What Women Want: How to Ask Her Out (Without Giving Her the Ick)

Jillian sits down with Jay Shetty to talk about what “the work” in love actually looks like — in real time. Jay shares why he created Messy Love (his Audible Original), where listeners get to “sit in ...

26 Jan 1h 25min

What happens when a relationship starts with intensity, reassurance, and “I’ve done the work” — and then slowly turns into jealousy, control, and emotional chaos? In this coaching session, Jillian hel...

19 Jan 1h 2min

Dating in 2026 feels harder than ever—but what if the problem isn’t you, it’s how you’re approaching it? In this episode, Jillian breaks down the biggest mindset shifts she’s seen actually work with h...

12 Jan 30min

Have you ever been in a healthy relationship and still felt anxious waiting for it to fall apart? In this coaching episode, Jillian works one-on-one with a woman who can’t stop overthinking as her rel...

5 Jan 1h 6min

In this episode, Jillian reads from It Begins With You to break down one of the most painful patterns in modern dating: confusing lust, intensity, and obsession with real love. She explains why chemis...

29 Des 202532min

What if the reason your relationship feels so painful is because you’re loving someone’s potential instead of who they actually are? In this episode, Jillian unpacks why trying to fix or change a part...

22 Des 202533min

In this special coaching episode, Jillian sits down with a 38-year-old listener who’s four dates into a new connection and stuck in her head about one big question: Is he actually interested, or just ...

15 Des 202548min

Many people feel pulled toward someone who isn’t good for them, even when they know the relationship is toxic. In this episode, Jillian breaks down the five core reasons we become addicted to people w...

8 Des 202536min