The Best Leadership Podcast Ever (with Jeff Matlow)

106. Most decisions are just a first date

Jeff Matlow — Mon, 15 Jun 2026 23:17:21 -0400

Most leaders aren't bad at making most decisions — they're just terrible at knowing what kind of decision they're actually making. The result? Analysis paralysis, stalled innovation, and a team too scared to move without permission.

105. The law of holes

Jeff Matlow — Mon, 08 Jun 2026 23:17:25 -0400

When you find yourself in a hole, what’s the first rule? Stop digging. In this episode, Jeff breaks down the law of holes and why leaders often make things worse by doubling down.

104. The shadow system killing your company

Jeff Matlow — Mon, 01 Jun 2026 23:17:28 -0400

Every organization has an Official System: the values, metrics, and standards you say you hold everyone to. And a Shadow System: the unwritten rulebook that decides who those standards actually apply to.

103. The leadership shortcut you need to know about

Jeff Matlow — Mon, 25 May 2026 23:17:32 -0400

Everyone wants the hacks, but real leadership doesn’t come with a secret key. There is no leadership shortcut. Learn why the hard way is the only way - and how that’s actually a good thing.

102. The easy solution to difficult conversations

Jeff Matlow — Mon, 18 May 2026 23:17:35 -0400

Learn why difficult conversations fail before they start and discover the C.A.R.E. framework that turns confrontation into collaboration.

101. You’re Solving The Wrong Problem

Jeff Matlow — Mon, 11 May 2026 23:17:36 -0400

You've heard the frog-in-boiling-water metaphor a thousand times. Here's what nobody talks about: you're not the frog. You're the chef - and you're solving the wrong problem.

100. The importance of environmental psychology

Jeff Matlow — Mon, 04 May 2026 23:17:34 -0400

The space you lead in is leading you right back. In this episode, Jeff explores how your physical environments shape behavior and emotions - and why smart leaders take them seriously.

99. You Have Actor-Observer Bias

Jeff Matlow — Mon, 27 Apr 2026 23:17:38 -0400

Ever wonder why people blame others but excuse themselves for the same behavior? It's the psychological trap of actor-observer bias - and you need to rise above it.

98. The Reasons You’re Not A Micromanager

Jeff Matlow — Mon, 20 Apr 2026 23:17:42 -0400

You're not a micromanager. Of course you're not. You're just detail-oriented. Sure. Let's go with that.

97. The Matching Principle

Jeff Matlow — Mon, 13 Apr 2026 23:17:46 -0400

Ever feel like your communication isn’t landing the way you intend it to? It's time you understand the matching principle. It turns out, you're having the wrong type of conversation.

96. This Is The Part Where Everything Breaks

Jeff Matlow — Mon, 06 Apr 2026 23:17:11 -0400

Every 80 years, everything breaks. Revolutionary War. Civil War. World War II. And now us. It's not a coincidence. It's a pattern.

95. Inside Imposter Syndrome

Jeff Matlow — Mon, 30 Mar 2026 23:17:47 -0400

Ever feel like you don’t belong, even when you’ve earned your seat at the table? You’re not alone.It's time to get inside imposter syndrome.

94. The Truth You’re Not Ready To Hear

Jeff Matlow — Mon, 23 Mar 2026 23:17:26 -0400

The truth you're not ready to hear is that your team isn't ready to hear the truth. At least not today. The question is, how are you going to get them ready for tomorrow?

93. Your Biggest Productivity Problem

Jeff Matlow — Mon, 16 Mar 2026 23:17:55 -0400