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Director of Sales

Location: Victoria BC

Checkfront is seeking a talented and competitive Director of Sales to lead our eager sales team.

The successful candidate will play a fundamental role in achieving our ambitious customer acquisition and revenue growth objectives.

We’re a small team working towards a common goal: building an awesome online booking application so our customers can focus on operating their business, and less time administering it.

Qualities We Look For

  • Demonstrated success in coaching, training, and motivating teams, as well as successfully selecting talent and integrating talent into an effective team.
  • Experienced in a quota-bearing sales management role, ideally in a SaaS environment.
  • Relentlessly driven, self-motivated and goal-oriented people.
  • Ability to adapt, change and flourish in a dynamic environment.
  • Customer empathy, and the ability to quickly establish rapport in a variety of settings.
  • Professional and ethical candidates.


  • Create and execute sales strategies and plans to rapidly grow sales while ensuring alignment with the overall go-to-market strategy.
  • Build, support, mentor and motivate the sales team, including implementation of best practices and appropriate sales methodologies.
  • Be a senior external face of Checkfront in high-level customer and prospect engagements.
  • Must be a hands-on, team player with the ability to manage small teams.
  • Start-up experience with an entrepreneurial mindset.
  • Proven ability to identify and capitalize on new business opportunities through a consultative sales approach.
  • Strong understanding of SaaS/cloud-software.
  • Exceptional presentation abilities.
  • Develop domain expertise in the online bookings, tourism and hospitality market.


  • 5+ years sales and/or account management experience, ideally at a SAAS or Enterprise Software company
  • Willingness to learn and grow in a startup environment.
  • Bachelor’s degree or diploma in Marketing, Sales or a similar discipline.
  • Interested in technology and in becoming an expert in your space
  • CRM and modern sales tools experience (Salesforce,, Salesloft etc).
  • Highly organized and strong time management skills.
  • Excellent written & verbal communication.
  • Ability to work in fast paced, changing environment.

Why Join Us

We're an ambitious bunch, with our eyes laser-focused on our product and customers. You'll be surrounded by talented team members who share a common vision for what an amazing workplace should be, and have the opportunity to help shape how we build a world-class software company right here in downtown beautiful Victoria BC.

How To Apply

If you think you can lift our team to the next level, send your resume and cover letter to

Please include a list of any relevant projects / applications / websites / jobs you have contributed to, and what your role was.

Employment or outsourcing agencies need not apply, thank you.