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Professional Matchmaker Jobs in Chicago, IL (NOW HIRING)

As a Tennis Coach, you will provide professional instruction in group and private settings and ... Paid Time Off * 401(k) with company match up to 3% * Value Sharing (Profit sharing) * Holiday Bonus

Leasing Professional

Woodridge, IL ยท On-site

$21 - $23/hr

NOW SEEKING LEASING PROFESSIONALS! At Morgan Properties, every interaction is an opportunity to ... Company Match * Paid Time Off & Paid Holidays * Apartment Rent Discount * Career Growth ...

Tennis Professional

Chicago, IL ยท On-site

$60/hr

As a Tennis Coach, you will provide professional instruction in group and private settings and ... Paid Time Off * 401(k) with company match up to 3% * Value Sharing (Profit sharing) * Holiday Bonus

Tennis Professional

Chicago, IL ยท On-site

$60/hr

As a Tennis Coach, you will provide professional instruction in group and private settings and ... Paid Time Off * 401(k) with company match up to 3% * Value Sharing (Profit sharing) * Holiday Bonus

Leasing Professional

Chicago, IL ยท On-site

$18 - $21/hr

Our Leasing Professionals are the backbone of our company. You will be the customer service gurus ... Robust retirement planning: 401(k) plan available with employer matching. * Financial security:

Leasing Professional

Chicago, IL ยท On-site

$18 - $21/hr

Our Leasing Professionals are the backbone of our company. You will be the customer service gurus ... Robust retirement planning: 401(k) plan available with employer matching. * Financial security:

We encourage all types of successful sales professionals to apply ... Desire to listen to, connect with, and serve seniors by matching their needs to our service ...

Sales Professional

Deerfield, IL ยท On-site

$54K - $66K/yr

This isn't your typical retail job--achieve your financial dreams with uncapped commissions and a 401(k) match. Job Details: The Sleep Expert will elevate and enhance the customer's in-store ...

Sales Professional

Mount Prospect, IL ยท On-site

$54K - $66K/yr

This isn't your typical retail job--achieve your financial dreams with uncapped commissions and a 401(k) match. Job Details: The Sleep Expert will elevate and enhance the customer's in-store ...

Sales Professional

Portage, IN ยท On-site

$51K - $63K/yr

This isn't your typical retail job--achieve your financial dreams with uncapped commissions and a 401(k) match. Job Details: The Sleep Expert will elevate and enhance the customer's in-store ...

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Professional Matchmaker information

See Chicago, IL salary details

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How much do professional matchmaker jobs pay per hour?

As of Aug 23, 2026, the average hourly pay for professional matchmaker in Chicago, IL is $21.79, according to ZipRecruiter salary data. Most workers in this role earn between $20.82 and $22.79 per hour, depending on experience, location, and employer.

What is a professional matchmaker?

Professional matchmakers are experts who help individuals find compatible romantic partners. They use personalized consultations, interviews, and sometimes technology to understand a client's preferences, values, and goals. Matchmakers then search their network or database to suggest potential matches, often providing guidance and feedback throughout the dating process. Their services can save clients time and increase the chances of finding a meaningful relationship.

What are the key skills and qualifications needed to thrive as a professional matchmaker, and why are they important?

To thrive as a Professional Matchmaker, you need a strong understanding of interpersonal dynamics, relationship-building, and often a background in psychology or counseling. Familiarity with client management software, online dating platforms, and CRM systems is typically required. Exceptional communication, emotional intelligence, and discretion set top matchmakers apart in building trust and rapport with clients. These skills ensure successful matches, client satisfaction, and a strong reputation in a competitive industry.

What are some common challenges professional matchmakers face when working with clients, and how are they addressed?

Professional Matchmakers often encounter challenges such as managing clients' expectations, navigating sensitive personal preferences, and ensuring clear communication between all parties. Success in this role requires strong interpersonal skills to tactfully address mismatches and provide constructive feedback. Matchmakers frequently hold in-depth consultations, set realistic timelines, and use their expertise to guide clients toward meaningful connections while maintaining confidentiality and professionalism.

What is the difference between Professional Matchmaker vs Dating Coach?

AspectProfessional MatchmakerDating Coach
CredentialsOften certified in matchmaking or relationship coachingTypically certified in coaching or counseling
Work EnvironmentWorks with clients to find compatible partners, often through personalized matchmakingHelps clients improve dating skills and confidence, focusing on self-improvement
Industry UsageCommonly employed by matchmaking agencies or independentlyOften employed by coaching firms or as independent consultants
Search & Comparison IntentPeople seeking personalized partner matching servicesIndividuals looking to enhance their dating skills and confidence

While both professionals work in the dating industry, a Professional Matchmaker focuses on pairing clients with compatible partners through personalized matchmaking, whereas a Dating Coach helps clients improve their dating skills and confidence. The roles often overlap but serve different client needs within the relationship industry.

Do professional matchmakers still exist?

Yes, professional matchmakers still operate as a career, helping clients find compatible partners through personalized consultations and relationship assessments. They often work independently or for matchmaking agencies, utilizing skills in communication, discretion, and relationship psychology.

How do you become a professional matchmaker?

To become a professional matchmaker, individuals typically gain experience in counseling, psychology, or customer service, and develop strong interpersonal and communication skills. Some may pursue certifications in relationship coaching or matchmaking, and building a network of clients and contacts is essential for success in the field.

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

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

What are popular job titles related to Professional Matchmaker jobs in Chicago, IL?

For Professional Matchmaker jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Professional Matchmaker jobs in Chicago, IL look for?

The top searched job categories for Professional Matchmaker jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Professional Matchmaker jobs?

Cities near Chicago, IL with the most Professional Matchmaker job openings:

Infographic showing various Professional Matchmaker job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 50% In-person, and 50% Remote job distribution, with an average salary of $45,326 per year, or $21.8 per hour.

Remote Inside Sales - Be a Chicago Matchmaker!

IJL Select

Chicago, IL โ€ข On-site, Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted yesterday


Job description

Are you an aspiring top-performing Salesperson looking for a great opportunity? Are you professional, ambitious, and looking for a fun and exciting career? We are a professional dating service celebrating 30+ years as the industry leader, and we are looking for a talented and trainable inside sales professional seeking a career with great benefits and uncapped earning potential to join our team.

At It’s Just Lunch, the #1 personalized dating service, our ideal Inside Salesperson is outgoing, high-energy, motivated, and has at least 1 year of sales experience (preferably phone experience). Positive personality and experience in a fast-paced environment is a must.

IJL Select is the largest franchise of It’s Just Lunch - has a unique culture and we are grateful to work with the best sales team out there!  Earning potential for $100K+ is achievable with our training program, KPIs, and systems.

  • Matchmaking is a unique industry that is fun, sexy, and trendy - never boring!
  • Our culture is fun and playful.  Being a core value fit is important; our team aligns with Passion, Accountability, Client-centric, and Teamwork. 
  • Opportunity to be an individual contributor while being part of a very driven team where we take success and personal growth seriously.
  • We provide ongoing training, learning opportunities, and feedback to all employees. Tenured team members mentor and share their success with all new team members.
  • We reward success and provide fun incentives (hotel stays, trips, spa days, cash bonuses, handbags, shoes, etc.)
  • An environment of healthy competition – we are driven to win the sales but help each other out in the process.
  • Lifestyle career where team members find longevity due to an entrepreneurial work environment and uncapped income potential.
  • See for yourself - Click here for more insight from our team.

We are eager to train and work with money-motivated individuals with a positive attitude, an abundance of enthusiasm, and a strong work ethic. Our team of experts will train you on the fundamentals of consultative sales.

The Right Candidate may have:

  • Experience in 1-call close and 24-hour sales cycle 
  • Intangible or luxury product sales experience (experience with dating service sales, high-end retail, weight loss programs, travel, radio advertising, recruiting, gym membership, tanning salon, laser hair removal, med-spa, etc.)

The Responsibilities of this Inside Salesperson include, but are not limited to:

  • Achieve and exceed sales quotas and KPIs.
  • Conduct dynamic sales calls with prospective and past clients (outbounding 80 – 100 calls per day).  All leads are WARM and provided to you.
  • Evaluate, interview, and enroll/renew client memberships through our consultative sales process.
  • Manage client’s dating experience through matching and feedback.
  • Collaborate with Client Advisors who provide concierge-level day-to-day service to clients.

The Qualifications IJL Select requires include: 

  • 4-year degree or equivalent work experience.
  • Minimal 1 year of sales experience.
  • Thrives in a combination of remote and in-office sales environments.
  • High-volume outbound dialer. 
  • Comfortable with a performance-based commission structure (salary+comission).
  • Money-motivated, with a desire to make over six figures

Compensation: Your hard work and professional dedication will be rewarded with a competitive compensation structure and excellent benefits. First-year earnings of a base rate, uncapped commission structure, and bonus opportunities combined for a total compensation range starting at $70-$120K, depending on performance.

Schedule:  Minimum of 40 hours/week– allowing opportunities of days/hours covering M-Su (a Saturday or Sunday is required).

Benefits: Medical, Dental, and Vision insurance; available HSA and FSA; Life and Long-Term Disability insurance; 401K and PTO.

Flexible Remote Work Opportunity: IJL Select team members benefit from having the flexibility of working remotely or having the option to work from our local offices.  All remote work environments require high-speed internet (meet bandwidth requirements), and a conducive environment that allows for privacy, quiet, good lighting, and is appropriate for attending team or client video meetings. An employee is responsible for all related home office expenses. 

NEXT STEPS
Apply now!  Your application will be reviewed, and if qualifications are met, we will contact you.
(No phone calls to the office, please.)

Employment Type: FULL_TIME