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Matchmaking Remote Jobs in Chicago, IL (NOW HIRING)

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Remote Immigration Attorney

Chicago, IL · Remote

$100/hr

Remote Immigration Attorney Benefits - Starting Salary targeting $140K - $170K - 100% covered health, dental, vision insurance. - 100% covered disability and life insurance. - 401(k) match up to ...

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WIN Home Inspection

Inside Sales Manager

Chicago, IL · Remote

Paid medical, dental, and vision coverage * 401(k) matching * Remote work flexibility and technology stipend * Opportunities to grow in a highly innovative environment with a nationally recognized ...

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Matchmaking Remote information

See Chicago, IL salary details

$27.2K

$79K

$168.3K

How much do matchmaking remote jobs pay per year?

As of Aug 18, 2026, the average yearly pay for matchmaking remote in Chicago, IL is $78,960.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,754.00 and $96,483.00 per year, depending on experience, location, and employer.

What is a matchmaking remote?

A Matchmaking Remote job involves helping individuals or businesses find compatible matches, such as in dating, networking, or business partnerships, while working from a remote location. Professionals in this field use online tools, communication platforms, and databases to connect clients based on their preferences and requirements. The job may include interviewing clients, assessing compatibility, and providing ongoing support throughout the matching process. Remote matchmakers often work for agencies, platforms, or as independent consultants, allowing them to serve clients globally. This role requires strong interpersonal, communication, and organizational skills.

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

To thrive as a Matchmaking Remote Specialist, you need strong interpersonal skills, an understanding of relationship dynamics, and often a background in psychology, counseling, or a related field. Familiarity with customer relationship management (CRM) software, online communication tools, and matchmaking platforms is typically required. Exceptional communication, empathy, discretion, and problem-solving abilities set standout candidates apart in this role. These skills and qualities are vital for building trust with clients, making successful matches, and maintaining client satisfaction in a remote environment.

What are some common challenges faced by remote matchmaking professionals and how can they overcome them?

Remote matchmaking professionals often encounter challenges such as building trust with clients virtually, managing multiple client profiles efficiently, and maintaining a strong communication flow. To overcome these obstacles, it's important to leverage secure and user-friendly digital tools for video calls and messaging, maintain regular check-ins with clients, and implement organized tracking systems for matches and feedback. Staying proactive with communication and embracing continuous learning about virtual relationship dynamics can help foster successful client outcomes and a positive remote work environment.

What is the difference between Matchmaking Remote vs Customer Support Specialist?

AspectMatchmaking RemoteCustomer Support Specialist
Required CredentialsExperience in matchmaking, communication skillsCustomer service training, communication skills
Work EnvironmentRemote, client-focused, personalized interactionsRemote or on-site, assisting customers with inquiries
Employer & Industry UsageDating services, matchmaking platformsRetail, tech companies, service industries
Search & Comparison IntentJob roles involving personalized client matchingCustomer service roles requiring communication skills

Matchmaking Remote focuses on connecting clients through personalized matching, often requiring experience in matchmaking and communication skills. Customer Support Specialist involves assisting customers with inquiries, troubleshooting, and support, typically requiring customer service training. While both roles are remote and involve communication, they serve different industry needs and client interactions.

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

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

What are popular job titles related to Matchmaking Remote jobs in Chicago, IL?

For Matchmaking Remote jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Matchmaking Remote jobs in Chicago, IL look for?

The top searched job categories for Matchmaking Remote jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Matchmaking Remote jobs?

Cities near Chicago, IL with the most Matchmaking Remote job openings:

Matchmaking Remote jobs near you

Remote Inside Sales - Be a Chicago Matchmaker!

IJL Select

Chicago, IL • On-site, Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 26 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.)

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