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Drea Lynn

Drea Lynn

Drea Lynn (Andrea Holmes) is a Certified EOS Implementer, former COO and attorney, business coach, keynote speaker, and author of Smart Quit: Cash In, Clock Out.

Aug 28, 2026

2:03
Drea Lynn, what is a secret you can share?
2:07
I would say do not compare your entrepreneurial journey to anyone else's journey because it would steal the joy of your journey.
2:14
Whether or not there are ups or down, if you're looking at someone else's journey and let's say all of a sudden, you know, in six months their business all of a sudden blossoms and yours isn't.
2:26
There is joy in your specific journey.
2:30
And so just look at the road that you're on.
2:33
Learn your lessons.
2:35
Take every day, day by day.
4:04
Right.
4:05
This is actually a very, something I was not anticipating.
4:10
So I wrote my book for aspiring entrepreneurs.
4:15
Really, I felt that I was making entrepreneurship look too easy because I had all these people coming to me saying, oh, I want to be an entrepreneur.
4:23
I want to do what you do.
4:24
And I was like, wait, hold on.
4:26
I think you need to know what this journey really looked like because there were steps in this before you just quit your job just because you want to do that.
5:53
give them the
1:37
So Drea, Drea Lynn, what was the decision that changed the trajectory of your business?
1:44
Yeah, I believe it really was when I decided that I would not fear failure.
1:51
And, you know, my story, I did not grow up entrepreneurial in nature.
1:56
You know, most entrepreneurs, they're like, oh, I started off with lemonade stands and, you know, sold, I don't know, socks when I was growing up.
2:03
But I worked for, you know, in corporate and worked most of my career.
2:08
And so just even launching a business, I was...
2:12
You're just scared.
2:38
Delphine, welcome to the show.
2:19
What were the hardest lessons that period taught you about entrepreneurship and yourself?
2:26
Yeah, the hardest lessons.
2:29
Oh, gosh, too many.
2:31
I have to tell you the top ones because too many to name.
2:33
And hardest, I don't even know if that's the word I use.
2:41
I think I would say the best.
2:42
because I definitely think it was the most growth that I've ever done.

16 MINS LATER

18:48
people know when it's actually time to make the move or to actually pivot?
61:13
Right.
61:14
This is actually a very something I was not anticipating.
61:19
So I wrote my book for aspiring entrepreneurs.
61:24
Really, I felt that I was making entrepreneurship look too easy because I had all these people coming to me saying, oh, I want to be an entrepreneur.
61:33
I want to do what you do.
61:34
And I was like, wait, hold on.
61:35
I think you need to know what this journey really looked like because there were steps in this before you just quit your job just because you want to do that.
63:01
And it sounds
3:59
So how did you deal with that? Because this is the setup foundation for why you are doing what you're doing now.
4:05
Well, and it's funny because I think it was the reason why I actually still was successful in entrepreneurship, because I am resilient, I am determined, and I'm gonna make it happen.
4:17
And so even though on day one my entrepreneurial journey did not look like, you know, I thought it was gonna look, I had to pivot and make it work.
4:25
And so even to the extent where, you know, I had about six months of runway money.
4:29
Well, that was six months of runway money thinking that I was slowly off-ramping off my job, and I thought that I was gonna have my first client within the first three to six months.
4:40
That did not happen.
4:41
Um, so I'm like, I'm, I'm, I'm feeding into my business.
7:27
But what does it really mean? Does it mean quit my job and just jump in and cash in on my opportunity in entrepreneurship?

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