Advanced Support Technician: 

Do you have great technical skills and enjoy working with customers to solve problems? If so, this could be the job for you!

Windward Software has thousands of clients using our software worldwide. If they run into a technical issue, time is money and they must be up and running as quickly as possible. You will play a key role in providing technical support to these customers in a professional and efficient manner.  We are looking for an analytical problem-solver with exceptional communication and customer service skills to work through and resolve complex technical customer support issues. Your solid work ethic, meticulous attention to detail and ability to prioritize your workload is important to overall customer satisfaction.

To best support our customers, you should have advanced knowledge of PC hardware, operating systems, software installations and configuration, some database knowledge and basic networking and printer knowledge. Ideally, in-depth knowledge of ERP software is needed, however if you have the aptitude and drive to quickly learn new technologies, we will provide in-house training.


A Diploma or Degree in a relevant discipline and/or A+ and MSCE certifications or equivalent experience is required along with previous experience providing technical support via telephone.

Due to the nature of the position, emergency support coverage off regular working hours on a rotating basis is required, as well as a valid BC Driver’s license and Passport.

We offer a fun, yet professional working environment. We celebrate successes and birthdays, and hold golf tournaments and other social activities. It doesn’t hurt that our office is a stone's throw from the beach! Discounted gym memberships, a games room and other benefits are also offered to our employees.


If you wish to be considered for this opportunity, please send your resume along with a cover letter telling us about yourself to careers@windwardsoftware.com

Please note, this is not a remote position. While we appreciate all applicants, only those short-listed will be contacted. Thank you.


Founded in 1984, Windward Software is a multinational company with offices in four countries and a customer base spreading over 36 countries and counting! We build and sell a powerful business management software solution with point-of-sale, inventory control, purchase ordering, CRM, e-marketing, back-end accounting, third-party integration, payroll and mobile POS capabilities.

Job Info

Location: Penticton, BC, Canada

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