The Art Of Coaching

Latest Episodes:

E426 | The Hidden Pattern That Sabotages Your Relationships May 18, 2026

Show notes

In this episode, we explore the importance of maintaining meaningful connections and breaking the cycle of neglecting relationships during the busy middle months of the year. We dive into practical strategies and mindset shifts to stay connected, productive, and intentional in both personal and professional life.

We discuss the significance of midyear reflection and recalibration, and how busy seasons can lead to neglecting relationships. You'll learn practical tips for consistent relationship maintenance and how to live by the principle: “do the common things in an uncommon way.”

We also cover the importance of boundaries, managing accessibility, and overcoming the "tyranny of now" with small, consistent actions. This episode emphasizes the urgency of taking action now instead of waiting, and embracing complexity and realistic expectations in life and goals.

If you've ever struggled with maintaining connections during hectic times, this episode will provide you with the insights and tools to break those patterns and strengthen your relationships.

What You’ll Learn:

•⁠ ⁠ Strategies for strengthening relationships during your busiest seasons

•⁠ ⁠ How to stop defaulting into the same excuses and neglect patterns as everyone else

•⁠ ⁠ Practical strategies for staying connected when life gets chaotic

•⁠ ⁠ Simple habits that keep you connected, present, and intentional year-round

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E425 | The Unseen Forces Screwing You Over (and What to Do About It) May 11, 2026

Show notes

We've all been in situations in our lives where it seems like there are unwritten rules we didn't know about, or unseen forces that are kind of screwing us over. We did our part, but we didn't get the outcome we wanted.

This show talks about some of the most common scenarios where that happens, and some of the lessons and learnings that can help better prepare you so you get taken advantage of less, and so you're more prepared to deal with gray area scenarios.

What You’ll Learn:

•⁠ ⁠ Tips to make sure you get screwed over less

•⁠ ⁠ Ways to understand what you're walking into so you don't get caught off guard

•⁠ ⁠ Strategies for spotting people's real motives

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E424 | My Best Tips for When You Feel Behind, Overwhelmed, or Like You're Not Doing Enough May 04, 2026

Show notes

In this episode, Brett breaks down why so many driven people feel behind, overwhelmed, or like they’re never doing enough — even when they’re already working hard, carrying responsibility, and trying to do things the right way.

He talks about how easy it is to get pulled into the performative bullshit people post online, start comparing your real life to someone else’s curated season, and let your attention get hijacked by things that have nothing to do with your actual priorities.

This episode is not about lowering your standards or giving yourself an excuse to coast. It’s about getting honest about what matters most right now, protecting your attention, killing the noise, and making sure your energy is going toward the things that can actually move your life, business, relationships, health, or purpose forward.

Brett walks through seven practical reminders for getting back on track when you feel overloaded:

1.⁠ ⁠Audit your inputs
2.⁠ ⁠Stop turning other people’s seasons into your standards
3.⁠ ⁠Find the real needle mover
4.⁠ ⁠Create more selfish moments
5.⁠ ⁠Kill more low-value obligations
6.⁠ ⁠Lower the scope without lowering the standard
7.⁠ ⁠Get back into your own life

If you’ve been overthinking, comparing, carrying too many open loops, or feeling like everyone else has it more figured out than you do, this episode is a direct reminder to return to your own priorities and stop letting everything act like it deserves equal access to you.

What You’ll Learn:

•⁠ ⁠ How to filter what deserves your attention

•⁠ ⁠ How to shield yourself from distracting noise

•⁠ ⁠ Tips for creating stronger boundaries

•⁠ ⁠ Why more selfish moments are a good thing

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E423 | Common Mistakes Presenters Make and How to Avoid Them Apr 27, 2026

Show notes

In this episode, Brett breaks down some of the most common mistakes speakers and presenters make—and why those mistakes usually have nothing to do with intelligence or expertise.

Most people don’t struggle because they’re unprepared or because they don’t know their material. They struggle because communication is more nuanced than that. Human attention is limited. Interpretation is messy. And if your message isn’t clear, structured, and relevant, even good ideas get lost.

Brett walks through practical ways to distill your message, flesh out your core concept without rambling, and avoid the kinds of mistakes that make audiences tune out. He also shares several exercises to help you stop overthinking, get clearer on what you actually want to say, and communicate in a way that better connects with the people in front of you—whether you’re speaking to athletes, executives, students, clients, or a general audience.

You’ll also hear how many speakers unintentionally self-sabotage through overexplaining, trying to say too much, or assuming that because something makes sense in their head, it’ll automatically land with others.

If you want to become a more effective speaker, presenter, coach, or communicator—this episode gives you practical tools you can use right away.

For more on this—and to actually practice these skills with real-time coaching and feedback—join us for Art of Coaching Speaker School on May 16–17 in Phoenix, Arizona.

Go to artofcoaching.com/speaker for details.

What You’ll Learn:

•⁠ ⁠How to distill your message so you can actually connect with your audience

•⁠ ⁠ How to flesh out your idea so you feel like you got your knowledge across

•⁠ ⁠ Exercises to help you stop overthinking and get more clarity

•⁠ ⁠ How to avoid self-sabotaging when you speak or present

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E422 | How to Stop Over-Explaining Apr 20, 2026

Show notes

It’s one of the most common ways that intelligent, thoughtful people can end up sending mixed signals and unintentionally cause misunderstandings.

And the irony is that the people who do it most often are usually the ones who care a great deal about being thorough, guiding others, teaching, and not being misunderstood.

In this episode, Brett breaks down the root causes of over-explaining and offers advice on how to both curb it and leverage it when it’s actually appropriate.

Most importantly, you’re going to get strategies that can help you in the workplace, when presenting to others, or simply to help you clarify and simplify your own thoughts so your credibility is never undermined.

What You’ll Learn • The most common causes of over-explaining so you can recognize it in yourself • Tactics you can use both proactively and retroactively — in the moment and after the fact • Circumstances where over-explaining can actually help you, and how to know the difference • Strategies for distilling your message so it lands the first time

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E421 | Rules to Live By: Some of My All-Time Favorite Tips and Key Principles Apr 06, 2026

Show notes

In this episode, Brett fulfills the request of a listener who asked him to go through some of his biggest gold nuggets — some of the one-liners, some of the distilled raw material that has mattered and inspired him the most over the years.

Whether that had to do with communication, power dynamics, self-awareness — all the things he’s learned in those kinds of contexts — that’s what you’re going to get in this episode.

Brett lists off some of the quotes and one-liners he loves most, that he constantly goes back to, and gives some context around why they still hold up.

If you enjoyed this episode or those like it, you’re going to love Brett’s next book.

Go to artofcoaching.com/book to preorder your copy of The Antihero Advantage — Brett’s latest work with Portfolio/Penguin Random House.

What You’ll Learn: ∙ Why certain people rationalize their behavior even when it goes against their own values ∙ The flaw most people make when trying to get lasting buy-in ∙ How perception influences credibility and expertise — and what to do about it ∙ Why doubling down on who you are is your biggest competitive advantage

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E420 | How to Reach Someone Who Seems Shutdown, Unmotivated or in a Dark Place Mar 30, 2026

Show notes

We’ve all had somebody in our life we genuinely wanted to help — but couldn’t seem to get through to. Maybe they’re going through a rough season. Maybe they seem shut down.

Maybe they’re stuck in a pattern they can’t see. Sometimes that person’s been us.

This episode digs into what’s actually happening when someone won’t let you in, why logic almost never changes behavior, and what to do instead.

We cover why most people default to the wrong influence tactics when they’re trying to reach someone, what people are really protecting when they put up walls, and how comparison — even when it comes from a good place — can make the problem worse.

If you’ve ever said “they’re just not motivated” about someone you care about, this one’s going to reframe that for you.

“If you or someone you know is struggling with depression or thoughts of suicide, please seek professional help. You can reach the Suicide and Crisis Lifeline anytime by calling or texting 988.“

What You’ll Learn: ∙ Strategies for breaking through when someone seems despondent or completely shut down ∙ What to check yourself on when you catch yourself problem-solving instead of connecting ∙ ⁠The one influence strategy you’re probably relying on too much — and why it’s making things worse

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E419 | The One Question that Lowers Defensiveness Before Giving Feedback Mar 23, 2026

Show notes

Most people have spent years studying feedback — the frameworks, the techniques, the dos and don'ts. But almost nobody has ever been asked one simple question before receiving it: How do you want feedback?

That's the focus of today's episode. Brett breaks down why this single question might be the most underrated communication tool in your arsenal — and why it works on a level most people never think about.

It's not a hack. It's not a trick. It's old-style values that the noise of modern leadership advice has buried. And once you start using it, you'll wonder why you ever walked into a feedback conversation without it.

What You’ll Learn: ∙ Why most feedback conversations fail before a single word is spoken. ∙ How one question disarms defensiveness and gives you useful intel at the same time. ∙ ⁠The difference between catering to someone's preferences and surrendering to them. ∙ Why this is power dynamics in action — and why that's a good thing.

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E418 | How to Get Better at Having Hard Conversations Mar 16, 2026

Show notes

For myself and a lot of other people, it seems like folks are getting more and more unprofessional. Not just individuals — organizations too.

People hide behind screens. They don’t want to have real conversations, and it chews up time and wastes energy.

You’ve got to find a way to get past that in today’s world.

So today we do a broad ranging Q&A on how to be assertive when you need to be — whether you’re dealing with a lazy contractor, a business that didn’t deliver, or just trying to get out of your own head.

How to frame conversations whether they’re over email or in person, so you decrease the likelihood of things escalating. How to take the governor off, say what you need to say with a clear, assertive message, and maintain your composure in the process.

What You’ll Learn: ∙ How to say the hard thing without over-explaining, apologizing for it, or walking it back ∙ Why most people mistake conflict avoidance for kindness — and what it's actually costing them in their relationships, career and credibility ∙ How to deal with people who are unprofessional or hide behind screens instead of having a real conversation ∙ How to stop overthinking

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

E417 | The Dark Side of Leadership Nobody Talks About Mar 02, 2026

Show notes

In this episode, Brett breaks down many of the themes that rarely get addressed in modern leadership conversations.

He talks about power dynamics, internal and external conflict, and what it actually looks like to lead when the situation isn’t clean or clear.

That includes navigating manipulative behavior, managing seemingly no-win situations, and making decisions that can carry real personal and professional ramifications.

The situations faced can tempt you to soften your standards or drift into people-pleasing just to keep external stakeholders satisfied.

Brett explores how to avoid that trap, how to read the room more accurately, and how to assess what’s really going on beneath the surface — not just in others, but in yourself.

He also shares an update on his upcoming book with Penguin Random House, which releases December 1, and explains why he chose to focus on the morally gray, psychologically demanding side of influence and leadership.

Preorders are live at artofcoaching.com/book.

What You’ll Learn: ∙ The morally gray decisions that challenge your assumptions and beliefs ∙ How internal conflict can be more destabilizing than external opposition ∙ The subtle ways leaders drift into people-pleasing to satisfy stakeholders ∙ Navigating manipulative behavior and seemingly no-win environments

____________________

Website: ArtofCoaching.com

Instagram: @coach_brettb

X: @coach_brettb

Our TOPPODCAST Picks

Follow Us

Stay Connected

Related Podcasts

Links

Stay Connected