Release Date:
May 1, 2025
Release Date: Apr 30
Have you ever stayed too long at a job, on a project, or even a relationship just because you already put so much into it?
That’s the “Sunk Cost” fallacy at work. And it can quietly sabotage smart leaders, strong companies, and promising futures.
In this solo episode, Damon unpacks how this psychological trap nearly cost his company half a million dollars and what finally gave him the clarity and courage to walk away.
What You’ll Learn:
In This Episode:
About Damon Lembi:
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?:
Podcast Contact Information:
What is the sunk cost fallacy (and how it traps us)
0:00
have you ever stayed in a situation way
0:02
too long a job a project a relationship
0:05
not because it's the right thing to do
0:07
but because you've already invested so
0:09
much time and energy in it that mindset
0:11
can't quit now already invested that's
0:14
the trap it keeps us hanging around
0:16
longer than we ever should have that is
0:18
a sunken cost fallacy and it can hold
0:21
you and your company back more than you
0:23
could ever imagine
0:27
welcome to the Learn It All Podcast the
0:29
show for today's leaders who want to get
0:30
ahead and stay ahead because we believe
0:33
great leaders aren't born or made we are
0:35
always in the making i'm your host Damon
0:37
Ley two-time best-selling author and CEO
0:39
of Learn It a live learning platform
0:41
that has helped upskill over 2 million
0:43
people over the past three decades let
0:45
me take you back to a major investment
0:47
Learnit made about 5 years ago we were
0:49
talking for years about the importance
0:52
of needing to upgrade our LMS our
0:54
learning management system but I never
0:56
wanted to do it because it was a huge
0:58
investment it was at least half a
The $500K LMS mistake: why Damon didn’t walk away—until he had to
1:00
million dollars and I knew the time and
1:03
effort to be able to do it would be
1:05
tremendous but on the other hand we knew
1:08
that if we made the investment and we
1:10
took the gamble and it worked out it
1:12
would be a huge positive gamecher for
1:14
learn we went ahead and started looking
1:17
for new LMS systems we even hired a
1:20
high-priced COO to come in and lead the
1:23
project we spent months evaluating
1:25
different platforms and even brought in
1:27
more consultants and eventually we
1:29
landed on what we thought would be the
1:30
best solution we started a project and I
1:32
would say literally within 3 months it
1:34
was pretty clear to me we made the wrong
1:36
decision not only did we pick the wrong
1:38
technology I could tell this project and
1:41
investment was in big danger the
1:43
definition of sunken cost fallacy is
1:45
when we continue to invest in something
1:48
not because it's the right thing to do
1:49
but we continue to do so because we've
1:52
already put time and money into it and
1:54
still after all this I told myself we
1:56
can't pull the plug on the project now
1:58
somehow we're going to turn it around
1:59
and everything will turn out okay
2:01
eventually after about 3 months it
2:03
became so clear that this project was
2:06
going nowhere and I had to make the call
2:08
and pull the plug we aborted the project
2:10
and we had to let the COO go it was
2:13
incredibly hard but also what it did is
2:17
it freed up our time our money and our
2:19
resources to build something that was
2:21
much more aligned with the vision and
2:23
the goals of Learn It and what we really
2:25
needed for the future what does it take
2:28
to break free from the sunken cost
Making the call: pulling the plug and letting the COO go
2:30
fallacy it's going to require a mindset
2:32
shift you've got to be honest with
2:34
yourself and say "This isn't going to
2:36
work out we have to cut our losses now
2:39
learn from this situation and move
2:41
forward in a different direction you're
2:43
also going to have to challenge
2:44
confirmation bias our tendency is to
2:46
justify past decisions that's where
2:49
feedback matters getting outside
2:50
perspectives may help you see things
2:53
that you may be too emotionally tied to
2:55
here is how to break free from the
2:57
sunken cause trap first and foremost you
2:59
need to call it what it is if you're
Why it freed up time, money, and momentum to rebuild smarter
3:01
running a project or you're in a
3:03
relationship and it's not going to work
3:05
don't be naive and trick yourself
3:07
realize the situation you're in and you
3:09
have to take action and pivot number two
3:12
stop throwing good after bad more time
3:14
more money more resources in a project
3:17
that's failing in a relationship that's
3:19
going nowhere isn't going to make things
3:21
better you need to face the hard truth
3:23
one thing that's very difficult to do
3:25
both personally and professionally is
3:27
put your pride in check don't let ego
3:29
get in the way nobody's perfect we all
Step 1: Name it—call the project or decision what it really is
3:31
make mistakes it's time to stop making
3:34
excuses stop being stubbornminded about
3:37
it and figure out what are we going to
3:38
do to move forward and make things right
3:41
another piece of advice if you're
3:43
working on a project or you're in a
Step 2: Stop throwing good after bad
3:45
relationship and things aren't going
3:47
right put a go or no go line in and say
3:49
to yourself look I'm going to give it
3:51
this much more time or this much more
3:53
resources and if it gets to that point
3:54
and things still haven't turned around
3:57
substantially cut it off here's a
3:59
surprising one that I think is really
Step 3: Put your pride in check and ditch the ego
4:01
important pressure test it with your
4:03
team halfway through a project ask your
4:06
team "If we had to start all over again
4:08
would we still move forward with this?"
4:10
If the answer is no that is a clear
4:13
indicator that it's time to abort the
4:15
project finally shift the focus forward
4:18
stop thinking about what you lost and
Step 4: Create a “go or no-go” line for any project
4:21
start thinking about what you will gain
4:23
if you stop what you're doing now and
4:25
you pivot and you go in a different
4:26
direction and how much better that would
4:28
be before we go I want to share with you
4:30
an example of learning from sunken cost
4:33
fallacy in a situation where I didn't
4:34
repeat it we talked about everything
4:36
that happened with our learning
4:37
management project i made an even bigger
4:39
investment before the beginning of COVID
Step 5: Pressure test with your team—would you start over again?
4:41
and that was investing in an office
4:43
building and having our own space that
4:46
learned owned to move us into my brother
4:48
and I bought an office building and the
4:50
ground two floors were for Learn It to
4:52
move in with COVID and everything going
4:53
virtual we had this building and I
4:56
looked at all the money we've invested
4:58
and the tenant improvements and
Reframe your thinking: what do you gain by pivoting?
5:00
everything and I thought to myself my
5:02
first reaction was well we put all this
5:03
time and money into it we have to move
5:05
learn it into our new space but the
5:08
truth of the matter was our business has
5:10
changed our business went virtual most
5:12
of our staff were gone and we did the
5:15
math we looked at all the numbers and it
5:16
really made no sense to open up Learn It
5:19
even though it sat vacant for several
5:21
months it was the right thing to do both
5:24
financially and long-term for our
5:26
business as tough as that was that was
5:28
an example of learning from past
Real estate edition: the office building they never moved into
5:30
mistakes and doing what was best for
5:31
your organization overall i hope this
5:33
episode shed some light on what you can
5:35
do differently and learn and until next
5:37
time everybody do me a favor stay
5:39
curious keep learning