Operations Professional – Tours & Transportation

We’re looking for a couple of key people with The Right Stuff. This is a self-selecting job advertisement. You choose to opt in or out in accordance with your personality traits, particular characteristics, behaviors, interests, pursuits, beliefs, etc. that you currently exhibit.

We’re looking for two, rare, remarkable, brilliant, positive-minded, self-disciplined, self-controlled, and alive go-getter people who possess a can-do attitude, stamina, determination, strength of character, moral fibre, vitality, heartiness, enthusiasm, and staying power to join our team and run the show.

We’re looking for top-grade All-Stars. We’ve got our sights set on becoming a global best employer and the required caliber of teammates is high. This is the “A” team.

We’re serious but nutty, candid but caring, authentic and accepting. Well, almost. Perhaps we should put an asterisk next to accepting. We’re a small inclusive team in a competitive industry. Things happen fast and we must react quickly. This makes things fun but also particularly demanding and, in all honesty, we sometimes get just a wee bit intense.

One of our 26 tour guides has often said, “This is no place for a confidence problem“. That phrase definitely captures it. If you’re The Right Stuff for this office then it isn’t about planning to bring your A game. It’s about knowing that your A game is all that you ever accept of yourself. More importantly, it’s about knowing, without question, that you have your A game figured out (professional development is all about getting to that point and perhaps your journey is unfinished). If you’re unsure then look after yourself, look after us; this isn’t the job for you and none of us wishes to go through the pain of realizing that the hard way. If you’re fainthearted or feel insecure about your own identity, avoid this place.

If you’re ready for a fast-paced, think-on-your-feet, occasionally having-to-put-a-fire-out. . . kind of rewarding experience then let us know and we can start talking about it.

Having absolutely exemplary individuals supporting our 15,000+ annual customers, 26+ tour guides, chauffeurs, yacht and boat captains, along with our sales and administration team is the difference between life and death to us.

Perhaps a little brusque or insensitive in his delivery, but the sentiment couldn’t possibly be more true than expressed by U.S. Army Delta Force Founder Colonel Charlie A. Beckwith,
“I’d rather go down the river with seven studs than with a hundred sh*theads.”

We recognize people are NOT our most important asset. The RIGHT people are. The RIGHT person has more to do with character traits and innate capabilities than with specific knowledge, background, or skills.

“Great companies don’t hire skilled people and motivate them, they hire motivated people and inspire them.” Simon Sinek

Are you motivated? Can you help us? We desire to go from a GOOD company to a GREAT company. Demonstrating unparalleled growth in revenue year-after-year for four and a half years, we’re constantly evolving, introducing innovative experiences, brand-new services, creating fresh opportunities for employee/partners, scaling into new communities, generating economic development, growing our brand, all-the-while bringing our love, philanthropy, and community-mindedness into every Okanagan community we serve.

Preferred Qualities of Our Operations Professional / Office Hero

A shortlist of the most desirable day-to-day qualities of our office hero include: you’re loyal, available, accurate, precise, teachable, personable, flexible, creative, plus you’re a skilled multi-tasker and a critical thinker. You show initiative, think on your feet, work efficiently under pressure, plus work well autonomously.

For this position, we’re hiring two personally engaging, customer service aficionados who understand the value of meaningful relationships across the board and are eager to learn the ins and outs of an international award-winning tour and transportation start-up company. You’re looking for that rare culture that surrounds you with other like-minded, imaginative, talented, driven, positive, dedicated, respectful and self-motivated people that share a commitment to work/life balance.

You might be considered the ideal right-hand person. You might not play well in the politically correct, office politics, office drama sandbox. KUDOS! You might be considered authentic (reliable, trustworthy, dependable, faithful, true, and real), possibly transparent and a great communicator. You’re a non-smoker.

Daily physical requirements of this position include smiling and laughing along with data entry and logistics.

At Cheers! we function in a very collaborative environment firmly embracing teamwork paradigms such as “None Of Us Is As Smart As All Of Us”, “Innovation Is Simply Group Intelligence Having Fun”, and “The Object Is Not To See Through One Another, But To See One Another Through”. The advantages of a collaborative environment are diverse and have a huge impact on the outcome of our projects such as increased creativity, out-of-the-box thinking, and more flexibility in project direction, increased learning possibilities, higher productivity, enhanced relationships, plus ensures we put our best foot forward every day.

Our Operations Professional / Office Hero is Fun, Enjoyable and Interesting. Some would also say Caring, Giving, Authentic and Ethical.

When, not if, the stuff hits the fan, you’re resilient. Your feisty, uncompromising, courageous, spirited, inner badass comes to life. You possess and demonstrate stamina, fortitude, courage, grit, determination, self-discipline, strength of character, guts, moral fibre, backbone, spirit, willpower, self-control, motivation, and resolve.

Preferred Experience

Communications, Data Entry, Quoting, Dispatch, Event Planner, Tourism, and Sales: to persuade, convince, or otherwise move others to do something we want them to do. I.e. getting children or young adults to make right choices.

The preferred experience could possibly have been acquired while being a successful parent, triage or trauma nurse, homemaker, lifestyle business owner, or contributor of a start-up and may include: Operations, Inventory Control, Purchasing, Inbound and Outbound Phone Transactions, General Office Management, Logistics & Team Coordination, Tour and Transportation Coordination including assigning drivers, vehicles and routes, Quote preparation, follow up, and sales, plus Data Entry.

You appreciate being: celebrated, heard, provided feedback on performance, given opportunities to learn new skills, given autonomy, and informed on the direction and strategy of the company.

About Us

At Cheers! we are shamelessly obsessed with three simple ideas.

1) To become the most recognized tour and transportation brand in the Okanagan,

2) To become the top-rated employer in the Okanagan, and

3) To become the best-managed company in the Okanagan.


We’ll work with you to ensure you’re pleased with your salary. We’re of the opinion, whoever you choose to work with, you deserve the best. Most importantly, you deserve personal fulfillment.

We understand meaningful recognition, clear company policies, career opportunities, and performance management are key drivers of employee engagement in our culture.

How to Apply? – Skilfully answer 3 questions.

If you’re convinced you have The Right Stuff – an established “A” game, please create a unique cover letter and inform (convince!) Allen and the Cheers! hiring team why you think you’d make a renowned Operations Professional – (Wine Tour/Ski Shuttle/Wedding Transportation Coordinator I Office Hero I Event Organizer I Dispatcher I Logistics Expert)

What sets you apart from the crowd? Results-based or evidence-based case studies, and/or testimonials, endorsements, tributes, or honors, best answer the question, “How might you help Cheers?” A compelling cover letter is more influential than a typical resume. Remember, in our opinion, people are NOT our most important asset. The RIGHT people are. And that the right person has more to do with character traits and innate capabilities than with specific knowledge, background, or skills. What have you accomplished and how did it make a positive impact? Essentially, we require you to provide compelling evidence of your worthiness to join our team.

Email: [email protected]