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


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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.

Related: 40+ Ways to Get Paid to Walk

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. (She was in New York when we caught up, earning passive income from this business she’s built, as hikes were taking place without her.)

We actually connected through HARO while I was looking for sources for my upcoming Buy Buttons book.

Tune in to hear how she came up with the idea, how she planned out the service, how she landed her first customers, and how she’s taken advantage of pre-existing platforms to grow and expand.

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Learn:

  • How Alexandra came up with the idea to host urban hikes (and charge money for them).
  • How she landed her first customers and the smart way she leveraged those bookings into more exposure.
  • How she’s made the most of free advertising channels to attract a steady stream of customers.
  • The unique way she targets business clients in a traditionally b2c space.
  • How she’s carefully “outsourced” some of the boots-on-the-ground responsibilities.
  • How Alexandra landed a traditionally published book deal without an agent.
  • Her plans to grow and scale the business to remove her “time-for-money” involvement.
  • Alexandra’s #1 tip for Side Hustle Nation.

Links:

Download the Free PDF "Highlight Reel" from this Episode

With all of my guest's top tips and resources included.

Enter your email to access it now:

You'll also receive my best side hustle tips and weekly-ish newsletter. Opt-out anytime.

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Nick Loper

About the Author

Nick Loper is a side hustle expert who loves helping people earn more money and start businesses they care about. He hosts the award-winning Side Hustle Show, where he's interviewed over 500 successful entrepreneurs, and is the bestselling author of Buy Buttons, The Side Hustle, and $1,000 100 Ways.

His work has been featured in The New York Times, Entrepreneur, Forbes, TIME, Newsweek, Business Insider, MSN, Yahoo Finance, The Los Angeles Times, The San Francisco Chronicle, The Financial Times, Bankrate, Hubspot, Ahrefs, Shopify, Investopedia, VICE, Vox, Mashable, ChooseFI, Bigger Pockets, The Penny Hoarder, GoBankingRates, and more.

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