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Matchmaker Jobs in Chicago, IL (NOW HIRING)

Full Medical, Dental, and Vision benefits and an integrated Wellness Program * 401(k) Match Retirement Savings Plan * Paid Time Off (PTO) * Holiday Pay & Floating Holidays * Volunteer Time Off (VTO)

Company matching 401(k) Plan. * Wellness benefits including EAP with 5 free sessions (per situation). * Paid Leave. Health insurance and 401(k) available after meeting eligibility requirements.

Colorist

Chicago, IL · On-site

Comprehensive health, dental, vision, life, and disability insurance * 401(k) with company match * Paid time off and wellness benefits including EAP with 5 free sessions What You'll Need * Active ...

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Matchmaker information

See Chicago, IL salary details

$37.6K

$91.5K

$196.2K

How much do matchmaker jobs pay per year?

As of Jul 15, 2026, the average yearly pay for matchmaker in Chicago, IL is $91,543.00, according to ZipRecruiter salary data. Most workers in this role earn between $51,500.00 and $87,600.00 per year, depending on experience, location, and employer.

How to get hired as a matchmaker?

To get hired as a matchmaker, develop strong interpersonal and communication skills, and gain experience in counseling or relationship coaching. Building a network within the industry and obtaining relevant certifications can improve job prospects. Many matchmakers work independently or for dating agencies, often requiring a good reputation and understanding of client needs.

Are matchmakers in demand?

Matchmakers are in moderate demand, especially in luxury and niche markets where personalized services are valued. The profession often requires strong interpersonal skills, discretion, and networking abilities, with demand influenced by societal trends and the popularity of online dating platforms.

What jobs pay 4000 a week without a degree?

A matchmaker can earn $4,000 or more weekly through commissions and client fees, especially in high-end markets or with a strong network. Success in this role depends on interpersonal skills, reputation, and the ability to connect clients effectively, often without formal education requirements.

How does a Matchmaker typically collaborate with clients to understand their preferences and ensure successful matches?

A Matchmaker works closely with clients through in-depth consultations to understand their values, lifestyle, and relationship goals. This often involves regular communication, personality assessments, and feedback sessions after introductions. Matchmakers act as both advisors and advocates, offering guidance throughout the dating process and adjusting search criteria based on client experiences. Collaboration is key, as ongoing dialogue helps refine matches and increases the likelihood of successful, lasting relationships.

What does a matchmaker do?

A matchmaker is a professional who helps individuals find compatible romantic partners. They get to know their clients' personalities, preferences, and relationship goals, and then use interviews, personality assessments, and their own network to suggest suitable matches. Matchmakers often provide coaching, feedback, and support throughout the dating process to help clients build successful relationships. They may work independently, for agencies, or specialize in certain types of clients.

How to become a matchmaker with no experience?

To become a matchmaker with no experience, start by gaining knowledge of relationship dynamics and communication skills through online courses or reading. Volunteering or assisting experienced matchmakers can provide practical exposure, and developing strong interpersonal skills is essential for success in the field.

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

To thrive as a Matchmaker, you need strong interpersonal skills, a keen understanding of relationship dynamics, and typically some background in psychology, counseling, or social work. Familiarity with CRM software, matchmaking databases, and online dating platforms is commonly required, and some certifications in relationship coaching can be advantageous. Exceptional communication, active listening, and empathy help build trust with clients and facilitate successful matches. These skills are crucial for accurately assessing compatibility and fostering meaningful connections between clients.

What is the difference between Matchmaker vs Recruiter?

AspectMatchmakerRecruiter
CredentialsOften no formal certification, but industry-specific trainingTypically requires HR or recruiting certifications
Work EnvironmentPrivate matchmaking firms, luxury services, or niche marketsCorporate HR departments, staffing agencies, recruiting firms
Industry UsageUsed mainly in personal services, dating, and niche marketsWidely used across various industries for hiring
Search & Comparison IntentMatching individuals for personal or romantic purposesFinding suitable candidates for job openings

While both roles involve connecting people, a Matchmaker focuses on personal or romantic matches, often in niche markets, with less formal credentials. A Recruiter works within organizations or agencies to fill job positions, requiring HR certifications and working in broader industries.

What Does a Matchmaker Do?

A professional matchmaker introduces their clients to partners with whom they could potentially develop a romantic relationship. Your duties involve assessing the personality traits of each client and finding out information about the qualities that they seek in a partner. You then match the client with potential partners who have the desired profile. You usually meet and interview each candidate to assess the chance of a romantic connection with your client. Your responsibilities include scheduling an initial meeting between your client and their match. You can work for a matchmaking service or operate your own matchmaking business.

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 Matchmaker jobs in Chicago, IL? For Matchmaker jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Matchmaker jobs in Chicago, IL look for? The top searched job categories for Matchmaker jobs in Chicago, IL are:
Infographic showing various Matchmaker job openings in Chicago, IL as of July 2026, with employment types broken down into 40% Full Time, 40% Part Time, and 20% Contract. Highlights an 40% In-person, and 60% Remote job distribution, with an average salary of $91,543 per year, or $44 per hour.

Remote Inside Sales - Be a Chicago Matchmaker!

IJL Select

Chicago, IL • On-site, Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 22 days ago


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