Performance AI is hiring a highly organized, proactive, execution-focused Business Operations & Executive Assistant to work in person with our leadership team in Chicago.

This is not a basic administrative assistant role.

We are looking for someone who can take scattered priorities, organize them into clear systems, follow up consistently, and help the company operate with more structure, accountability, and speed.

This role sits close to the center of the business. You will support the CEO, help manage follow-ups, coordinate internal operations, support recruiting and onboarding, and make sure important priorities do not fall through the cracks.

What You’ll Own

Executive Support

Manage CEO scheduling, meetings, priorities, and follow-ups
Prepare agendas, meeting notes, and action items
Draft professional emails, internal updates, and follow-up communications
Track commitments across employees, customers, vendors, candidates, partners, and investors

Business Operations

Build and maintain trackers, checklists, SOPs, workflows, and dashboards
Organize company documents, folders, and internal systems
Track owners, deadlines, blockers, and next steps across key priorities
Help create repeatable systems for meetings, onboarding, reporting, and internal coordination

HR, Recruiting, and People Operations

Coordinate interviews and candidate follow-up
Maintain hiring trackers and candidate pipelines
Support onboarding for employees and contractors
Organize offer letters, onboarding checklists, HR documents, and internal admin processes

Project Management and Follow-Up

Maintain company priority trackers and weekly action lists
Create weekly operational summaries for leadership
Follow up with internal and external stakeholders
Escalate blockers quickly and clearly

First 30 Days

You will help build or improve:

CEO weekly action tracker
Company priorities dashboard
Hiring and candidate tracker
Employee and contractor onboarding checklist
SOP templates
Meeting notes and action-item templates
Weekly operations summary format
Internal document structure

What Success Looks Like

You will be successful if:

CEO priorities are clearly tracked every week
Meetings consistently result in documented next steps
Follow-ups happen without leadership having to chase them
Hiring pipelines are organized and current
New hire onboarding is documented and repeatable
Key projects have clear owners, deadlines, and blockers
The company becomes more organized, accountable, and operationally disciplined

Ideal Candidate

You are:

Highly organized and detail-oriented
Strong in written and verbal communication
Comfortable working directly with senior leadership
Able to create structure from ambiguity
Strong at follow-up and accountability
Calm under pressure
Discreet with confidential information
Comfortable working in person in a fast-moving office environment
Willing to do both strategic coordination and hands-on administrative work

Experience

3–6 years of relevant experience required
5+ years preferred
Experience supporting a CEO, founder, or senior executive is strongly preferred
Experience in business operations, project coordination, HR administration, recruiting coordination, startup operations, or internal systems management is a plus

Tools Experience Preferred

Experience with some of the following is helpful:

Google Workspace, Slack, ClickUp, Notion, Airtable, HubSpot, Microsoft Office, DocuSign, LinkedIn, Gusto, Rippling, Deel, Justworks, QuickBooks, and Calendly.

You do not need to know every tool, but you should be comfortable learning systems quickly and keeping them organized.

Compensation & Benefits

Base salary: Competitive, depending on experience and fit
Health benefits
401(k)
Paid time off
Paid sick leave
Additional company-provided benefits

Work Environment

This is a full-time, in-person role in Chicago.

This role is best suited for someone who wants to work close to leadership, be near the center of a growing company, and help build the operating foundation of the business.

This is not a fit for someone looking for:

A hybrid or remote role
A narrow administrative role
A slow-moving corporate environment
A role with limited accountability
A position where they wait for every task to be assigned

Apply through LinkedIn or send your resume to: hr@getperformance.ai

Performance AI

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Business Operations & Executive Assistant