154: When Trust Breaks: How to Lead After Betrayal | Damon Lembi

Release Date: 

May 14, 2025

Release Date: Apr 16

We’ve all paid the price of believing in someone who let us down. But what if that “cost” isn’t a failure, but it’s a necessary for greater connection, creativity, and leadership?

It's a mindset shift for leaders who want to build stronger teams, healthier relationships, and resilient organizations.  

If you’ve ever been burned by someone at work or in life, this one’s for you.

What You’ll Learn:

  • What the “Trust Tax” is and why you should choose to pay it
  • The four-part framework to lead with trust (without getting walked on)
  • How trust impacts culture, growth, and emotional energy
  • Simple mindset shifts to reframe betrayal into progress
  • Real-world ways to lead with belief in work, parenting, and friendship

In This Episode:

  • 00:00 – Why trust gets broken—and why Damon still believes in it
  • 01:10 – The story of betrayal that inspired the Trust Tax concept
  • 02:40 – “I just paid for my own betrayal” — the personal and professional fallout
  • 03:20 – What is the Trust Tax?
  • 03:56 – Why leading from control doesn’t work
  • 04:30 – Trust builds stronger teams, belonging, and creativity
  • 05:05 – The 4-step Trust Tax Playbook begins
  • 05:10 – Step 1: Trust First – Why Damon chooses to lead with trust by default
  • 05:48 – Step 2: Trust Smart – Awareness without cynicism
  • 06:28 – Step 3: Reframe the Cost – Learning from letdowns without shutting down
  • 07:10 – Step 4: Lead by Identity – Becoming someone who trusts and grows
  • 08:00 – Real-life ways to apply this in parenting, leadership, and friendship
  • 08:50 – Emotional regulation: labeling feelings to reduce their intensity
  • 09:30 – Reframing betrayal as a leadership learning moment
  • 10:15 – Final Challenge: Choose to trust someone this week, even if it’s risky

About Our Guest:

Damon Lembi is a 2x bestselling author, the host of The Learn-It-All Podcast, and CEO of Learnit – a live learning platform that has upskilled over 2 million people. Drawing from his prior baseball career, Damon brings an athlete’s perspective to leadership. Through his journey, he has gained invaluable insights into what helps organizations grow, how great leaders learn, and why learn-it-all companies outpace their competitors every time.   

Resources Referenced:

Want to Learn More?:  

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  • Visit learnit.com for additional resources and learning opportunities.

Podcast Contact Information:  

Show transcript
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Why trust gets broken—and why Damon still believes in it

0:00

hey everyone Damon here and today I want

0:02

to talk about something every leader

0:04

parent partner and human experienced

0:06

Getting burned by someone you

0:09

trusted Welcome to the Learn It All

0:11

Podcast the show for today's leaders who

0:14

want to get ahead and stay ahead Because

0:16

we believe great leaders aren't born or

0:18

made we are always in the making I'm

0:20

your host Damon Lebby two-time

0:22

best-selling author and CEO of Learnit a

0:24

live learning platform that has helped

0:26

upscale over two million people over the

0:28

past three decades A few years ago a

0:31

sales leader who's been with Learnit for

0:33

about 6 months someone that we invested

0:36

heavily in gave them a great comp plan I

0:39

even carved out some of my own comp to

0:40

make sure that it helped meet the needs

0:42

that they wanted Gave them a top thought

0:46

leader sales coach to work with them I

0:48

put a lot of trust into this individual

0:51

gave them a lot of autonomy implemented

0:53

a lot of the things they wanted walked

0:55

into my office one day and said "Hey

0:57

Damon I've got some bad news I got this

1:00

job opportunity I can't turn it down I

1:02

hope you understand." So I'm thinking to

1:04

myself "Look it's terrible to lose this

1:06

person but I understand how things work

1:08

I wish him the best of luck." And so I

The story of betrayal that inspired the Trust Tax concept

1:10

said to him I said you know we're right

1:12

in the middle of this big migration for

1:13

our CRM and also we onboarded three new

1:16

reps you wanted us to hire and so what

1:18

does this uh transition plan look like

1:21

and I was thinking he was going to say

1:22

you know I got about a month to work

1:24

with you He said 'Well unfortunately

1:26

Friday is my final day Being that it was

1:28

Wednesday and he was giving me two day

1:30

notice I mean it was an awful situation

1:33

So here we are We're in a bind And to

1:35

make matters worse not only did he leave

1:38

us in two days notice I found out less

1:40

than two weeks later he was trying to

1:41

download our customer database and try

1:44

to solicit two of our sales reps to

1:47

follow him to his new company which they

1:50

told me what was going on And obviously

1:52

they stayed at Learn It And after all

1:54

this I remember thinking to myself we

1:56

invested so heavily in this uh

1:58

individual I literally just paid for my

2:00

own betrayal But here's the truth What

2:02

we did it wasn't a mistake It's what I

2:04

now call the trust tax The trust tax is

2:07

what we sometimes pay for choosing to

2:09

believe in people at work at home and in

2:12

life It's the emotional relational and

2:14

sometimes financial cost that comes with

2:17

leading with trust And sometimes

2:19

unfortunately it's going to be broken

2:21

We've all been there before I've met

2:23

with federal judges Major League

2:26

Baseball coaches We all have our stories

2:28

of really putting our faith and trust

2:30

into somebody and being let down But I'm

2:33

here to share with you today why it's a

2:35

price worth paying Because trust opens

2:37

doors to innovation creativity growth

“I just paid for my own betrayal” — the personal andprofessional fallout

2:40

and long-term loyalty Sometimes you're

2:42

going to pay the trust tax but most of

2:44

the time you're going to reap the

2:45

rewards I'm going to share with you my

2:47

trust tax playbook so you also continue

2:50

to lead with trust instead of cynicism

2:52

Look I get it Trusting people opens you

2:54

up to disappointment But what is the

2:56

alternative do you want to always be a

2:59

cynic and always worried that people are

3:00

going to take advantage of you or do you

3:02

always want to lead from a position of

3:03

control first of all that takes a huge

3:05

emotional toll on you and I hate leading

3:08

from a place of negativity Instead I

3:11

want to lead with trust and I'm here to

3:13

help you learn how to do so today When

3:15

you lead from a position of cynicism or

3:17

control that shuts you off from real

3:19

relationships and kills your team's

What is the Trust Tax?

3:21

potential Distrust will undoubtedly lead

3:23

to micromanagement tension and a lack of

3:26

engagement from your team Trust on the

3:28

other hand is what builds strong teams

3:30

It invites ownership sparks

3:31

collaboration and it creates the type of

3:33

environment where people want to come to

3:35

work They want to contribute because

3:36

they feel like they belong and that

3:38

their leaders have their back And in

3:40

life just like in leadership if you

3:42

close yourself off you're going to miss

3:44

out Trust my friends is the cost of

3:46

connection and it's worth it every time

3:49

Let me walk you through my four-step

3:50

playbook for the trust tax Step one is

3:53

trust first always For me trust is my

Why leading from control doesn’t work

3:56

default It's not something that I expect

3:58

people to earn I believe it's my

4:00

responsibility to earn their trust in

4:03

business Give people the autonomy to do

4:05

their work Don't hover over them Give

4:07

them the space they need and allow them

4:09

to experiment take risks and try things

4:12

without having to worry about the uh the

4:15

retaliation of making a mistake People

4:18

if you give people and you trust them

4:20

the opportunity to do their best and

4:22

even if something fails turn that into a

4:25

learning opportunity for them And the

4:27

same rule goes for at home For instance

4:29

give your kids more autonomy than maybe

Trust builds stronger teams, belonging, and creativity

4:31

you're even comfortable with Share with

4:33

them what what's the difference between

4:35

right and wrong And at the end of the

4:36

day do that because people want to feel

4:39

like you believe in them Step two trust

4:41

smart Look I lead with trust but it's

4:43

important to stay aware It's not about

4:45

being naive It's about being intentional

4:48

Start with trust and pay attention to

4:49

how someone shows up If someone proves

4:51

to be reliable double down on them If

4:54

they don't learn to adjust I found it's

4:56

important to realize that you don't need

4:57

to shut people out You just need to

4:59

learn where to focus your energy Step

5:02

three is reframe the cost Look if trust

The 4-step Trust Tax Playbook begins

5:05

is broken it doesn't mean stop trusting

5:08

What it means is you have a lesson to

5:09

learn from And how are you going to

Step 1: Trust First – Why Damon chooses to lead with trustby default

5:11

apply that moving forward so you don't

5:13

make the same mistakes or you can avoid

5:14

those situations in the future When

5:16

someone lets you down it's really easy

5:18

to tighten up pull back or stop giving

5:21

people chances Don't That reaction of

5:23

tightening up and pulling back will kill

5:25

culture and throttle growth And instead

5:28

I want you to shift your mindset and

5:30

look at it as an experience gained Learn

5:33

the lesson adjust where needed and keep

5:35

moving forward You paid the price so now

5:37

let's make sure you get something

5:38

valuable in return And step four is lead

5:41

by identity What I tell myself is I'm

5:44

somebody who trusts first and can learn

5:46

from every relationship and every

Step 2: Trust Smart – Awareness without cynicism

5:48

experience This one's huge I want you to

5:51

say it to yourself I want you to repeat

5:53

it and I want you to program it When you

5:55

define yourself this way you're not

5:57

going to shrink or get super frustrated

6:00

and down on yourself when trust is

6:01

broken What you're going to learn to do

6:03

is you're going to learn to evolve and

6:05

grow And when you do this people will

6:07

follow you at home at work everywhere So

6:10

here's some real world examples I want

6:12

you to apply At work delegate give clear

6:15

directions and get out of their way At

6:17

home lead by example Teach your children

6:20

the difference between right and wrong

6:22

and give them freedom before they even

6:24

ask for it With friends be generous with

6:26

your beliefs Don't let one bad actor

Step 3: Reframe the Cost – Learning from letdowns withoutshutting down

6:28

define your worldview You can also

6:30

reduce the emotional hit of the tax by

6:32

humanizing the person you distrust Maybe

6:34

there's something going on in their life

6:36

that you're unaware of It doesn't make

6:38

what they're doing right but maybe

6:40

there's they've got some other reason

6:41

Check in with your feelings and learn to

6:43

label them I know that's helped me feel

6:45

better when I'll think about well what

6:46

is really bothering me here is it

6:49

embarrassment is it the feeling of being

6:51

taken advantage of just even thinking

6:53

about that helps me walk through And a

6:55

lot of times it's not nearly as bad as I

6:58

thought it would be And finally learn to

7:00

reframe the story with wisdom not fear

7:02

These are learning lessons for you and

7:04

they're opportunities and they are

7:07

things that will make you learn to lead

7:09

with more integrity both as a parent and

Step 4: Lead by Identity – Becoming someone who trusts andgrows

7:11

a business professional Trust my friends

7:13

is a meta skill The more you build it

7:16

the more everything else gets better in

7:19

your personal and professional life So

7:21

here's what I want to leave you with

7:22

Where have you stopped trusting and what

7:24

would it look like to start trusting

7:26

again i want to leave you with the

7:28

challenge This week I want you to choose

7:30

one person to trust Even though it feels

7:32

risky and as we all know you've been

7:35

burnt before Trust first pay the tax

7:37

when necessary and reap the reward Let's

7:40

keep leading with belief It matters more

7:42

now than ever before So do me one more

7:44

favor If you could think of somebody

7:46

who's having trust issues these days

7:49

maybe they've been let down by their

7:50

partner or they're been uh taken

7:53

advantage of at work Do me a favor and

7:55

send this episode to them if you believe

7:57

they can get value out of it And until

7:59

next time everybody stay curious keep

Real-life ways to apply this in parenting, leadership, andfriendship

8:01

learning have a great day

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