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Executive Assistant



Would you like to accelerate your career at an innovative software company that is building solutions that enhance people’s lives? Here’s your chance!

Job Title: Executive Assistant
Location:  Ottawa
Job type: Permanent, Full-Time, Flexible Working Hours, 90% Remote
Reports to: VP of Operations
Compensation: 65-70K based on experience plus stock options, benefits and perks


About TryCycle

TryCycle Data Systems is in the business of turning data into dialogue. Its mission is to reduce treatment barriers, increase human compassion, and improve outcomes for people with addiction, mental illness, depression, trauma, and eating disorders. TryCycle is an  Ottawa-owned, Ottawa-founded digital health technology company on the verge of major growth! The company provides innovative health-focused solutions being used today with First Nations, Veterans, Clinics, Health Insurers, Researchers and many more.


Position Summary

TryCycle is seeking an exceptional and energetic Executive Assistant with an unwavering sense of purpose to join their mission. In this role, you will provide administrative support to the Senior Leadership Team and report to the VP of Operations. In addition, you will work closely with the leadership team to maintain a high-level understanding of priorities across the company and support quarterly board operations.

You will be working in a stimulating, and fast-paced environment with lots of concurrent projects and activities.

In this role, you have the opportunity to make a difference! 


What you’ll do at TryCycle

  • Provide high-level executive administrative support to the Senior Leadership Team including the VP Operations and the CEO
  • Lead administrative tasks, special projects, producing documents, reports, agendas, and presentations for internal and external stakeholders
  • Prepare meeting agendas, draft minutes, track, and report on status of action items, including supporting quarterly board meetings
  • Organise and manage time-sensitive and confidential information
  • Creates various written documents including presentations and memos 
  • Hit the ground running!


Who we need

  • Become the VP of Operations go to support person 
  • Strong organisational skills, and the ability to prioritise multiple tasks
  • Respond to changing priorities and needs in a flexible and efficient manner
  • Excellent verbal and written communication skills
  • High level of accountability and trustworthiness
  • Solid streetsmarts in dealing with internal and external stakeholders 
  • Able to anticipate problems and address them before they become issues
  • Advanced knowledge of Microsoft Office Word, Excel, and PowerPoint


Must haves 

  • Must live in Greater Ottawa Area (National Capital Region)
  • Minimum three years of experience as an Executive Assistant. 
  • Superior written and verbal communication skills in English 
  • Strong technical aptitude and working knowledge of Microsoft Word, Excel, and PowerPoint tools
  • This position will require a background check and training in privacy regulations. 
  • Must have a valid drivers licence


Nice to haves

  • Being bilingual in French is a bonus but not required
  • Experience in the technology industry and/or start-up ecosystem is considered an asset


Why Join TryCycle

  • This is a rare opportunity to be one of the early employees at TryCycle
  • Be a part of something inspiring, impactful, and unique!
  • Work with a rapidly growing, creative, and agile company 
  • Experience a culture based on empathy, compassion and entrepreneurial spirit
  • 90% remote full-time (but you can work in the office if preferred) 
  • Flexible work hours to support work-life-balance
  • Health and Dental Benefits Plan
  • 3 weeks paid vacation (+ bonus “Flex” days)
  • Get your Birthday off!
  • Employee stock options 
  • Friday Afternoon Zoom Parties
  • Monthly Social Events (Virtual)
  • Pension program coming in the near future


What’s life @ TryCycle like

  • This position will be 90% remote and 10% inthe office and/or meetings in Ottawa 
  • To succeed with TryCycle, you must be team-oriented, eager to learn, and reliable
  • Enthusiasm, passion, and the love of learning goes a long way at TryCycle. If you have trouble collaborating freely and maintaining friendly communication, even when you don’t want to – TryCycle isn’t the right place for you
  • Enjoy the challenges that come with working in a fast paced environment for a company that is rapidly growing
  • You will have a direct influence on people’s health and wellness 


Are you ready to make a difference and chart an exciting new career path? 

Be one of the first to apply!  Please send your resume to before May 20th, 2022.