The Side Hustle Show: The Freelancing Mixtape

Would 10 new clients solve all your business worries? That was the position Helen Pritchard was in back in 2008. On the back of a financial and personal crisis, Helen needed 10 clients paying £250 each to pay her bills. She turned to LinkedIn to find those clients, and it didn't take her long. Since then, Helen has pivoted her business and now teaches other people how to get clients and grow their business using LinkedIn. In fact, I found out about Helen through a listener of the show: I do not work for Helen. Nor do I do her PR. I just want to nominate her because she changed my life. Thanks to her, I have filled my client roster and have more money coming in as an entrepreneur than I ever did working for someone else. That's an awesome testimonial for Helen, and solid proof that her methods work. Note: Click here to download Helen's top tips for attracting your ideal clients on LinkedIn from this episode. If your goal is to leave your job in the near future, you don't want to miss this one. What Helen teaches is probably the fastest way to start your own business with the least upfront expense. Tune in to hear Helen talk through: the processes she teaches students on her LinkedIn mastermind how to set up your LinkedIn profile as a landing page that converts how to connect with potential clients and more

Starting a service business on the side is one of the fastest ways to build extra income. It's flexible, low-overhead, and you can probably start with skills you already have. "I had a lot of drive underneath me," Abbey Ashley told me, about starting her service business back in 2013. "I was super pregnant and I hated my job so much," Abbey started offering her services as a virtual assistant, and connected with her first clients at local networking events in Washington, DC. My the time her maternity leave was up--just a few short months--Abbey had booked enough work to not have to go back to that job she hated. On top of that, she only had to work 20 hours a week to do it, and could work from home. There are almost no barriers to entry to starting a freelance service business, and the startup costs are minimal. (All Abbey did was make business cards for networking.) In fact, it was a service business, a house painting business in my case, that was one of my first entrepreneurial adventures. Over time, Abbey scaled her virtual assistant business from just herself at $20-30 an hour, to her own little virtual agency, to $75 an hour and up for some specialized work.

"I set up a big business just selling somebody else's stuff," Wes said. Wes runs TheSalesWhisperer.com and is the host of The Sales Podcast which started around the same time as The Side Hustle Show back in 2013. He's an Air Force vet, a father of 7, and has built up an interesting side hustle that on the surface looks like a typical consulting business but is done in such a way that it's set up to generate recurring passive income. Wes has been side hustling since the 90's and started his online business around a decade ago. He saw an opportunity to become one of the first Infusionsoft resellers, a piece of software that not only streamlined his own business but offered attractive recurring affiliate commissions. Wes became one of the top earners in the world and was netting $15k a month in mostly passive income, all on the side from his primary consulting, speaking, and sales training practice. Note: Click here to download Wes's top tips for building an automated passive income business from this episode. He's adapted his strategies over the years and diversified his income streams but his business model stays similar to this day – scalable affiliate marketing with recurring passive income. Tune in to hear how Wes started generating passive income through affiliate marketing and how you may be able to use a similar strategy in your service business.

In his first 3 months, he'd booked more than $4000 worth of work. "I've never been very good at working with people, so I wanted something that was flexible," James said. Sound familiar? These are the words of someone who was not happy being a shoe salesman and wanted out. James was looking for that location independent lifestyle, and when he was approached to ghostwrite a book for $300 he knew what he wanted to do from that point on. Fast-forward a couple of years and James now charges $300 per 1000 words for his freelance writing, and most of his work is at least 2500 words ($750). Note: Click here to download James' top tips for becoming a freelancer writer from this episode. He's also started up a cool business at FreelanceWritersSchool.com teaching others how to follow in his footsteps. Tune in to hear how James landed his first clients, his strategies for growing a portfolio, and some of his favorite hacks to overcome writer's block.

Three years ago Design Pickle didn't exist. It wasn't even an idea in founder Russ Perry's head yet. That's why it seems crazy to me that today the unlimited graphic design service is doing $400k in monthly recurring revenue! Back in 2014 Russ was running a creative agency, but he started to hate everything about it. "I felt like I was in a prison of my own creation," he said. By January 2015, he'd shut down his agency and started working as a freelancer. Not wanting to build a similar prison again, he sought out a different business model -- one with a simpler service offering that was designed to scale. From taking on a friend as his first client to now completing more than 800 design jobs a day, it's been an incredibly quick ascension and a great example of how to scale a service business. Note: Click here to download Russ' top tips for scaling a service business from this episode. Tune in to hear how Russ grew his business from zero to $410k+ in monthly recurring revenue in less than 3 years. We cover his marketing strategies, his hiring best practices, and what Design Pickle does to keep customers coming back month after month.

Kendell Rizzo made over $100,000 in profit in 18 months part-time selling services, workbooks, and other downloadable products on Fiverr. In addition to being a 6-figure Fiverr seller, Kendell is a crowdfunding expert, a world traveler, an ironman triathlete, and runs her blog at leadandlaunch.com. Note: Click here to download Kendell's tips and strategies to maximize your Fiverr Earnings. It's been more than 100 episodes since our last Fiverr episode where Mark (AnarchoFighter) talked me through how he was the first person to make a $10k sale on Fiverr. Fiverr is still going strong, and it's a great example of a Buy Buttons platform – there's no bidding for work and no outside marketing necessary. This is what attracted Kendell to Fiverr after being frustrated with other freelance endeavors that sap time bidding for jobs or submitting resumes. Within a year and a half Kendell turned over more than $100k in profit, and went from the $5 gigs everyone starts out with to averaging between $500-$900 an order. And with digital products for sale, this was all possible while working part-time. Tune in to hear how she made her gigs stand out from the crowd in the competitive Fiverr marketplace, and why "over-delivering" is a fast-track to Fiverr success.

In 2011, Joshua Lisec landed his first freelance gig--on Fiverr of all places. He said he wound up making $1.67 an hour from that job, but it sparked his entrepreneurial journey. Since then, he's gone from "dumpster-diving for clients" to consistently landing 4- and 5-figure contracts and earning $167 an hour on one recent project, effectively 100x-ing his hourly rate. In this episode we take a deep dive into what I'll call the OPA Plan: borrowing other people's audiences to grow your business, a strategy that's earned Joshua $9000 in just the last couple months.

Matt Inglot was following the hustler's path. He built some skills on his spare time, and began selling those skills as a freelancer. The first project he sold was to build a website for $300. Soon, he had a full-time freelance business, and decided to grow into an agency. But before long, Matt found himself working 80 hour weeks and stressed out during down months about covering rent and payroll. While outwardly successful, Matt knew the business was broken. Here's how he turned it around into an operation that supports his lifestyle and his bank account.

Gina Horkey has come highly recommended by a number of listeners, and I've seen her work what seems like "all over the Internet" for the past couple years so I'm excited to finally connect and bring her on the show. She's a freelance writer extraordinaire, but also a virtual assistant, and someone who now helps others follow in her footsteps. Gina successfully built her freelance writing and virtual assistant business to be earning several thousand dollars a month; enough to quit her day job and go full-time.

Jonathan Stark says the key to side hustle success -- for consultants, at least -- lies in finding an expensive problem, and solving it. Jonathan's a pro at finding these expensive problems, having run a successful online consulting business for several years, focusing on mobile-ready web development. At the recommendation of two-time Side Hustle Show guest, Kai Davis, he dropped by to share some of his insight on how to get a side hustle consulting business off the ground.