How This Former Teacher Went From Earning $500 a Week to Building a $2M Business | Entrepreneurship | How We Profit | E8

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How did Lisa transition from a teacher to a multimillion‑dollar entrepreneur?

Lisa Woodruff 0:00
Of the amount of money that moves in the United States, sixty-eight percent comes from households. The government, military, and us. That is what is our economy. Like if the household stops spending, the world shuts down. We're joined by Lisa
Hala Taha 0:12
Woodruff, founder and CEO of Organize 365 and creator of the Sunday Basket to unpack exactly how Organize 365 profits.
Lisa Woodruff 0:21
When I started PhD, we're a $2.5 million company. We're still 60% profitable. We were profitable the last two years enough that we could do profit sharing, which I really loved doing for my team.
Hala Taha 0:31
What are the top three things you could recommend for somebody to do right now to get better organized? Yeah, my
Lisa Woodruff 0:39
husband asks that question often. Number one, stop doing your housework hidden. If you live with people, they should be watching you vacuum, fold laundry, do dishes. If everybody else is having fun, you have fun too. Number two, so you
Hala Taha 0:53
You were also selling work systems an organization. Why'd you decide to sunset that part of your business? Especially if it was making, I guess, how much of a million dollars a year. It was making a million dollars a year. It was making a
Lisa Woodruff 1:04
million dollars a year. And the interesting thing about my company that I realized is
Hala Taha 1:10
Lisa, welcome to How We Profit. Thank you so much for having me. I think this is gonna be such a great conversation because so many entrepreneurs, even though their business seems really organized and amazing, they actually are very unorganized in their home. And I personally have always dreamed of having an organization business because I feel like it would be so lucrative. And so when I got your email inquiry, I was like, this would be a really cool episode to really unpack how somebody makes money off of an organization business. So welcome. I can't wait to unpack all of it. How would you describe Organize 365 in one sentence?
Lisa Woodruff 1:50
So what people think when they hear organize 365 is exactly what you said, like, oh, I need you to come organize my house. And that is what I teach you how to do. But really, Organize 365 is an online school and coaching program where I teach you the skill of organizing so that your house could organize. But along the way, you also learn time management, productivity, planning, and you step into being the CEO of your household.
Hala Taha 2:12
Amazing. So basically you've expanded into having programs and courses and master classes essentially, which is super cool. But I love your origin story because I feel like it's going to be very inspiring for our young improfers. So you were actually a teacher and you didn't become an entrepreneur until age 40. Tell us about that.
Lisa Woodruff 2:35
Right. In my twenties and thirties, I was a stay-at-home mom and I did a lot of direct sales companies. I was in twenty-three different direct sales companies. Oh, wow. And I made money in a lot of them. And then when my kids went into middle school, I went back to teaching again, thinking, oh, this is the time I can step back into teaching. But the needs of our family and our extended family were beyond what I could do during non school hours. So yeah, at the age of 39, I quit my teaching job. And I was like, I'm just going to have to be self-employed because I need flexibility of time.
Unknown 3:05
Mm. So
Lisa Woodruff 3:06
I joined another direct sales company. And I started the blog Organize three sixty five. No idea how I'd make money, but I knew that was a good SEO keyword and I knew I loved talking about organizing.
Hala Taha 3:16
Something that I love about your story is that sometimes rejection actually helps redirect you. So you actually quit your job because they told you you're a bad teacher. They did.
Lisa Woodruff 3:26
Thanks for reminding me. Yeah, they did. Like, um, I was missing a lot of work and I was even taking time off unpaid just because our family needs were beyond what we could cover during the non-school hours. And so I was being held back by my headmistress of the school after a parent-teacher conference that did not need to be done the Thursday before winter break. And I really needed to get home. One of my kids was sick, my personal kids were sick.

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