Jill Dunn, Matchmaker
Jillin’ It
Jill Dunn didn’t set out to become a professional matchmaker — she became one by accident, after her own divorce sent her back into the dating pool with two young kids and almost no free time. Eight years later, she’s the founder of Jillin’ It, a boutique matchmaking and dating coaching business that has guided thousands of singles, including two clients getting married this year alone.
On this episode of What She Does, Jill joins us to talk candidly about what it’s really like inside the matchmaking industry: how she vets every match with background checks and a “vibe check” call, why dating apps have created a culture of disposable connection, and how shifting gender roles have changed the way men and women approach each other.
In this episode:
✦ How Jill turned a singles event in her hometown into a full-time matchmaking career
✦ What separates dating coaching from relationship coaching
✦ Why dating apps can quietly damage your self-worth
✦ How COVID changed dating for an entire generation, especially younger singles
✦ The number-one mindset shift Jill recommends to every client
✦ What it actually takes — skills, certifications, and a thick skin — to become a matchmaker yourself
If you’ve ever wondered whether modern dating is really as broken as it feels, Jill brings both data and heart to answer that question. Tune in for an honest, hopeful conversation about love, patience, and second chances.
MBTI vibe: ENFJ / ESFJ / ENFP
High empathy • Strong people-reading instincts • Natural relationship-building ability • Resilient optimism • Comfort with emotional intensity • Detail-oriented follow-through • Genuine curiosity about people
Need to Know Facts*
Salary Range:
Entry-Level Education &
Additional Certification
Work Experience in Related
Occupation:
Type of organizations to
work for:
Job Outlook:
Resources:
• Avg Annual Salary: $88,864
• Range: $50,000 – $150,000+
• No formal degree required
• Bachelor’s degree helpful:
Psychology, Counseling,
Communication, Sociology,
and/or Business
• Certifications:
– The Matchmaking Institute
– Global Love Institute
– IAP Career College
• Key skills include:
– Strong interpersonal skills
– Analytical & organizational
– Business & networking
• Elite luxury agencies
• National dating networks
• Remote-based coaching
platforms
• Self-employed
• Steady, moderate growth
• Strong demand in niche &
luxury markets
• Challenges to consider:
– Irregular hours
– Client & vendor collaboration
– High-stress execution
About Jill Dunn
Jill Dunn is a matchmaker and dating expert who helps relationship-focused professionals move from repeated dating cycles into aligned, long-term partnerships. Through her company Jillin’ It, she combines matchmaking with coaching, using real-time feedback and reflection to refine each introduction and elevate the overall dating experience.
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