13 min

How to Execute the Side Hustle The ClientPipe Podcast

    • Careers

Daniel: So we’re here today to talk about the side hustle, and people talk about the side hustle but if you’ve never done it, how specifically does it work? And Steve, I believe you have a story to start us off.

Steve: Yes. This is a story about a guy who went from working small jobs on the side by himself to pitching corporate clients as a team and having nearly $40,000 in the bank, all the while keeping his regular job. So let’s call him George, as in George Jetson. He had a regular full time job in the IT department of a well known large company. I met him while I was working on a project there, and the thing which connected us, why we were both on the same project, is we had experience in the employee time system that we were implementing there. And it turns out, we had both worked for that software company in the past at the same time, in the past, but we didn’t realize it. We didn’t know each other until we met on this project.

Well I had a problem while I was working on this particular job, and it was that I had a client on the side who needed a system administrator to implement this app. This is a smaller client than the full time project that I was on, and I knew that George had experience in this app. And the client really didn’t need somebody full time, they needed somebody part-time, and I didn’t have the system administrator skills that they needed to install the software. So one day over lunch, George starts telling me about some of his own side hustle gigs. I didn’t know he did that. He does some software development on the side, he does a little one on one training for up and coming programmers, and all of a sudden for me, bingo. George is really doing side hustles now, side hustle jobs, and he had the mindset for it.

So, I tell him about my client, and my pain, what am I’m gonna do? How am I gonna find a system administrator? And so I just hit him with the question. “Would you be willing to set up server environments for this client on the side?” Here’s the rub, it would probably take a day or two initially to get the environments up, which is kind of a big hit, but everything after that is pretty easy, not urgent, one to three hours at a time, pretty flexile. Man he didn’t hesitate. He was totally up for it.

Now the interesting thing is, he ended up working for this client for about three years. On and off, small requests, things like that. And he and I went on to pitch other clients doing the same thing, and I remember looking at what he had earned on the side after that three year period. I just happened to be looking one day. Turns out he had pulled in about $120,000 over a three year period, all while maintaining his day job.

Daniel: Well you know it’s interesting, I listen to that story Steve, there are a few things we can kind of extract from it in the way of sort of best practices for initiating a side hustle. And so, you might say that number one is, start your consulting practice on the side before you leave your job, obviously then you’ve got a source of revenue, you’re not jumping without a net. Number two might be to get comfortable with that feeling of working on the side over time. Number three might be looking for businesses who only need you part-time, obviously don’t need 40 hours a week. And fourth is get that first small engagement and get started. But I wanna ask you if, do you think that’s right, and also what does it take to really get comfortable with the feeling of working on the side, you know, what does that mean, since that’s kind of an open ended concept?

Steve: Those are all right, those steps. And to get comfortable, I think you have to have kind of a hunger. A hunger for more independence, “I’m gonna do what it takes to develop my own endeavors, my own professional freedom,

Daniel: So we’re here today to talk about the side hustle, and people talk about the side hustle but if you’ve never done it, how specifically does it work? And Steve, I believe you have a story to start us off.

Steve: Yes. This is a story about a guy who went from working small jobs on the side by himself to pitching corporate clients as a team and having nearly $40,000 in the bank, all the while keeping his regular job. So let’s call him George, as in George Jetson. He had a regular full time job in the IT department of a well known large company. I met him while I was working on a project there, and the thing which connected us, why we were both on the same project, is we had experience in the employee time system that we were implementing there. And it turns out, we had both worked for that software company in the past at the same time, in the past, but we didn’t realize it. We didn’t know each other until we met on this project.

Well I had a problem while I was working on this particular job, and it was that I had a client on the side who needed a system administrator to implement this app. This is a smaller client than the full time project that I was on, and I knew that George had experience in this app. And the client really didn’t need somebody full time, they needed somebody part-time, and I didn’t have the system administrator skills that they needed to install the software. So one day over lunch, George starts telling me about some of his own side hustle gigs. I didn’t know he did that. He does some software development on the side, he does a little one on one training for up and coming programmers, and all of a sudden for me, bingo. George is really doing side hustles now, side hustle jobs, and he had the mindset for it.

So, I tell him about my client, and my pain, what am I’m gonna do? How am I gonna find a system administrator? And so I just hit him with the question. “Would you be willing to set up server environments for this client on the side?” Here’s the rub, it would probably take a day or two initially to get the environments up, which is kind of a big hit, but everything after that is pretty easy, not urgent, one to three hours at a time, pretty flexile. Man he didn’t hesitate. He was totally up for it.

Now the interesting thing is, he ended up working for this client for about three years. On and off, small requests, things like that. And he and I went on to pitch other clients doing the same thing, and I remember looking at what he had earned on the side after that three year period. I just happened to be looking one day. Turns out he had pulled in about $120,000 over a three year period, all while maintaining his day job.

Daniel: Well you know it’s interesting, I listen to that story Steve, there are a few things we can kind of extract from it in the way of sort of best practices for initiating a side hustle. And so, you might say that number one is, start your consulting practice on the side before you leave your job, obviously then you’ve got a source of revenue, you’re not jumping without a net. Number two might be to get comfortable with that feeling of working on the side over time. Number three might be looking for businesses who only need you part-time, obviously don’t need 40 hours a week. And fourth is get that first small engagement and get started. But I wanna ask you if, do you think that’s right, and also what does it take to really get comfortable with the feeling of working on the side, you know, what does that mean, since that’s kind of an open ended concept?

Steve: Those are all right, those steps. And to get comfortable, I think you have to have kind of a hunger. A hunger for more independence, “I’m gonna do what it takes to develop my own endeavors, my own professional freedom,

13 min