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The Truth About Startup Failure – and How to Bounce Back

April 22, 2025 / 15:14

This episode features Lori Rosenov from Wharton discussing her book, Unstoppable Entrepreneurs: Seven Paths for Unleashing Successful Startups and Creating Value Through Innovation. Key topics include defining entrepreneurship, the importance of resilience, and the rise of social entrepreneurship.

Lori explains that entrepreneurship is about value creation through innovation, which can be financial, social, or emotional. She emphasizes that there is no single path to success, highlighting the diversity of entrepreneurial journeys.

She notes that while high-growth entrepreneurs receive much media attention, most entrepreneurial activity comes from small businesses and sole proprietorships. Lori also discusses the significance of resilience and the entrepreneurial mindset, which includes adapting to challenges and learning from feedback.

The conversation touches on the increasing interest in social entrepreneurship among students, with many aiming to create impact alongside financial success. Lori shares examples of how established companies can foster innovation from within.

Finally, Lori highlights Caitlyn Graasso, a successful social entrepreneur who adapted her business model during the pandemic, showcasing the potential for growth in the current entrepreneurial landscape.

TL;DR

Lori Rosenov discusses her book on diverse entrepreneurial paths and the importance of resilience and social impact in today's business landscape.

Episode

15:14
00:00:00
So, what are the keys to success for an
00:00:02
entrepreneur these days? A new book by
00:00:04
Wharton's Lori Rosenov delves deeper
00:00:07
into this. The book is titled
00:00:08
Unstoppable Entrepreneurs: Seven Paths
00:00:11
for Unleashing Successful Startups and
00:00:15
Getting Value Through Innovation. And
00:00:17
she joins us right now. Lori, great to
00:00:19
talk to you again. How are you doing?
00:00:21
Fine, Dan. It's great to be here. Thanks
00:00:23
for having me. Thank you very much. Uh,
00:00:25
what had you researching this idea in
00:00:27
the first place? Well, I just believed
00:00:31
that role models matter for
00:00:33
entrepreneurship. And there's a media
00:00:35
stereotype that's so pervasive. That's
00:00:38
one way of being an entrepreneur. Drop
00:00:40
out of college, get venture funding,
00:00:42
build a unicorn. But I was seeing so
00:00:45
many different pathways that our
00:00:47
students as well as our alumni were
00:00:49
following and wanted to provide some new
00:00:52
role models and new ideas and show that
00:00:54
there's no one-sizefits-all path. So
00:00:56
with all that's going on right now, how
00:00:58
do you define entrepreneurship at this
00:01:00
moment?
00:01:02
Take a very broad definition. I define
00:01:05
entrepreneurship as value creation
00:01:08
through innovation. There are so many
00:01:11
ways to create value. And of course,
00:01:13
financial value is very prominent, but
00:01:16
there's also social value. Are you
00:01:18
impacting society in a healthy way?
00:01:20
Emotional value. How does it make you
00:01:21
feel to do this sort of innovation and
00:01:24
the like. So entrepreneurs are creating
00:01:26
value and they're doing it by
00:01:28
innovating. That innovation might be
00:01:30
product, process, business models,
00:01:32
service. Uh but it might also be
00:01:34
something as simple as figuring out a
00:01:36
new routine in your home life or family
00:01:38
life. All of those things create value
00:01:40
for us. And that starts to make us
00:01:42
realize that everyone can be innovative
00:01:44
and entrepreneurial. And I hope it'll
00:01:46
inspire people to be all the more
00:01:48
entrepreneurial.
00:01:49
What's interesting is that uh obviously
00:01:52
a lot of the attention goes to the
00:01:54
bigname well-known and probably in many
00:01:57
cases well-funded entrepreneurs who have
00:01:59
had you know incredible levels of
00:02:00
success but as you kind of alluded to
00:02:02
and you can expand on a little bit more
00:02:04
there are so many other avenues for
00:02:06
people to create success through
00:02:09
entrepreneurship social being one so
00:02:11
many other things going on in one's
00:02:13
community I mean it is just not narrow
00:02:17
uh narrowed down to just the successful
00:02:19
these days.
00:02:21
Absolutely. Do you know there are 31
00:02:24
million enterprises in the US? 29
00:02:28
million are sole proprietorship. So this
00:02:30
might be the person who mows your lawn
00:02:32
or who does your nails. But there are
00:02:35
many many people who are doing small
00:02:36
business entrepreneurship. We tend to
00:02:38
focus on high growth entrepreneurship
00:02:41
which is in many cases funded by venture
00:02:44
or uh by any sort of debt. Um but those
00:02:48
are less than 20% of all of the
00:02:53
entrepreneurial activity. Most activity
00:02:55
is actually bootstrapped. So each of
00:02:57
these the disruptor, the bootstrapper,
00:03:00
the social entrepreneur, these are all
00:03:01
pathways in the book. For the longest
00:03:03
time in doing the shows that I have
00:03:05
talking about entrepreneurship, the one
00:03:08
thing that obviously still comes up is,
00:03:10
you know, it's a challenge. There is a
00:03:13
level of of failure uh that is in there.
00:03:16
It might not be the first idea that you
00:03:18
are end up being successful with. It
00:03:20
might be the second or third. Is there
00:03:22
enough recognition of that right now
00:03:24
that that is kind of part of the
00:03:26
process? Well, that's why my book is
00:03:29
called unstoppable entrepreneurs. I talk
00:03:32
about an entrepreneurial mindset which
00:03:34
has six Rs and one of them is
00:03:36
resilience. Each of the entrepreneurs
00:03:39
that are profiled in my book had many
00:03:42
many obstacles and challenges. And part
00:03:45
of their ability to succeed was having
00:03:48
some people call it growth mindset, some
00:03:50
people call it grit, but an a mindset
00:03:52
that allows you to say, "I'm going to
00:03:55
need to try a lot of things in order to
00:03:57
get to the finish line. I'm going to
00:03:59
hear negative feedback and I'm going to
00:04:01
treat that as a learning experience and
00:04:03
then uh adapt my efforts in order to do
00:04:06
better with that. I'm going to deal with
00:04:09
crises like COVID or the current
00:04:11
economic conditions and there are many
00:04:14
many ways to solve these sorts of
00:04:16
problems. And so each of my
00:04:18
entrepreneurs are incredibly resilient
00:04:20
and that's something that everybody can
00:04:22
work on understanding that feedback is
00:04:24
always a gift. How many of the group are
00:04:27
the so-called disruptor? And in in
00:04:30
general, is there a ratio of disruptors
00:04:33
that you expect to see uh coming from
00:04:36
the role of of being an entrepreneur? I
00:04:38
love that question because disruptors
00:04:40
are of course the the people who we we
00:04:43
see all the time in the media, these
00:04:44
celebrity entrepreneurs in many cases.
00:04:48
It turns out that disruptors are
00:04:50
typically venturebacked because they're
00:04:52
trying to overturn an entire market.
00:04:54
venture-backed entrepreneurship is far
00:04:57
less than 1% of all of that enterprise
00:05:00
that's out there. So it's actually very
00:05:03
very uncommon but when done well the
00:05:06
returns are enormous. So they are
00:05:09
getting most of the attention but most
00:05:11
efforts toward disruption fail. There
00:05:13
were many many car sharing services that
00:05:17
were attempted. We we had one that
00:05:18
students were working on at Wharton way
00:05:21
back when and now of course Uber
00:05:23
dominates that market. Lyft is a a very
00:05:26
serious second and now of course Whimo
00:05:28
is automating it completely. But there
00:05:31
were hundreds of attempts at car
00:05:33
sharing. So most disruptors are not
00:05:34
successful but all the attention goes to
00:05:36
the small percentage that are. So you
00:05:38
mentioned social a little while ago and
00:05:41
obviously we're in a time where social
00:05:42
issues have become very very important
00:05:45
kind of across the board of of of how we
00:05:48
live our lives right now. So then are
00:05:50
are we seeing a sharp rise in social
00:05:54
entrepreneur entrepreneurism as well?
00:05:57
Well, I've been at Wharton for over 30
00:05:59
years and certainly 30 years ago we
00:06:02
weren't seeing a lot of students saying
00:06:04
I want to be social entrepreneurs. These
00:06:06
days in our efforts at Venture Lab, we
00:06:10
see about one in seven of our students
00:06:13
who are doing something entrepreneurial
00:06:15
will raise their hand and say, "I'm a
00:06:17
social entrepreneur." Now, that doesn't
00:06:20
sound like a ton, but if you ask the
00:06:22
students a different question, and this
00:06:23
is so fascinating to me, if you ask
00:06:26
them, do you have impact goals in your
00:06:28
company? So, meaning do you have other
00:06:30
goals beyond your financial ones? then
00:06:33
70% of them will say, "Well, of course I
00:06:35
have impact goals." So more and more
00:06:38
with the emphasis on of course the the
00:06:40
UN sustainable development goals and
00:06:42
goals and all the interest in in climate
00:06:45
um and and other sorts of of uh
00:06:48
community issues. We're seeing more and
00:06:50
more students and more and more alumni
00:06:53
build those sorts of aims into their
00:06:55
ventures, but they're a little bit
00:06:56
reluctant to claim the label. And I
00:06:59
think that's because some people hear
00:07:01
that label and say, "Oh, it's a
00:07:03
nonprofit or it's not really uh
00:07:05
intending to be as big." But the social
00:07:07
entrepreneur I profile in my book is
00:07:09
doing incredibly well. One, I mean, we
00:07:12
talk so much about entrepreneurs, but
00:07:14
you also bring up the component of the
00:07:16
entrepreneur, which maybe doesn't get as
00:07:19
much conversation, but the component of
00:07:21
somebody working at a company who comes
00:07:23
up with a great idea and maybe works
00:07:25
with their company to develop this new
00:07:28
idea. How how frequent how common is
00:07:31
that these days? I'm so glad you asked,
00:07:34
Dan. 70% of all innovations that are
00:07:38
developed are developed in established
00:07:41
companies. So there are tons of
00:07:43
opportunities for people to be
00:07:45
entrepreneurial in their companies on
00:07:48
their employers resources and devoting
00:07:52
their time to the development of new
00:07:55
businesses. How does the company then
00:07:58
react to that? Because I think it's a
00:08:00
uni unique dynamic where a company
00:08:02
probably has their normal process in so
00:08:05
many areas, but has an an employee maybe
00:08:08
come up with something that could be
00:08:09
transformative.
00:08:11
Well, some companies try to embrace that
00:08:13
in their culture and will devise all
00:08:15
sorts of structures and processes to
00:08:18
encourage that. the the example that
00:08:21
gets thrown around these days, Google
00:08:22
gives 20% time to employees to work on
00:08:26
something of their own choosing. That of
00:08:27
course is an outgrowth of 3M's 15% time
00:08:30
that's been around for decades. Many
00:08:34
companies that have enough resources
00:08:36
will create a separate part of the
00:08:39
organization where people can experiment
00:08:42
in ways that might conflict with what's
00:08:45
going on in the core business. And that
00:08:47
separation is incredibly important until
00:08:50
something new happens. Other companies
00:08:52
use hackathons and the like to get
00:08:54
people exploring ideas. But there are
00:08:56
quite a few people who come up with a
00:08:59
new idea in an organization and find
00:09:01
that they can't get enough support and
00:09:03
wind up leaving and developing it
00:09:05
somewhere else. Is the I is the
00:09:08
entrepreneurial mindset is it organic or
00:09:11
is it something that can be developed?
00:09:14
It can definitely be developed. I while
00:09:17
there are some people who will tell you
00:09:19
the story and this is about half the
00:09:20
entrepreneurs in my book will say I
00:09:22
always knew I wanted to be an
00:09:23
entrepreneur. I was selling candy in
00:09:25
middle school and the principal
00:09:26
suspended me and tell those kinds of
00:09:28
stories. The other half are people who
00:09:30
were doing the more standard path and
00:09:33
started to see over time opportunities
00:09:36
to create value and then went on their
00:09:39
own uh to do it. And these these people
00:09:44
can can be trained to do that. Uh among
00:09:47
the Rs in my entrepreneurial mindset is
00:09:50
recombination. And what I mean by that
00:09:52
is taking your knowledge and experience
00:09:55
from different places. You've worked in
00:09:57
different companies. You've taken
00:09:58
different courses in school and
00:10:01
certifications. You've lived in
00:10:02
different places. Everyone has a unique
00:10:05
set of experiences. and mixing and
00:10:06
matching all of that knowledge is what
00:10:09
gives you the opportunity to identify a
00:10:12
unique uh opportunity. And when you can
00:10:15
do that, that's the root of innovation.
00:10:18
And all of us have the capacity to look
00:10:20
back at what we've accomplished and try
00:10:22
to think about those combinations. And
00:10:24
then as I'm advising people to look
00:10:25
forward, I always say, what can you do
00:10:27
that will allow you to think
00:10:28
differently? If you're a college
00:10:30
student, can you take a minor in
00:10:32
something different? or if you're you're
00:10:34
further grown, should you take a
00:10:35
certification or could you take some
00:10:37
sort of a trip or could you take an art
00:10:38
class, whatever it might be? That's what
00:10:41
starts to give people the chance to see
00:10:44
those unique opportunities. One of the
00:10:46
other Rs that you bring up is
00:10:48
relationships. And look, that's so
00:10:50
important in business in general, but
00:10:52
especially for somebody who's starting
00:10:54
out trying a new idea. to be able to
00:10:56
have the relationships that are going to
00:10:58
help you build to success has to be
00:11:01
vital especially today. Absolutely.
00:11:05
Relationships are are giving you an
00:11:07
opportunity to access knowledge and
00:11:10
resources and talents. You need people
00:11:13
to help you assess whether your um idea
00:11:18
is addressing a big enough pain point,
00:11:20
help you understand the bigger market.
00:11:22
So you're not just solving your own
00:11:23
problem and hoping people will come to
00:11:25
you, but that the market is desperate
00:11:27
for it. You need those relationships uh
00:11:29
to to get funding in many cases once you
00:11:32
get to that point and that gives you
00:11:34
access and you need the talent that
00:11:37
people can provide to you. You want to
00:11:39
be working in the space that gives you
00:11:40
the most joy, where your your genius
00:11:42
zone, some people call it. You want to
00:11:46
be able to attract talent that's going
00:11:48
to complement your skill set as your
00:11:50
organization grows. You you talk with a
00:11:52
lot of great entrepreneurs in here and
00:11:54
if I can highlight one who is somebody
00:11:55
that I know and I've t and I've talked
00:11:58
with her a few times over the years at
00:12:00
Wharton doing interviews is Caitlyn
00:12:02
Graasso with Jen Jen heration and the
00:12:06
idea of networking but networking
00:12:09
thinking about it through the process of
00:12:11
what women are experiencing right now
00:12:13
and and I I told Caitlyn that when my
00:12:16
daughters get old enough they're going
00:12:18
to go with her on a tour. talk a little
00:12:20
bit about what she has done and what she
00:12:23
has brought to the table.
00:12:25
I'm so glad you asked me to do that
00:12:27
rather than asking me to pick my
00:12:29
favorite subject of all of them because
00:12:31
I love them all equally. But but Caitlyn
00:12:34
is a great example of so many of the
00:12:36
things we've been talking about since a
00:12:38
young age. She always wanted to do
00:12:40
things for young girls and was doing it
00:12:42
all throughout her Wharton career here.
00:12:46
She graduated in 2015. She was one of
00:12:49
the first people I met when I became
00:12:50
vice dean of undergrad in 2013 because
00:12:52
she came bounding into my very first
00:12:54
office hours because she is a fabulous
00:12:56
the best networker that I know. But she
00:12:59
built out with the support of some pen
00:13:01
awards after she graduated. She built
00:13:04
out generation to take girls as you
00:13:07
mentioned on bus tours to learn about uh
00:13:09
opportunities that uh would help to
00:13:11
further their careers. And this was
00:13:13
chugging along nicely and then co
00:13:16
happened. Talk about resilience. You
00:13:18
can't take a bus tour. And she had to
00:13:20
convert everything to virtual. This
00:13:22
wound up being the seed that's led her
00:13:24
business to explode because once she was
00:13:26
virtual, she realized she was an edtech.
00:13:29
And now she's building curriculum that
00:13:31
she can sell to educational
00:13:34
institutions. She can sell to
00:13:36
corporations. Uh she has lots of girls
00:13:38
that are subscribing. And the company is
00:13:41
it's incredibly profitable. Also, she's
00:13:43
calls herself a social entrepreneur, but
00:13:45
she has a a very strong profit motive uh
00:13:48
as well. She has 10 employees. She's
00:13:50
doing fabulously. Having written this
00:13:52
book now, what are you most excited for
00:13:56
potentially for the future of being an
00:13:58
entrepreneur? Well, I I think we're
00:14:00
going to see all the more
00:14:02
entrepreneurship right now. We're
00:14:04
obviously in a period where there's a
00:14:06
fair amount of job dislocation. So
00:14:08
people are saying how can I apply my
00:14:10
talents in a way where I have a little
00:14:12
bit more control and and can uh take
00:14:15
care of my my needs for for income and
00:14:17
security and the like. So I think we're
00:14:19
going to see a lot more people looking
00:14:21
for ways to participate. I also think at
00:14:23
this moment with all that's going on
00:14:25
with AI, this is an important moment for
00:14:27
everybody to be training themselves on
00:14:29
the tools because they you want to
00:14:31
operate as efficiently as possible, but
00:14:34
there's also a lot of opportunity for
00:14:36
those high growthoriented entrepreneurs
00:14:39
to start building in this new AI
00:14:41
ecosystem. So, I think it's it's a big
00:14:43
moment for entrepreneurship. Lori,
00:14:46
thanks very much for your time. All the
00:14:47
best with the book. Thanks very much.
00:14:49
Thanks, Dan. You got it. Lori Rosenoff
00:14:51
of the Wharton School. The book is
00:14:53
titled Unstoppable Entrepreneurs: Seven
00:14:55
Paths for Unleashing Successful Startups
00:14:58
and Creating Value Through Innovation.

Episode Highlights

  • Unstoppable Entrepreneurs
    Lori Rosenov's book explores diverse paths to success in entrepreneurship.
    “There's no one-size-fits-all path to entrepreneurship.”
    @ 00m 54s
    April 22, 2025
  • The Importance of Resilience
    Lori discusses the entrepreneurial mindset and the value of resilience in overcoming challenges.
    “Feedback is always a gift.”
    @ 04m 24s
    April 22, 2025
  • Rise of Social Entrepreneurship
    Lori notes an increase in students identifying as social entrepreneurs and having impact goals.
    “70% of them will say, 'Of course I have impact goals.'”
    @ 06m 35s
    April 22, 2025

Episode Quotes

  • There's no one-size-fits-all path to entrepreneurship.
    The Truth About Startup Failure – and How to Bounce Back
  • Everyone can be innovative and entrepreneurial.
    The Truth About Startup Failure – and How to Bounce Back
  • Feedback is always a gift.
    The Truth About Startup Failure – and How to Bounce Back
  • 70% of all innovations are developed in established companies.
    The Truth About Startup Failure – and How to Bounce Back
  • We're going to see a lot more entrepreneurship right now.
    The Truth About Startup Failure – and How to Bounce Back

Key Moments

  • Role Models Matter00:31
  • Value Creation01:02
  • Entrepreneurial Mindset03:29
  • Social Entrepreneurship05:57
  • Innovation in Companies07:38
  • Future of Entrepreneurship13:58

Words per Minute Over Time

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