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Matchmaking Jobs in Oregon (NOW HIRING)

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Matchmaking information

See Oregon salary details

$42.8K

$86.5K

$119.5K

How much do matchmaking jobs pay per year?

As of May 29, 2026, the average yearly pay for matchmaking in Oregon is $86,489.00, according to ZipRecruiter salary data. Most workers in this role earn between $66,600.00 and $95,700.00 per year, depending on experience, location, and employer.

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, an understanding of relationship dynamics, and experience in counseling or psychology, often supported by relevant training or certifications. Familiarity with customer relationship management (CRM) software and online dating platforms is typically valuable. Exceptional communication, empathy, and discretion help build trust with clients and facilitate meaningful connections. These skills are crucial for successfully matching clients, maintaining client satisfaction, and building a reputable matchmaking practice.

What are the most common challenges faced by professional matchmakers, and how can they be addressed?

Professional matchmakers often encounter challenges such as balancing client expectations, navigating sensitive personal information, and maintaining confidentiality. Clients may have specific, sometimes unrealistic, criteria, requiring matchmakers to guide them toward more open-minded approaches. Additionally, fostering trust and managing disappointment if matches do not lead to successful relationships are key parts of the job. Strong communication skills, empathy, and a structured vetting process help address these challenges and ensure a positive experience for both clients and matchmakers.

What is matchmaking as a job?

Matchmaking as a job involves helping individuals find compatible partners for romantic relationships, friendships, or even business connections. Professional matchmakers use various methods, such as interviews, personality assessments, and databases, to understand their clients' preferences and values. They then curate introductions and facilitate meetings, offering guidance and support throughout the process. Matchmaking can be done independently or as part of an agency and often involves a personalized and confidential approach.

What is the difference between Matchmaking vs Recruiter?

AspectMatchmaking
Primary RoleConnecting clients with compatible service providers or partners based on personal or professional criteria
Work EnvironmentOften involves personalized consultations, relationship building, and matching based on preferences
Required CredentialsTypically no formal certifications; skills in communication, relationship management, and understanding client needs
Industry UsageUsed in dating, luxury services, and niche professional networks

Recruiters focus on sourcing candidates for job openings by screening resumes and conducting interviews, primarily within HR and staffing industries. Matchmaking centers on pairing individuals or clients with suitable service providers or partners based on compatibility, often in personal or niche markets. While both roles involve connecting people, recruiters are more focused on employment placement, whereas matchmaking emphasizes relationship compatibility.

What are the most commonly searched types of Matchmaking jobs in Oregon? The most popular types of Matchmaking jobs in Oregon are:
What job categories do people searching Matchmaking jobs in Oregon look for? The top searched job categories for Matchmaking jobs in Oregon are:
What cities in Oregon are hiring for Matchmaking jobs? Cities in Oregon with the most Matchmaking job openings:
Infographic showing various Matchmaking job openings in Oregon as of May 2026, with employment types broken down into 44% Full Time, 1% Part Time, 54% Contract, and 1% Nights. Highlights an 97% Physical, and 3% Remote job distribution, with an average salary of $86,489 per year, or $41.6 per hour.

Sales Enrollment Counselor Matchmaking High-Ticket Closer

Portland Singles

Portland, OR

$90K - $150K/yr

Full-time

Medical, PTO

Posted 9 days ago


Job description

Portland Singles | Downtown Portland | Full-Time, In-Office Base + Uncapped Commission + Personal & Team Bonuses | Year-1 OTE: $120,000

Portland Singles has been the Pacific Northwest's most trusted professional matchmaking service. We help successful, relationship-ready singles find lasting love — and our Enrollment Counselors are the reason clients say yes.
This is not a phone bank. This is not a transactional sale. You'll spend up to two hours, in person, helping a prospective client get honest about what they actually want in a partner — and why it hasn't happened yet. By the end of that conversation, the right ones enroll in a four to five-figure matchmaking package. You close in one sitting, or you don't close.
If you've sold high-ticket coaching, financial services, cosmetic procedures, luxury fitness, legal consultations, or anything else where the buyer's emotions matter as much as the price tag — you'll feel at home here.
What you'll actually do:

  • Run 2–3 consultative enrollment interviews per day with pre-qualified, inbound prospects (we generate the leads — you don't cold-call)
  • Build trust quickly and ask the kind of questions that get people to tell you what they really want
  • Present matchmaking packages in the range of $7,000 – $15,000 and close in the room
  • Hand off enrolled clients to our matchmaking team with detailed, accurate profiles so we deliver on what you sold
  • Protect our 30-year reputation by selling honestly — we don't enroll clients we can't serve
Compensation & perks:

  • Base salary: $40,000 - $52,000 depending on experience
  • Uncapped commission on personal sales + team bonuses
  • Realistic Year-1 OTE: $100,000 ∣Top performers earn $150,000 
  • Medical benefits and PTO
  • Beautiful downtown Portland office, walking distance to Pioneer Square
  • No travel, Flexible-Schedule — your evenings are yours
You're a strong fit if you:

  • Have 5+ years of one-call-close sales experience in a high-ticket, consultative environment
  • Have personally closed at least one deal of $10,000+ in a single sit-down or call
  • Can comfortably ask a stranger about their divorce, their loneliness, and their finances in the same conversation
  • Read a room — you know when to push, when to slow down, and when to walk away
  • Care more about whether the client is the right fit than whether they have the money
This role is NOT for you if:

  • You've never closed a four or five-figure deal in a single conversation
  • Your sales style relies on multiple follow-ups, nurture sequences, or "let me think about it"
  • You're uncomfortable selling something whose value is emotional rather than measurable
  • You want remote, hybrid, or flexible hours
To apply: Submit your resume plus a 3–4 sentence answer to this question:
Describe the largest single-conversation sale you've personally closed. What was the product, the price, and what specifically did you say or do that moved them to yes?

Applications without an answer to the question will not be reviewed.