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July 15, 2025 41 mins

How serious do you take life? That’s the question Jill Halfpenny is asking you today on Dear Jill. Are you able to let go? Or do you hold on a little too tight? Jill is here to answer your dilemma’s, from not wanting to prepare to lose a loved one to one night stand advice. Jill also reveals how she brings up death in conversations and losing someone in a beautiful way.


00:00 Intro

00:50 How Seriously Do You Take Life?

04:06 Being Able To ‘Let Go’

06:14 My Boyfriend Is Not Fully Present In Our Relationship

11:40 Jill’s Time On Record Breakers

13:39 I Have Never Lost Any Family. Should I Prepare For It?

18:25 How To Bring Up Death In A Conversation

21:35 Loosing Someone In A “Beautiful” Way

25:55 Questions To Ask Your Parents Before They Die

27:54 I Have Cheated! What Should I Do?

33:04 One Night Stand Or Deep Communication?

37:21 Would You Want To Know Your Partner Cheated?

40:49 Outro


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