Our Careers

Explore an Exciting Career With HighVail

I truly believe you should enjoy what you do, as you will be more successful and happier in all aspects of your life.

Why Work for HighVail?

Explore the perks and benefits to working at HighVail.

  • Competitive Compensation

    HighVail proudly offers competitive and fair salaries, plus yearly salary reviews and potential bonus structures.

  • Flexible Vacation Days

    We offer all employees a minimum of 3 weeks of vacation per year, accommodation for personal days, opportunities to earn additional vacation time in exchange for time in lieu, holiday downtime at the end of the year, and of course, the day off for your birthday.

  • Comprehensive Health & Dental Plan

    We offer full health coverage for you and your dependents including health, dental, vision, life insurance, and more.

  • Work From Home

    All of our employees work from home and only come to our centrally located office on occasion. You will also get to choose between a Mac or PC for your home office.

  • Flexible Hours & Work Locations

    We all have personal lives and we understand the importance of finding the right balance in both your personal and professional life. We support remote work, provide opportunities to earn additional time in lieu when working during vacation or personal time off, and provide the opportunity to work in a live face-to-face setting.

  • Career Development Opportunities

    At HighVail, we ensure you're ready for success. Throughout your employment with us, we  provide mentorship opportunities for personal and career development. We ensure your skills continue to expand and remain relevant in today's market, and in line with your goals and objectives. This is achieved through shadowing, formal vendor training and certification, as well as mentorship opportunities from senior members of our team.

  • Fun Corporate Culture

    At HighVail, we think of ourselves as one big family. We work hard together, and laugh hard together. You will also get to attend fun customer and corporate events, along with our annual company holiday party.

  • Remote Expense Allowance

    We are happy to offer a monthly allowance to aid with your cell phone, home internet, technology required to perform your daily duties (laptop, home office supplies, etc), physical and virtual lab infrastructure, as well as travel and living expenses.

  • Weekly Happy Hour

    With our company working remotely, we make a point to have a virtual happy hour every Friday to catch up with each other, and share some laughs.

Our Key Values

Want to learn more about HighVail? Check out our Core Values that influence and inspire us to be a great place to work.

  • We Care for People.

    Although we are a small business, we have a lot of heart. We care for people regardless of whether you are a client, partner or employee. You are not just a number to us but a pivotal part of our HighVail foundation.

  • We Share an Entrepreneurial Spirit.

    All of us at HighVail handle our day to day duties as if it were our own company. We rely on the collective to drive our strategy and direction and always see the value in collaborative idea sharing.

  • We Are Dependable.

    We work as a team and constantly support one another. We all benefit from our combined successes, and our team will not walk away until the job is completed.

  • We Are Committed to Excellence.

    There is an old quote that if you love what you do, you never work a day in your life. At HighVail, we love what we do, and take great pride in always giving our best at every single opportunity.

  • Equal Opportunity Statement

    At HighVail, we understand that our differences help make us stronger. We celebrate, support, and thrive on diversity for the benefit of each other, our customers, and our community. HighVail is proud to be an equal opportunity employer. We are committed to equal employment opportunities regardless of race, colour, ethnic origin/ancestry, religion, sex/gender, national origin, sexual orientation, age, citizenship, marital/family status, disability, gender identity or Veteran status. If you have a disability or special need that requires accommodation, please let us know.

Positions Currently Available

We are not currently hiring. Please check back soon!

Business Development Sales Representative


Yonge St. & St. Clair Avenue, mid-town Toronto, ON (fully remote enabled workforce) 


Position Type: 

Full Time, Permanent OR Contract 

Immediate (1-2) position(s), with additional openings in 2023 

Full time requirement: Canadian Permanent Resident (min 2-years)  

Contract requirement: Flexible / TBD  


What You will Do:  

As a HighVail Business Development Sales Representative you will help to create new opportunities and provide prospective clients with the best solutions available to achieve their digital transformation goals. You will be responsible for finding and managing accounts, as well as closing deals which contribute to achieving sales targets. You will work closely with the inside sales and marketing teams to help identify and qualify new opportunities, while assisting in developing new markets to aid in our overall strategy for growth. 


Specific Roles and Responsibilities: 

  • Develop and qualify business opportunities within HighVail’s core business competency of digital transformation, modernization, cloud, and professional services.
  • Work with colleagues from various departments and key vendors to increase sales opportunities.
  • Collaborate with and effectively leverage HighVail’s internal resources including inside sales, marketing, and technical teams throughout the sales cycle.
  • Conduct research to identify potential customers, develop account plans, and opportunity strategies.
  • Lead internal strategy and account planning sessions.
  • Take part in weekly sales meetings and keep management informed on all key account activities.
  • Keep accurate and up-to-date records about leads, prospects, clients, and sales opportunities.
  • Manage and nurture current clients to maintain and sell additional solutions and services.
  • Warm call (following up with marketing generated leads) within a defined market or geographic area to ensure continual opportunities for business growth (monthly).
  • Participate in vendor and partner events as well as marketing/sales campaigns occasionally to develop and nurture business opportunities.
  • Present clients with well-designed and tailored proposals, business cases, technical and financial solutions in a timely manner.
  • Participate in ongoing partner education and certification programs to stay up to date with new or evolving technologies as they pertain to HighVail’s client base.
  • Meet or exceed quarterly and annual gross margin targets.
  • Maintain exceptional client satisfaction.
  • Other tasks as required.


What We are Looking For:  

  • Minimum five years of experience as an outbound BDSR (Business Development Sales Representative) within the IT (Information Technology) industry.  
  • A mature, personable individual who enjoys collaborating with others, and maintains a working knowledge of relevant technologies.  
  • An understanding of digital transformation (Cloud, DevOps, XaaS, etc.), IT Operations Management, and Automation. 
  • Excellent communication skills, both verbal and written. 
  • Self-starters who are motivated to get the job done without being micromanaged. 
  • Ability to successfully multi-task, while staying organized and meeting deadlines. 
  • Someone who likes a challenge – We are here to support you and help you grow! 
  • Time-conscious and extremely concerned about client satisfaction. 


What You’ll Get From Us:

Competitive salary, perks, comprehensive benefits coverage , 3 weeks’ vacation, your own laptop to work remotely (Mac or PC), cell phone and internet expense allowance, annual bonus structures, weekly Happy Hour, and so much more!

  • Career and skill development opportunities.
  • Freedom to get your work done.
  • A fun corporate culture with colleagues who care.
  • An entrepreneurial environment in which you can make a real difference.
  • The opportunity to work with a wide variety of technical partners.

Ready to Apply?

E-mail your resumé and cover letter to Krys (karmatys@highvail.com), and please indicate the position applied for in the email subject line. Only qualified applicants will be contacted.

Learn More About HighVail

Who We Are

We support our clients as they navigate through the complexities of IT modernization, capitalizing on the value captured by transformation.

Our Team

We’re invested in your success, turning technology needs into tangible value added business driven outcomes. Meet some of the faces behind HighVail, including Founder & CEO, Bradley Brodkin.

News Flash

Check out the upcoming industry events we will be part of, and read about HighVail news and awards.

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