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Trip Planner

FULL-TIME | REMOTE in Canada
* Please note at this time, we are only able to consider candidates who are legally authorized to work in Canada. This includes Canadian citizens, permanent residents, and individuals who already hold a valid work permit. Unfortunately, we are not able to provide visa sponsorship or engage international contractors (including those based in the U.S.A.) for this role.
reporting to:  
Direct Reporting to Travel Operations Manager | Indirect Reporting to Director of Travel Operations
starting date:  
May 1, 2026 (Flexible)

About Us: Moniker’s corporate travel and events business is expanding, and we are looking to hire talented and passionate people to support the team during our growth. Moniker’s corporate travel and events business is expanding, and we are looking to hire talented and passionate people to support the team during our growth. The ideal candidate will play a vital role in helping us continue to become the most respected company in our industry to plan Corporate Incentive Trips, Retreats, & Meetings with, both in Canada and abroad. As Moniker is a young and relatively small Canadian company, we place a larger emphasis on ensuring the right personality and cultural fit of our growing team with the culture of our office and brand. Our belief is that mostskills can be taught and trained, but attitude and a shared belief in our vision and values is of more importance.

CORE DUTIES:

Responsibilites:

  • Taking accountability for program logistics, including: Registration, Flight Manifests, Ground Transportation, On-Site Gifting Procurement, Banquet Event Orders, Attendee Surveys, and more
  • Supporting supplier relationships and planning trips alongside our senior Operations Team members
  • Providing above and beyond customer service in day-to-day operations both internally and with external stakeholders
  • Assisting in building and managing trips in the database as they change/progress during the planning process
  • Researching and proposing ideas and elements as part of the itinerary building process
  • Making and confirming reservations and supplier bookings under the direction of the Operations Team
  • Preparing traveller booking confirmations and final packages for each program
  • Other administrative duties as assigned by the Operations Team leaders
The ideal candidate

The Ideal Candidate:

  • Has administrative experience in an office environment and is good at managing multiple projects and keeping on top of numerous deadlines and tasks
  • Proficient with all Google Workspace tools. Existing knowledge of registration software and Slack is an asset.
  • Proactive thinker and communicator with strong verbal and written communication skills in English (and ideally a second language)
  • Has a highly developed right-brain for researching and creative problem solving
  • Has a highly developed left-brain for managing gobs of detail and organizational logistics
  • Works well with complex logistics and is excited by the challenge of planning and operating exceptional trips for our clients
  • Interested in working in a small-business "start-up" environment, learning along the way, and growing with the role. Is comfortable with a less structured or formalized training and processes compared to a typical ‘corporate’ cubicle job
  • A self-starter that is highly organized and manages their time well with the ability to meet deadlines and manage expectations
  • Works well both as a team player and an individual. Is confident in their abilities to stay focused and on track while working in a remote setting, without direct daily supervision

You'll Be Great In This Role If:

  • You’ve got experience working in a fast-growing agency
  • You have superior attention to detail
  • You’re an amazing teammate
  • You’re driven and proactive
  • You own your tasks
  • You’re great at multi-tasking
  • You’re tech-savvy
  • You’re a self-starter and can work independently
  • You’re creative and resourceful

The Role Won't Be A Good Fit If:

  • You aren’t a “people person” who thrives on the energy of being a hub within a team
  • You aren’t extremely detail-oriented and love working with checklists and ticking off tasks every day
  • You are put off by a daily routine that changes up often - where most days and weeks don’t usually look the same
  • You don’t love and excel at working remotely, autonomously
  • You aren’t ridiculously organized and efficient
  • You don’t like having multiple projects on the go
  • You struggle to prioritize tasks effectively or have a tendency to procrastinate
  • You get easily frustrated and overwhelmed when confronted with multiple tasks
Compensation
The base starting salary is CAD$70,000 with an opportunity to earn an additional $10,000-$20,000 per year through on-site staffing of our programs and performance-related bonuses.
Travel

There will be extensive opportunities to travel in this role, and it is expected you will be comfortable and flexible with occasionally needing to travel on weekends/holidays due to the timing and needs of our client's programs. Most Trip Planners travel up to 30-40 days per year, including our two internal retreats (January & August; 4 nights each)

Curious?
  1. Please complete the application by clicking "Apply Now". Within the application you will be asked to answer 2 of the below questions:
    1. Describe, in your own words, what you imagine a typical week working at Moniker would entail, and why you think you are the right fit for both the role and the Moniker team.
    2. Tell us about a time you had to jump in to solve a problem in the moment that was outside of your role. What steps did you take? How did you overcome the problem? What was the outcome?
    3. What is the worst travel experience you have ever encountered? How did you overcome and persevere through it?
    4. Tell us about a time when you coordinated or worked on several projects at the same time. How did you juggle all of the projects and stay on top of deadlines? (Prioritization, deadlines, organization)
    5. What would you do with your time if you had some downtime in between projects at work?
    6. Tell us about the last skill you learned or a course you took that wasn't required by your previous workplace or taught in school. What was your motivation behind doing it?
Apply Now

Some of the Benefits

We offer a unique workplace where our team collaborates to plan, produce, and operate complex trips for companies with employees spread around the world. While that can be a lot of work - we are committed to creating a fun, supportive work environment with plenty of unique perks!

  • 4-Weeks Starting Vacation 🌴
  • Company-Paid (100%) Health & Dental Benefits 🏥
  • $2,500 Personal Development Stipend 📚
  • 100% Remote Work (Forever!) 🏠
  • $2,000 Work from Wherever Stipend 💻
  • 4-Day Work Week During the Summer (Friday’s Off!) ☀️
  • $500 Annual “Health & Wellness” Credit 🏋️
  • You get your Birthday Off!
  • Travel Opportunities 🗺️
  • Aeroplan Points for Personal Travel ✈️
  • Bi-Monthly Social Events, Flexible Hours
  • Twice Annual Retreats (In recent years, we’ve taken the team to Tuscany 🇮🇹, Cartagena 🇨🇴, Prince Edward Island 🇨🇦, Nicaragua 🇳🇮, Maryland 🇺🇸 and we’re heading to Tulum 🇲🇽 in January ‘26!)
  • And more! 🎉
WINTER MONIKON '26

Tulum

summer MiNIKON '25

Maryland

Winter MoNIKON '25

Nicaragua

summer MiNIKON '24

PEI

Winter MONIKON '24

Cartagena

Company Retreat in Tuscany, Italy
SUMMER MONIKON '23

Tuscany

Moniker corporate retreat in St. Martin
Winter Monikon '23

Saint Martin

Moniker Retreat 2022 in Whistler Canada
summer Monikon '22

Whistler

Group of people at a villa in Punta Mita, Mexico for a company retreat
winter Monikon '22

Punta Mita