Executive Assistant/ Operations Coordinator (Founding Team)

Executive Assistant / Operations Coordinator (Founding Team) 📍 In-Person – Roselle, IL 💼 Full-Time 💰 $45,000 base salary +Equity participation Compensation review after next funding round About Collars Collars is a fast-growing startup transforming how blue-collar workers connect with employers. We officially launched in February 2026 and are already gaining traction with applicants, employers, and advertisers. We’re building something big—and we’re looking for someone who wants to be in the trenches with the founders as we scale. The Role We’re hiring a highly organized, proactive, and detail-oriented operator to work directly with the CEO and CFO/COO. This is not a traditional assistant role. You will act as the central hub of execution , helping manage schedules, communications, projects, and day-to-day operations across the business. If you thrive in fast-paced environments, love bringing order to chaos, and want real exposure to how a startup is built—this role is for you. What You’ll Do🗓 Calendar & Scheduling Management
Own and manage CEO & CFO calendars as a unified system
Coordinate meetings, calls, and priorities
Eliminate scheduling friction and protect leadership time 📧 Email & Communication Triage
Review and organize inboxes daily
Flag priorities and draft responses
Ensure nothing important slips through 📊 Task & Project Coordination
Maintain a centralized task management system (ClickUp, Notion, etc.)
Track key initiatives across:
Investor updates
Marketing campaigns
Hiring
Partnerships
Follow up relentlessly to keep things moving ✈️ Travel, Events & Logistics
Book travel and manage itineraries
Coordinate meetings, job fairs, speaking engagments, and events
Handle logistics so leadership can focus on execution 🧩 Operations & Admin Support
Organize documents, spreadsheets, and Canva files
Assist with reports, presentations, and investor materials
Support cross-functional coordination between teams Who You Are
Extremely organized (you love systems, lists, and structure)
Proactive—you don’t wait to be told what to do
Calm under pressure and able to juggle multiple priorities
Strong communicator (written and verbal)
Tech-comfortable (Google Workspace, Excel, Canva, etc.)
Excited about startups and building something from the ground up Bonus Points
Experience supporting executives or working in a startup
Familiarity with project management tools (ClickUp, Notion, Asana, or similar)
Interest in operations, business, or entrepreneurship Why Join Collars
Work directly with the CEO & CFO/COO
Be part of the founding team of a growing startup
Gain exposure to all aspects of building a company
Take on real responsibility from day one
Receive equity in the company and grow with us Growth Opportunity This role is designed to evolve into: ➡️ Operations Manager ➡️ Chief of Staff (long-term potential) We are looking for someone who wants to grow with the company—not just fill a role. How to Apply Send your resume and a short note on: 👉 Why this role excites you 👉 How you stay organized in chaotic environments If you’re looking for a standard 9–5 assistant job, this isn’t it.
If you want to be part of building something meaningful and fast-moving—we want to hear from you.
Apply on LinkedIn