Executive Assistant & Office Manager

ThoughtSpot•Chicago, IL

5d•Hybrid

About The Position

As the Executive Assistant & Office Manager, you’ll serve as both a trusted partner to senior GTM leaders and as the backbone of our Chicago office. This is a highly visible, hands-on role that blends executive support with office operations, employee experience, and cross-functional coordination. You’ll be someone leaders rely on to stay organized and focused, and someone employees turn to for a smooth, welcoming, well-run office experience. This role is based in Chicago and requires regular in-office presence.

Requirements

5+ years of experience in a hybrid Executive Assistant, Office Manager, or similar role.
Experience supporting senior leaders (VP or C-level preferred).
Strong organizational, time-management, and prioritization skills.
Excellent written and verbal communication.
An ability to build and drive positive culture and team collaboration in an office setting.
High degree of discretion, judgment, and professionalism.
Comfort juggling executive support and operational responsibilities in a fast-paced environment.
Proficiency with productivity and collaboration tools (Google Workspace, Slack, Asana, etc.).
A service-oriented, proactive mindset with a strong sense of ownership.
Someone who enjoys being the “go-to” person and takes pride in running a tight operation.
Comfortably and confidently integrate artificial intelligence into their daily workflow to increase productivity and quality.
Hands-on experience to leverage AI tools (industry-leading LLMs) to increase productivity, automate routine tasks, and improve work quality.
Speak to the experience of using AI for research, content creation, and document summarization while maintaining ownership of judgment and final decisions.
Write effective prompts to get the most accurate and creative results from AI tools.
Curiosity in exploring new AI tools
Adaptability to quickly learn and implement new, emerging AI technologies
Critical thinking to know when to identify when AI should be used versus when human judgement is necessary

Responsibilities

Manage complex calendars for senior leaders, including prompt and accurate scheduling of high-priority meetings with internal and external stakeholders.
Schedule, plan, and coordinate travel, offsites, and leadership meetings.
Prepare meeting materials (agendas, decks, notes, action items) and ensure follow-through on next steps.
Act as a key point of contact on behalf of supported leaders.
Draft, proofread, and edit correspondence, presentations, and internal communications.
Proactively manage priorities, deadlines, and competing requests.
Handle sensitive and confidential information with discretion and professionalism.
Support occasional personal or ad hoc tasks to enable executive productivity.
Own day-to-day operations of the Chicago office, ensuring a seamless and positive in-office experience.
Manage office vendors, supplies, facilities needs, and conference room logistics.
Partner with People Ops on onboarding/offboarding logistics and in-office coordination.
Help plan and execute onsite meetings, leadership visits, team events, and office moments.
Serve as a go-to resource for employees with office-related questions or needs.
Identify and implement improvements to office processes, organization, and employee experience.
Act as a connective tissue across teams, ensuring nothing falls through the cracks.