In today’s episode:
Celebrity matchmaker Alessandra Conti, co-founder of Matchmakers in the City, joins Dr. Frankie and Denise Rai for an unfiltered, heart-centered conversation on dating in the modern world.
They unpack the emotional toll of dating app burnout, the rise of intentional dating, and why setting boundaries isn’t just helpful—it’s essential. Alessandra shares insights from 13 years of working with high-profile clients and dives into the concept of a dating cleanse, the importance of knowing your values, and how to navigate differences in politics, religion, and lifestyle with curiosity over judgment.
They also touch on the evolving roles of masculinity and femininity in dating, and why cultivating a strong sense of self is the key to creating meaningful connections.
Whether you’re healing from heartbreak or ready to date with purpose, this episode delivers wisdom, humor, and grounded advice.
About Alessandra Conti:
Alessandra Conti is a celebrity matchmaker and co-founder of Matchmakers in the City, a Beverly Hills-based matchmaking firm known for high-end, personalized service. With over 13 years of experience, Alessandra has made hundreds of successful matches, appeared on shows like MTV’s Are You the One and Real Housewives of Beverly Hills, and is a trusted voice in Elite Daily, Bustle, and beyond.
Links:
Instagram: @MatchmakerAlessandraConti
October 8, 2025 49 Minutes
