VP Sales Wanted

Checkfront Inc

June 09, 2015

Original postings on the Viatec site are removed after the position is closed, but the posting will be archived here. The original posting was at

Job Category: 
Sales and Marketing
Job Specialization: 
Sales and Business Development
Company Overview: 

Established in 2010, Checkfront Inc (www.checkfront.com) is a profitable and growing Canadian company that has processed over $700 million on online bookings.

Named the VIATEC Emerging company of the Year in 2011, our team of bright and talented individuals have a driven focus on user experience and customer success.

Bootstrapped and customer funded, Checkfront raised its first funding round ($1M) in early 2015 lead by a group of successful entrepreneurs based out of Victoria and Vancouver BC. More about us…

Job Summary: 

Checkfront is seeking an experienced sales leader to continue the rapid growth of our SaaS offering, which has grown revenues >100% year-over-year since launching in 2010. Our ideal candidate is an entrepreneurial-minded individual who has been responsible for building successful enterprise SaaS sales teams.

The successful individual must have proven experience scaling sales in a high growth SaaS/cloud environment that requires a consultative sales approach. Experience with e-commerce, tourism and hospitality is considered a major asset.

We have an amazing and diverse base of customers in over eighty countries. With Checkfront you can book a wine tour in Napa, hire a Range Rover in the UK, reserve a pirate ship in Baltimore, stay in a luxury Cabin in Tofino and go whale watching in Victoria (to name a few). Our customers use our application every day to manage and grow their business online.

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.


  • Responsible for growing Checkfront sales with both existing customers and new customers
  • Candidate must be willing to sell, be hands-on and involved in the sales process.
  • 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.
  • 5+ years as VP/Director of Sales or relative lead sales position, in a small to mid-size software company showing proven growth of >2.5 X revenues.
  • Must show passion and proven expertise around selling complex deals, ideally in more than one country.
  • 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.

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 could 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 hr@checkfront.com. Please include a list of any relevant projects / applications / websites you have contributed to, and what your role was.

Employment or outsourcing agencies need not apply, thank you.