Senior Executive Assistant Job at Synergy Interactive in Chicago

Job Title: Senior Executive Assistant

Location: Chicago, IL (In-Office)

Employment Type: Full-time

Role Overview

We are seeking an experienced Senior Executive Assistant to provide dedicated support for investor and advisor relationships within a fast-growing technology organization. Reporting to the Director of Strategy & Investments, this role is responsible for managing complex scheduling, coordination, and logistics that support high-value, confidential investor engagement. This is an execution-focused role requiring sound judgment, discretion, and the ability to operate effectively in high-stakes environments.

Key Responsibilities

• Serve as a trusted point of coordination between investors, advisors, and internal leadership
• Manage complex, multi-party calendars across time zones
• Triage and prioritize investor communications, ensuring timely follow-up
• Coordinate investor meetings, calls, and events end-to-end, including agendas and materials
• Plan and manage detailed travel itineraries for investors and senior leaders
• Support investor events, offsites, and hosted gatherings, including vendor coordination
• Prepare and organize materials for investor meetings and strategic discussions
• Track action items, requests, and follow-ups related to investor interactions
• Maintain organized records while handling sensitive information with discretion

Experience & Qualifications

• 8–10+ years of experience supporting C-level executives or senior leaders
• Experience supporting investor, board, or advisor relationships
• Proven ability to manage complex scheduling, travel, and logistics independently
• Background in fast-paced, high-performance environments (tech, finance, or similar)
• Strong written communication and proficiency in Microsoft Office (PowerPoint, Word, Excel)

Key Traits

• High discretion and strong judgment
• Highly organized, detail-oriented, and reliable
• Calm under pressure and proactive in problem-solving
• Execution-driven with the ability to anticipate needs