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Love, Happiness and Success with Dr. Lisa Marie Bobby

How to Have Difficult Conversations | LHS Classic

Love, Happiness and Success with Dr. Lisa Marie Bobby

YAP Media Network | Dr. Lisa Marie Bobby

Relationships, Society & Culture, Health & Fitness, Mental Health

4.7890 Ratings

🗓️ 24 November 2025

⏱️ 56 minutes

🧾️ Download transcript

Summary

This time of year brings a lot of togetherness… and with it, a lot of unspoken tension. Difficult conversations are the ones you rehearse in your mind or hold back during holiday dinners, worried that saying the wrong thing could create a rift you can’t repair. That’s why I’m re-releasing this episode on how to have difficult conversations in a way that protects your relationship (and often deepens it) instead of pushing you further apart. We’ll talk about why we either avoid hard topics until resentment leaks out, or bring them up in a burst of anger and criticism, and how both patterns wear down trust over time. You’ll learn what it actually takes to do this differently: managing emotional flooding, getting honest with yourself before you speak, knowing when a conversation is worth having (and when it’s time to set a firm boundary), and shifting the goal from “winning” to mutual understanding so you can stay connected even when you don’t agree. Episode Breakdown: 00:00 Navigating Difficult Conversations 06:07 Emotional Intelligence & Self-Regulation 17:49 When to Set Boundaries and Walk Away 21:00 Growth Through Discomfort 27:05 Preparing for Hard Conversations 29:53 Seeing Through Others’ Eyes 36:08 Handling Polarized Views 42:09 Reciprocity & Healthy Relationships If this episode brings a specific conversation to mind and your stomach flips a little just thinking about it, I have a resource to support you. My Communication That Connects free training takes you deeper into the skills we cover here - practical do’s and don'ts for communication that creates understanding, plus real examples you can use with your partner right away. You’ll also receive a full workbook with lessons, activities, and homework to help you get to the root of conflict, calm reactive patterns, and build a more emotionally safe connection.  And if you’re at the point where you don’t want to keep doing this alone, I’d be honored to support you more directly. At Growing Self, you can tell us what’s going on in your life and relationships, and we’ll help you connect with the right therapist or coach on my team. It’s a simple, private way to say, “Here’s what I’m struggling with,” and get matched with someone who can walk through it with you. Start that process here: schedule a consultation. You deserve relationships where you can say the hard things, feel truly heard, and still feel loved at the end of the day. 💗 xoxo, Dr. Lisa Marie BobbyGrowing Self

Transcript

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0:00.0

This is Dr. Lisa Marie Bobby, and you're listening to the Love, Happiness, and Success Podcast.

0:12.8

I'll explain about you who can comprehend what we do while no one days to come near the humans are The band is Kosh. The band is Keshekow, with a song Plastic and Glass.

0:34.6

I thought a nice mood setter for our topic today.

0:41.4

Today we are talking about how to tackle difficult conversations in such a way that they go as well as possible. It is important

0:50.2

for us to talk about this topic because there are a lot of difficult conversations to be had lately,

0:58.4

particularly as we are heading into the holiday season in the midst of a contentious political

1:05.1

season and with so many stressors and strains and angst and very real issues that people are facing,

1:16.2

there is tough stuff to talk about with friends, with family, with partners, with siblings,

1:23.8

with ourselves. And how you handle a tough conversation has a lot to do with the results

1:32.0

you get. So today we are going to be talking about why conversations feel so hard sometimes

1:39.0

and strategies that you can use to face those moments, not just courageously, but also with

1:47.5

confidence and a sense of competence and understanding some basic do's and don'ts that

1:54.5

will allow you to talk about important things.

1:59.1

We don't want to hide, but do so in a way that helps you create

2:03.4

the ideal outcome, which I think for many of us is to strengthen your relationships,

2:10.3

increase connection and understanding, and have it be a positive thing for all involved,

2:16.3

as opposed to an unproductive conflict.

2:19.5

Because I think we've had enough of that in our lives, right?

2:23.4

So that's what we're doing today.

2:25.9

And if today is your first time listening to the show, I'm so glad that you are here.

2:30.9

I am Dr. Lisa Marie-Bobby.

2:32.8

I am the founder and clinical director of growing self-counseling and

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