Product Support Technical Specialist

Jonas Software; Markham; Hybrid; CAD 60,000 - 70,000; Full time

Job summary

Jonas Software in Markham, Ontario, is seeking a Product Support Technical Specialist (Tier 2) to join our Club Software Support Team. This hybrid role requires in-office presence on Tuesdays and Thursdays and offers a base salary of CAD 60,000–CAD 70,000, depending on experience.

You will be the escalation point for Tier 1, collaborate with Engineering and Product, and help maintain system reliability and customer satisfaction across club management platforms.

Qualifications

• 3-5+ years in a Tier 2 or advanced technical support role.
• Strong working knowledge of SQL, relational databases, and data structures.
• Experience with networking environments (Citrix, Terminal Services, virtual servers).
• Experience with Windows 11 and Windows Server operating systems.
• Proven success handling high-severity escalations and complex defect scenarios.
• Excellent written and verbal communication with both technical and non-technical audiences.
• Strong documentation habits and attention to detail.

Responsibilities

• Own investigation and resolution of Tier 2 escalated technical issues, including complex defects and database-related issues.
• Analyze system logs and trace software behavior to determine root cause.
• Deliver calm, professional client communication during critical incidents.
• Partner with Product, Engineering, and Implementation teams to resolve systemic issues.
• Document findings, known issues, workarounds, and permanent fixes.
• Provide after-hours on-call support on a rotating basis.

Skills

SQL

Databases

Networking

Windows OS

Root-cause analysis

Communication

Documentation

Ownership mindset

Education

Computer Science or Networking cert

Tools

ProvideX programming

Job description

Job Description:

Product Support Technical Specialist

Club Division

Markham, Ontario (Hybrid in office every Tuesday and Thursday)

Compensation & Role Details:

Expected Salary Range: The expected base salary range for this role is between $60,000 - $70,000 CAD, depending on experience and qualifications

Role Type: Backfill Role

AI Disclosure: AI may be used during the hiring process.

THE COMPANY

Gary Jonas Computing Ltd was established in September 1990 with a mandate to be a client-oriented and technology-driven software application company with industry-related professionals. Jonas Software is the leading provider of enterprise management software solutions to the Private and Semi-private Club, Foodservices, Construction, Metal Service Centers, Moving & Storage and Attractions & Leisure, Fitness & Sports industries. Within theseindependent vertical markets, Jonas boasts 12 distinct brands, all of which are respected and longstanding leaders within their own domain.

Jonas is a member of the Constellation family of companies. Constellation companies are leading developers of technology solutions for vertical markets in North America, Europe and Australia. CSI was winner of the prestigious “Canada’s 50 Best Managed Companies” award 2005 and in May 2006 became a publicly traded company on the Toronto Stock Exchange (ticker CSU). CSI group employees have the opportunity to move throughout the group, developing specialized skills and experience.

Jonas’ vision is to be the branded global leader across the aforementioned seven vertical markets and to be recognized by customers and respective industry stakeholders asthe trusted provider of Software for Life and as an ambassador for technology, product innovation, quality, and customer service.

Jonas Software is the valued technology partner of over 8000 customers worldwide in 15 countries. Jonas employs hundreds of skilled individuals consisting of a cross-section of industry experts and technology professionals.Jonas is headquartered in Canada and also operates offices in the United States, the United Kingdom, and the Caribbean. With the talents of Jonas employees spanning the globe, Jonas is proud to avail cost-effective training and consulting services to our entire client base.

THE POSITION

We are seeking a Product Support Technical Specialist (Tier 2) to join our Club Software Support Team. This is apivotalrole for a technicallystrong supportprofessional who thrives in complex environments, excels at root-cause analysis, and takes ownership of high-impact client issues.

You will act as a technical escalation point for Tier 1, a key partner to Engineering and Product, and a hands-on contributor to system reliability and customer retention.

RESPONSIBILITIES

• Own the investigation and resolution of Tier 2 escalated technical issues, including:
• Complex software defects
• Database-related issues
• Networking and server environments
• Permissions, integrations, and installations
• Perform advanced SQL scripting, query development, data validation, and corrections
• Analyze system logs and trace software behavior todetermineroot cause
• Serve as a technical escalation resource for Tier 1 Support
• Partner closely with Product, Engineering, and Implementation teams to resolve systemic issues
• Document findings, known issues, workarounds, and permanent fixes
• Proactivelyidentifyrecurring issues and process improvements
• Deliver calm, professional client communication during critical incidents
• Contribute to software testing, quality audits, and release validation
• Participate in and help strengthen the after-hours escalation rotation
• Role-model best practices in technical troubleshooting, ownership, and customer advocacy
• Provide after-hours on-call support on a rotating basis

QUALIFICATIONS

• 3-5+ years of experience in a Tier 2 or advanced technical support role
• Strong working knowledge of:
• SQL, relational databases, and data structures
• Networking environments (Citrix, Terminal Services, virtual servers)
• Windows 11 and Windows Server operating systems
• Proven success handling high-severity escalations and complex defect scenarios
• Advanced diagnostic, analytical, and root-cause analysis skills
• Excellent written and verbal communication with both technical and non-technical audiences
• Ability to prioritize effectively in a fast-paced, high-accountability environment
• Strong documentation habits and attention to detail
• A mindset of ownership, learning, and continuous improvement

Nice-to-Have Assets

• Experience withProvideXprogramming or similarprogramming languages
• Background supporting accounting-based, hospitality, or club management software
• Exposure to golf club, hospitality, or private club operations
• Computer Science or Networking education/certification

Why Join Jonas?

• Be part of a stable, publicly traded global software organization
• Work on mission-critical platforms that power private clubs and hospitality brands worldwide
• Play a direct role in customer experience, platform stability, and product quality
• Partner with deeply experienced engineering, product, and support leadership teams
• Build a long-term career within Constellation Software’s global portfolio

Business Unit:

Jonas Club

Scheduled Weekly Hours:

37.5

Number of Openings Available:

1

Worker Type:

Regular

More About Jonas Software:

Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.

Jonas’ vision is to be the branded global leader across the aforementioned seven vertical markets and to be recognized by customers and respective industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service.

Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.

Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.