193: Getting Paid to Show Off Your City: How to Start a Tour Guide Side Hustle

On any given weekend in San Francisco, out of earshot from the barking harbor seals at Pier 39 and the clang of the cable cars, a small group of urban hikers are exploring the city from a different vantage point. For three hours, they walk, climb, and even slide their way through historic neighborhoods and scenic outlooks.

They’re led by Alexandra Kenin, or one of her carefully selected guides, and have paid $49 apiece for this unique travel experience. Alexandra runs UrbanHikerSF.com on the side from her day job as a content writer and editor.

More than 1000 people take her urban hikes each year, and she now oversees a team of 4-5 guides that can lead the hikes in her place.

190: How a Former Hairdresser Turned Her Side Hustle Into a 6-Figure Business, with Rachel Pedersen

Rachel Pedersen was using social media to bring customers to her hairdressing chair, but never really imagined it would turn into a full-time business of its own.

One of her hairdressing clients owned a popular restaurant chain, but was struggling with online marketing and social media. Rachel offered to help and the rest is history.

Today her little social media management side hustle is a 6-figure business and she has even built a training program to help other people follow in her footsteps.

183: Zero to $30k on the Side in 6 Months

Last fall, Chris Deardorff had a passion for startups and entrepreneurship, but wasn’t sure which direction to go. He had — and still has — a good job doing product marketing.

But as he studied the local startup scene, he noticed a common problem. Many startups struggled to gain traction for the products and services; a problem an experienced product marketer could solve.

In this episode, you’ll hear how Chris landed his first clients, the suite of services he decided to offer, and how he’s delivering the work in addition to his full-time job.

180: Listener Success Story: From Zero Customers to Full-Time Business

Scott Tarcy reached out to me with a listener success story of taking some of his on-the-job skills and turning them into a business on the side.

Scott’s a mechanical engineer by trade, and his job involved lots of product design work, including computer aided drafting and 3D modeling. Recognizing that other individuals and companies might have a need for those skills, he took to the interwebs.

176: Freelance Transformation: From $300 Technician to $20,000 Consultant, with Matt Inglot

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.

174: How to Get Freelance Jobs (Tips from a Professional Hypnotist)

Jesse Gernigin is a professional stage hypnotist and online freelancer. He used to do up to 200 shows a year and even sold his own products, but realized there was always going to be a ceiling to his earning power.

Turning to the world of online work, Jesse applied his performance and sales skills to land freelance work in his spare time. Today he specializes in copywriting for email sequences, sales letters, and crowdfunding campaigns.

He shares some of his favorite tactics for figuring out what type of service you can offer, identifying high-value clients, and writing winning proposals.

172: Case Study: Creating a $1k per Week Online Authority Business and a Service Business From Scratch

Carey Green had spent the last 20 years as a pastor, before making the leap into entrepreneurship. As he studied to become a licensed mortgage broker, an idea took hold to put his study notes online.

Today Carey helps other aspiring mortgage brokers pass their certification exam, a test he says was the hardest he ever took. That business, which actually derives most of its traffic from YouTube, generates $1000 a week!

But Carey didn’t stop there.

165: How to Earn an Extra $1000 a Month as a Brand Ambassador

Kenny Azama has worked with massive global brands like Nike, Samsung, Apple, Chevrolet, and Coca Cola, but he’s not an ad agency or a top secret marketing mogul.

He’s a professional brand ambassador, “someone who is temporarily hired to represent a brand in a positive light, and provide consumers with a memorable face-to-face experience.”

I think this in an interesting side hustle, and one we haven’t covered on the site before, because as Kenny explains, there are always gigs nearby, they’re fun, and they can actually pay pretty well.

164: $4k a Month within 6 Months: Marketing and Growing a Freelance Side Hustle, with Gina Horkey

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.

162: Voiceover Acting: How to Earn up to $3000 an Hour With Your Voice

Voiceover acting may be — at least in my mind — one of the most universal side hustles. I mean, almost all of us can speak, right?

My guest this week, Carrie Olsen, assures me there’s a little more to it than that, but also says it’s a business with low startup costs and low barriers to entry.

Carrie went from her first audition to quitting her job in a span of just 4 months.

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