience supporting a revenue leader (CRO, VP Sales, COO) in a small-to-midsize company.
• Demonstrated ability to manage up — knows when to act, when to escalate, and when to inform.
• Comfort with data: pulling reports, organizing KPIs, and presenting information in clean, usable formats.