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Client Entertainment Jobs in Chicago, IL (NOW HIRING)

TRG

Sales Executive (Remote)

Chicago, IL · On-site +1

Participate in strategic corporate activities, including trade shows, industry seminars, and client entertainment. * Provide management with regular feedback on prospecting, call activity, and ...

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Client Entertainment information

See Chicago, IL salary details

$21K

$59.8K

$128.3K

How much do client entertainment jobs pay per year?

As of Aug 19, 2026, the average yearly pay for client entertainment in Chicago, IL is $59,815.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,490.00 and $69,796.00 per year, depending on experience, location, and employer.

What is a client entertainment?

A Client Entertainment job involves building and maintaining relationships with key clients through events, hospitality, and experiences. Professionals in this role plan and host activities like dining, sporting events, or industry gatherings to strengthen business ties and enhance customer loyalty. Strong communication, networking, and organizational skills are essential. This role is common in industries where client relationships are crucial, such as finance, sales, and consulting.

What are the typical daily responsibilities in a client entertainment role?

In a Client Entertainment position, your day-to-day tasks often involve planning and coordinating events, handling logistics such as scheduling and venue selection, and ensuring all client interactions are seamless and enjoyable. You will frequently communicate with both clients and vendors, manage budgets, and resolve any last-minute issues that arise. Collaboration with sales, marketing, and executive teams is common to align entertainment activities with broader business goals. This fast-paced role requires a proactive approach to creating impactful experiences that strengthen client relationships.

What are the key skills and qualifications needed to thrive in client entertainment, and why are they important?

To thrive in Client Entertainment, you need exceptional interpersonal skills, extensive experience in hospitality or event management, and a strong understanding of client relationship-building strategies. Familiarity with CRM software, event planning tools, and budgeting platforms is often required. Outstanding communication, adaptability, and attention to detail help you excel in anticipating client needs and delivering memorable experiences. These skills are crucial for fostering lasting client relationships and enhancing brand loyalty in a competitive marketplace.

What are the most commonly searched types of Client Entertainment jobs in Chicago, IL?

The most popular types of Client Entertainment jobs in Chicago, IL are:

What are popular job titles related to Client Entertainment jobs in Chicago, IL?

For Client Entertainment jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Client Entertainment jobs in Chicago, IL look for?

The top searched job categories for Client Entertainment jobs in Chicago, IL are:

Client Entertainment jobs near you
Infographic showing various Client Entertainment job openings in Chicago, IL as of August 2026, with employment types broken down into 75% Full Time, and 25% Part Time. Highlights an 100% In-person job distribution, with an average salary of $59,815 per year, or $28.8 per hour.

Director of Sales CHI Connected TV (CTV) Advertising

AC Lion

Chicago, IL • On-site

$150K - $160K/yr

Full-time

Posted 15 days ago

Job description

Director of Sales Location: Chicago, IL (Hybrid - 2 days/week in-office) About the Company: Our client is a fast-growing advertising technology company specializing in Connected TV (CTV) solutions, known for a collaborative, entrepreneurial culture that balances high performance with work-life balance. Job Description: Our client is seeking a Director of Sales to join their team, based in Chicago. This role will work to understand the company's CTV offering and present products to prospective clients, developing strong client relationships and partnerships to generate sales. The role is responsible for an individual book of business within the Chicago/Midwest region and will strive to meet and exceed revenue expectations. This position reports to the VP of Sales, West/Midwest. Duties & Responsibilities:
  • Develop and cultivate leads through the entire sales cycle (from qualifying to negotiating and closing)
  • Present the company's CTV offering and unique value proposition to advertisers and agencies
  • Learn and develop new, creative sales techniques and strategies
  • Act as a communications liaison between clients and internal teams
  • Meet quarterly sales targets according to the sales plan
  • Participate in sales meetings and communicate market feedback to senior leadership
  • Collaborate with account management to deliver RFPs and campaign deliverables
  • Combine new business development and relationship management skills
  • Attend local industry events and plan regular client entertainment
  • Develop and execute sales strategies for long-term revenue growth
Requirements:
  • 6+ years of experience in media sales with CTV, mobile, managed service, and programmatic experience
  • Extensive knowledge of CTV marketing, including programmatic
  • Bachelor's degree in Advertising, Marketing, or a related Business field preferred
  • Established relationships with Chicago-based agency holding companies and independent agencies strongly preferred
  • A creative and self-sufficient problem solver with a "get it done, no matter what" mentality
  • A hunter mentality, with a drive to crack and grow business; an outgoing, personable style suited to active client-facing work
  • Demonstrated ability to perform against quota and excel in a highly competitive market
  • Able to think strategically and translate strategy into effective tactics
  • Skilled at creating partnerships, with a talent for consultative selling and the ability to "push back" gracefully
  • Excellent presentation and communication skills, both in person and over the phone
  • Strong organizational and planning skills, attention to detail, and appreciation of deadlines and goals
Compensation: $150,000-$160,000 base salary, with 2x OTE 3639475

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