Guess Where Trips

We create surprise, self-guided road trips that help people step outside their comfort zones and discover something new. Our office and retail store are both based in London, Ontario, and our team works across trip production, operations, customer service, marketing and more. Every role plays a part in turning a regular day into a small adventure.

All available positions are posted below.

Open Positions

Customer Service & Retail Associate (100 Kellogg Lane)

Guess Where Trips at 100 Kellogg Lane, London, ON

Guess Where Trips is looking for a friendly, outgoing, and reliable Customer Service & Retail Associate to join our team at our retail store at 100 Kellogg Lane!

This is a customer-facing role that combines retail sales, customer service, and merchandising. We’re looking for someone who enjoys connecting with people, learning about local travel experiences, and creating a welcoming shopping experience.

Schedule

  • Evening and weekend availability required for the holiday season
  • Some weekday shifts as needed
  • Part-time seasonal position, with the possibility of continued part-time hours in the new year (not guaranteed)

What You'll Be Doing

1. Selling & Recommending Guess Where Trips

  • Learn the details of our one-day surprise road trip itineraries
  • Become knowledgeable about our different trips and confidently recommend options based on customers’ interests, ages, abilities, and travel preferences
  • Help customers understand how our surprise trips work
  • Process store pickup orders accurately and efficiently
  • Prepare trip packages for customers picking up their orders

2. Customer Service

  • Greet and assist customers visiting the store with a friendly and welcoming attitude
  • Answer customer questions in-store, by phone, and by email
  • Explain how our trips and gift cards work
  • Help customers choose the right trip for themselves or as a gift
  • Respond to customer feedback and inquiries professionally and positively
  • Create a great experience for every customer who walks through our doors

3. Retail & Merchandising

  • Assist customers with our selection of retail products, from kids’ activities, books and gifts to candles, mugs, and more
  • Keep the store organized, stocked, and visually appealing
  • Merchandise products in a way that fits the needs and interests of our customers
  • Receive, unpack, organize, and move inventory
  • Lift and carry boxes and other merchandise as needed

We're Looking For Someone Who:

  • Previous retail and/or customer service experience required
  • Previous experience communicating with customers by phone and email
  • Friendly, approachable, and confident communicator
  • Organized, reliable, and able to multitask
  • Comfortable working independently and taking initiative
  • Comfortable learning detailed information about our trips
  • An interest in travel and local experiences is an asset
  • Physically able to lift and move boxes as needed
  • Evening and weekend availability required

If you love helping people discover new local places and think you’d be a great fit for the Guess Where Trips team, we’d love to hear from you! 

Send your resume along with a few lines on why you'd be a great fit for the role, along with your availability, to Jessi-Rae at store@guesswheretrips.com. Only candidates selected for an interview will be contacted.