Professional Matchmaker

Portland Singles; Simi Valley (CA); On-site; USD 25,000 - 35,000; Full time

Benefits offered by this job

Health insurance

Paid time off

Performance bonuses

No nights or weekends

Job summary

Portland Singles in Simi Valley is seeking a Matchmaker to manage an active caseload of clients. In this full-time, in-office role, you will deliver personalized matches and provide coaching to clients before and after dates.

The ideal candidate will have over 5 years of relevant experience and exceptional emotional intelligence. A competitive hourly wage of $25 plus performance bonuses is offered, with a structured schedule that ensures a healthy work-life balance.

Qualifications

• 5+ years of experience in roles requiring emotional intelligence.
• Ability to provide honest and constructive feedback.
• Strong organizational skills to manage multiple client relationships.

Responsibilities

• Manage an active caseload of approximately 50 members.
• Hand-select and deliver curated matches weekly.
• Coach clients before dates and debrief them afterward.

Skills

Emotional intelligence

Accountability

Organization

Customer service

Communication

Job description

Benefits:

• Bonus based on performance
• Health insurance
• Paid time off

Los Angeles Singles | Downtown Los Angeles | Full-Time, In-Office | $25/hr + Performance Bonuses

Los Angeles Singles has been Southern California's most trusted professional matchmaking service. Our matchmakers are the people clients trust with one of the most personal decisions of their lives — who they spend their time, energy, and heart on.

What you'll actually do:

• Manage an active caseload of approximately 50 members — knowing each of them well enough to recognize a good fit in seconds
• Hand-select and deliver curated matches per week, meeting both weekly and monthly quotas
• Coach clients before dates (photos, conversation, expectations) and debrief them after — including telling them what they don't always want to hear
• Maintain detailed, accurate profile notes so each match is sharper than the last
• Respond to client communication promptly and professionally — this is white‑glove service for people who've trusted us with their love lives
• Partner with our Enrollment Counselors so every new member is set up for success from day one

Compensation & perks:

• Hourly wage: $25/hr depending on experience
• Performance bonuses tied to quota attainment and positive client reviews
• Medical benefits and PTO
• Beautiful downtown Los Angeles office
• M–F schedule — no nights, no weekends, no travel
• The real reward of helping people find love

You're a strong fit if you:

• Have 5+ years of experience in a role that demanded both emotional intelligence and accountability — examples: therapy/counseling, dating or life coaching, executive recruiting, high‑end concierge, wedding planning, image consulting, personal styling, or customer success at a premium brand
• Can deliver honest, sometimes uncomfortable feedback in a way that lands as caring rather than critical
• Read people quickly and adjust your tone for each one
• Are organized enough to track 50 active relationships at once without things slipping
• Take deadlines and quotas seriously — they don't rattle you
• Hold sensitive personal information with discretion

This role is NOT for you if:

• You think matchmaking is a glamorous, fluffy job (it's structured, professional, and sometimes emotionally heavy work)
• You avoid hard conversations with paying clients
• You want commission‑based or "uncapped" earnings (this role is hourly + bonus by design)
• You rely on memory instead of systems
• You want remote, hybrid, or flexible hours