On Happy Hour with Kim and Ash, the hosts welcome Katy Clark, a luxury matchmaker at Cinq (cinq.com) who shares how she entered matchmaking after becoming a single mom and dating through multiple databases. Katy explains that great matchmaking relies on intuition, reading people, recruiting, and delivering tough feedback, and she discusses common client issues, including deal breakers and spotting “gold diggers.” She outlines what high-quality men look for—fit, fun, feminine, and kind—plus how labels can become premature red flags and why asking meaningful questions early matters. The conversation covers dating apps with her 80/20 rule, coaching clients to improve photos and presentation, and first-date guidance: men should lead with a plan, dress well, and pay; women should be soft, clear about interest, and use a three-date rule. Katy also addresses “boss babe” dating dynamics, age preferences, SoCal dating culture, and the value of a personal “glow up,” then closes with encouragement to stay steadfast, ask friends for introductions, and be open to flexibility and moving.

Timestamps:

• 00:00 Welcome and Guest Intro
• 01:17 How She Became a Matchmaker
• 03:02 Cinq and Matchmaking Skills
• 04:01 Date Feedback and Dealbreakers
• 08:55 What Men Want Today
• 10:27 Red Flags and First Date Questions
• 11:32 Sponsor Break
• 12:30 Dating Apps and the 80/20 Rule
• 14:32 Coaching and Makeover Truths
• 16:47 First Date Tips for Success
• 17:16 Date Night Style Tips
• 17:57 Thoughtful First Date Moves
• 18:28 Ladies First Date Mindset
• 19:09 Three Date Rule Basics
• 20:14 Texting and Communication Rules
• 21:56 Why She Avoids Female Clients
• 22:55 Boss Babe Dating Reality
• 25:14 Age Gaps and SoCal Dating
• 27:01 Dealbreakers and Match Limits
• 29:02 Glow Up Without Losing You
• 31:38 Stay Steadfast in Dating
• 32:32 Cheers and Wrap Up

Connect with Katy:

Dating with Katy Instagram: https://www.instagram.com/datingwithkaty/

Cinqe Instagram: https://www.instagram.com/cinqe_/

Connect with Kim & Ash:

Ash Instagram: https://www.instagram.com/ashleyjacobstv/

Kim Instagram: https://www.instagram.com/kimtaggartlocker/

Podcast Instagram: https://www.instagram.com/happyhourwithkimandash/

Fieldswell Studios Instagram: https://www.instagram.com/fieldswellstudios/