What does it actually take to find real connection in the age of dating apps? Matchmaker Jill Dunn, founder of Jillin' It, joins Annie & Liane to unpack why modern dating feels so exhausting — and what to do about it. Jill shares the divorce that accidentally launched her matchmaking career, how she screens singles before ever introducing them to a client, and the one mindset shift that can change your next first date.

In this episode:

• How one sold-out singles event turned into a full-time matchmaking business

• Why dating apps create a "shopping list" mindset that hurts self-worth

• The difference between expectations for a life partner and expectations for a first date

• How COVID reshaped dating for an entire generation

• Jill's number-one piece of advice  ...