
Steve Rolle
Entrepreneur, investor, and host of Rolle With Steve Podcast; built $100M+ in business ventures including HotelSoap.com and Diversified Hospitality Solutions.
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Aug 5, 2026
125. The Path to Entrepreneurial Freedom and Fatherhood Balance with Steve Rolle
18:42
18:54
S
18:40speaker_2UNKNOWN
Mm.

Steve RolleGUEST
They will keep you stuck in a job that you don't like, working for a boss you don't like, a commute that you hate.

Steve RolleGUEST
And although those are the four dependencies, there's a key that can unlock each of those dependencies.
17 MINS LATER
From Side Hustle to $100M: Lessons in Building a Scalable Business With Steve Rolle [Ep.218]
10:50
11:03
11:15

Steve RolleGUEST
You want a position somewhere that your day job and your opportunities are an apprenticeship where you're learning on somebody else's dime.

Steve RolleGUEST
And so as I'm working for them for 18 months, taking a commission on revenue, and we start to find a lot of success by doing the three things that I identified, that if we do these things, we're gonna make a lot more money.

Steve RolleGUEST
We went from 10 to $15,000 a month to $150,000 a month without making any changes, just, uh, focused on keep things in stock, run some ads to it, and basically pay attention to what the data is telling us.
18 MINS LATER
From Side Hustle to $100M: Lessons in Building a Scalable Business With Steve Rolle [Ep.218]
10:50
11:03
11:15
11:28
27:36

Steve RolleGUEST
You want to position somewhere that your day job and your opportunities are an apprenticeship where you're learning on somebody else's dime.

Steve RolleGUEST
And so as I'm working for them for 18 months, taking a commission on revenue, And we start to find a lot of success by doing the three things I identified that if we do these things, we're going to make a lot more money.

Steve RolleGUEST
We went from $10,000 to $15,000 a month to $150,000 a month without making any changes, just focused on keep things in stock, run some ads to it, and basically pay attention to what the data is telling us.

Steve RolleGUEST
But what I'm seeing instead is now reviews are pouring in from people who go, this is great, love these brands, love the soap and shampoo.
16 MINS LATER

Greg L. FrankHOST
So what's your advice? What's your playbook on hiring? this high impact role in your company.
Owner Not Operator: Why He Said No to $6 Million (with Steve Rolle)
2:48
2:53
3:04

Steve RolleGUEST
You know, I, I was born and raised in the DC area, homeschooled all the way through tenth grade.

Steve RolleGUEST
Eleventh and twelfth grade, I actually went to school for the first time, and I had no direction of what I wanted to do with my life at that point.

Steve RolleGUEST
And like everybody else who was entrepreneurial when they were younger, I had these lawn care customers, and I was shoveling snow.
26 MINS LATER
How To Make Your First Million By Solving Real Problems - Steve Rolle And Harry Sardinas
13:42
13:54
25:02

Steve RolleGUEST
Whether you are building a SaaS product, whether you're working in e-commerce, you've found a way to leverage technology and turn that into a business.

Steve RolleGUEST
Because when you think about e-commerce, it's very different from building inside of technology.
11 MINS LATER

Harry SardinasHOST
So tell us a little bit more about scaling up and this online in-person game.

