Sales Specialist Jobs in Chicago, IL

The Role

As a Senior Event Sales Specialist on the Core team, you handle everything from standard group bookings to large corporate events and gatherings of 100 or more guests. You bring experience and polish to every conversation, navigate complex multi-stakeholder sales cycles with confidence, and earn the trust of clients who come back year after year. We lead with presence - Lucky Strike Entertainment operates a camera-first policy. All video calls with clients and internal stakeholders require cameras on, and we expect associates to show up polished and professional - that means appropriate attire, a clean environment, and the kind of executive presence that reflects the brand we represent.

What You'll Do

Convert and Close at Every Level

• Own the full sales cycle for groups of 13 and above - from standard social events to large-scale corporate buyouts and complex 100+ guest events
• Navigate multi-stakeholder decision-making, longer timelines, and higher-complexity contracts with confidence
• Match every client to the right venue, package, and custom experience for their group size and goals

Build and Grow Your Territory

• Own all local business outreach in your territory - building relationships with companies, organizations, and community groups
• Develop and expand a portfolio of high-value accounts through consistent prospecting and relationship management

Hit Your Numbers

• Work toward a quarterly quota, paid monthly on a tiered basis - stronger performance means stronger earnings
• A Commission QRG will detail exactly how your pay is structured from day one

Pass the Right Leads

• Lead under 12 guests? Pass to the Call Center and earn 15% quota credit. Top corporate account? Pass to Enterprise. When a lead is passed to you and you close it, you earn 85% quota credit

Own the Event Experience

• Lead BEO meetings for your events and show up prepared - every time
• Partner with venue ops teams to ensure flawless execution from contract through celebration

Stay with the Guest

• Own retention outreach across your accounts - bringing past guests back and passing qualifying leads to the right segment
• Follow up post-event to deepen relationships and grow your repeat and referral pipeline

Show Up When It Counts

• Evenings, weekends, and holidays are our busiest times - and that's when we need you most

What You'll Bring

You don't need to check every box - but here's what sets the best candidates apart.

• Proven background in group or event sales, hospitality, or a related field - experience with large or complex events strongly preferred
• Track record of managing a high-value pipeline and closing deals with multiple decision-makers
• Confident prospector who builds relationships naturally and follows through consistently
• Strong communicator and presenter - you know how to tailor your pitch to a room of one or a committee of ten
• Detail-oriented and organized - because large events have a lot of moving parts and every one of them reflects on you
• Feedback-driven and coachable - you treat every debrief as an opportunity to sharpen your game
• Comfortable with Outlook, Microsoft Teams, Excel, and GEMS
• Adaptable - a 20-person birthday dinner and a 150-person corporate buyout require very different conversations

What You'll Get

At Lucky Strike Entertainment, we're committed to your well-being on and off the job:

• Medical, Dental, and Vision plans to select from based on your needs
• 401(K) Retirement Plans and Employee Stock Purchase Program
• Employee Assistance Program (EAP), Wellness resources, Vacation and Holidays
• Perks - Bowling, Boomers and Waterpark discounts, retail and event discounts, and more