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Event Captain Jobs on Chicago’s North Shore, $50 an Hour

Run the room at the North Shore’s best events. $50 an hour to lead teams of 10 to 20, own the timeline, and be the person the client trusts on the biggest day of their year.

Why Captains Choose That Special Event

$50 per hour

Leadership pay in writing. We’re one of the only event staffing companies anywhere in Chicagoland that publishes its rates.

You Run It All

The briefing, the timeline, the team, the client on-site. As a banquet captain at our off-site events, the room is yours from setup to hand-back.

Flexible scheduling

You submit your availability; we book you for events that match. No minimum shift quota, no penalty for busy weeks.

A 25-year Name Behind You

Family-owned, Northbrook-based, and known by venues and clients across the North Shore since 1999. When you walk in as our captain, the room already trusts you.

Wedding Rings Planning

What the Job Looks Like

You’ll open the event with the team briefing: the room, the plan, the timeline, who’s doing what. Then you run it: directing 10 to 20 servers, bartenders, and support staff on average, managing the minute-by-minute timeline, being the client’s point of contact on-site, and solving problems before anyone notices them. On larger, more complex events, you’ll work alongside other captains. Weddings, mitzvahs, galas, and corporate events at venues and homes across the North Shore and Chicago, all off-site, all yours to run.

What Makes a That Special Event Captain

Captain experience is required, whether you earned it elsewhere or on our own roster. Here’s the rest:

Controlled ownership

The defining attribute of our captains: you take responsibility for the entire event outcome while keeping your composure, your standards, and your hospitality.

Calm authority

You lead confidently without heat, give concise instructions, delegate to each person’s strengths, and hold the same standard you expect from the team.

Operational command

Timeline, staffing, equipment, rentals, food, and service details, all tracked at once. You scan the whole room instead of getting trapped in one task, and you fix shortages before anyone sees them.

Off-site fluency

Chafers, sternos, cambros, hot boxes, temporary kitchens, load-in and load-out. You can build an efficient operation in an unfamiliar venue and account for every piece of equipment on the way out.

Service mastery

Plated, buffet, family-style, stationed, cocktail: you know them well enough to teach them, pace them, and quality-check every plate that leaves the kitchen.

Client diplomacy

You listen carefully, handle reasonable requests without derailing the event, and can say no gracefully. Every interaction protects a 25-year relationship business.

Decisive problem-solving

You make timely calls without perfect information, know when to escalate, and bring answers instead of reporting problems.

The Five Behaviors of Our Best Captains

Twenty-five years of events have taught us that the highest-value captains consistently do five things:

[ 01 ]

They know the complete event plan before directing others.

[ 02 ]

They establish assignments and expectations immediately.

[ 03 ]

They continuously inspect rather than assume.

[ 04 ]

They solve problems before the client notices them.

[ 05 ]

They leave the venue, the equipment, and the team fully accounted for.

Top-down view of a floral centerpiece on a set dining table decorated and planned by That Special Event

Apply Now. It Takes Under Two Minutes.

No resume required. A real person from our Northbrook office will contact you. That Special Event welcomes team members of all backgrounds.

From Application to Your First Event in 3 steps

Step 1

Apply in under two minutes

Name, contact, role, experience, availability. No resume needed to start, and you can do it from your phone right now.

Step 2

A real person calls you

Jerry’s office reaches out quickly for a short conversation about your experience and your schedule.

Step 3

Orientation, then your first event

New-team orientations are held weekly at our Northbrook office. Complete yours, and you’re on the roster and bookable for events that match your availability.

Staff setting a long elegant table for a greenhouse event

Ready to Run the Room?

$50 an hour. Two minutes to apply. Orientation Tuesday. Then the best events on the North Shore, with your name on the briefing.

Frequently asked questions

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