Executive Administrative Assistant

About the role

Prosigliere is seeking a proactive Executive Administrative Assistant to support its CEO, who splits time between CRO, CFO, and billable advisory duties. The role acts as a “force multiplier,” handling complex calendaring, travel, and data preparation so the CEO can focus on revenue‑driving activities and client relationships.

Key responsibilities

• Own and maintain the CEO’s primary Google Workspace calendar, including time‑blocking, priority setting, and conflict resolution.
• Manage separate email and calendar accounts for each billable client engagement across Google Workspace and Microsoft 365.
• Coordinate domestic and international travel, handling bookings, changes, and detailed itineraries with client context.
• Maintain the sales pipeline in Notion and track utilization, billing, and revenue data in Google Sheets, creating simple dashboards.
• Build and update client presentations in Google Slides or PowerPoint, and prepare spreadsheets for pricing, renewal, and margin analysis.
• Draft client‑facing and internal communications, including bullet points, talking points, and executive summaries.
• Track the CEO’s action items and follow‑ups using structured notes in Notion or shared documents.
• Support back‑office finance tasks such as expense processing and reconciliation using Gusto and Bill.com.

Required profile

• Highly organized and detail‑oriented with the ability to juggle multiple calendars and client contexts.
• Strong written communication skills for preparing concise briefs and follow‑up notes.
• Comfortable working in a fast‑growing, high‑velocity environment.
• Proactive problem‑solver who can anticipate needs and act independently.

Required skills

• Google Workspace (Calendar, Gmail, Slides, Sheets)
• Microsoft 365 (Outlook, Calendar)
• Notion
• PowerPoint
• Gusto
• Bill.com