Pos Application Support Jobs in Toronto, ON (NOW HIRING)

Are you someone who enjoys solving complex business problems just as much as writing code? 

We're looking for an Application Support Analyst who thrives on understanding how applications, databases, and business processes all connect. This role is ideal for someone who enjoys troubleshooting, improving existing systems, working directly with users, and contributing to the development of internal business applications. 

You'll join a collaborative IT team supporting a North American organization with dozens of custom applications, multiple websites, ERP integrations, and approximately 140 internal users across Canada and the United States. No two days are the same - you might spend one day investigating a SQL issue, another enhancing an internal application, and another helping a business user resolve a critical operational problem. 

If you enjoy variety, ownership, and the opportunity to modernize business systems while continuing to develop your technical skills, this could be an excellent fit. 

Who You Are 

• A problem solver who enjoys understanding how business applications work together 
• Comfortable balancing application development with user support and troubleshooting 
• Someone who enjoys working directly with business users to solve real operational challenges 
• Strong with SQL and curious about how data flows through integrated systems 
• Independent, resourceful, and able to take ownership of issues from start to finish 
• Service-oriented and patient when supporting users with varying levels of technical ability 
• Interested in learning new technologies while helping modernize existing applications 

Work Type 

• Location: Markham, ON (Fully Onsite - 5 days a week in-office) 
• Vacancy Type: This role reflects an existing vacancy 

Requirements

What You'll Do 

• Support and maintain a portfolio of custom business applications used across the organization 
• Troubleshoot application issues, bugs, and system integrations 
• Write, modify, and troubleshoot complex SQL queries and stored procedures 
• Investigate issues across multiple integrated systems, including ERP and custom web applications 
• Develop enhancements and improvements using C#/.NET and Visual Studio 
• Work directly with employees to understand technical issues and provide practical solutions 
• Support business users through phone, email, and remote support tools 
• Assist with application deployments, upgrades, and modernization initiatives 
• Collaborate with vendors and internal stakeholders to resolve application issues 
• Provide occasional support for office hardware, printers, mobile devices, and sales technology when needed 
• Recommend improvements to existing applications, reporting tools, and business processes 

What We're Looking For 

• 3-5+ years supporting business applications in a Microsoft environment 
• Strong experience with SQL Server, including writing and troubleshooting queries and stored procedures 
• Experience working with C#/.NET applications 
• Experience with Microsoft Visual Studio 
• Excellent troubleshooting and analytical skills 
• Strong communication skills with both technical and non-technical users 
• Comfortable supporting multiple applications simultaneously 
• Ability to work independently and take ownership of issues through resolution 
• Strong customer service mindset and willingness to help wherever needed 
• Comfortable working in a role that combines application support, development, and business user interaction 

Nice-to-Have 

• Experience with REST APIs and system integrations 
• Experience with Angular or other modern web technologies 
• Crystal Reports experience 
• ERP application support experience 
• Experience supporting warehouse, sales, or distribution environments 
• Exposure to POS systems or label printing software 

Benefits

• Base Salary: $60,000-$70,000  
• Paid Time Off: Competitive vacation and personal days to maintain a healthy work-life balance 
• Health Benefits: Comprehensive benefits package with coverage to support your individual and/or family needs 
• Career Growth: Opportunity to work alongside an experienced developer while contributing to modernization initiatives and learning new technologies 

Ready to Elevate Your Career? Apply Now! 

At STACK IT Recruitment, we connect top talent with standout opportunities. If you meet at least 70% of the qualifications, we encourage you to apply-we'd love to chat! 

Know someone perfect for this role? Share this opportunity with your network-you might help someone take the next big step in their career. 

We're proud to support diversity and inclusion. Need accommodation during the hiring process? Just let us know-we're here to support you! 

AI Use Disclosure: 

STACK IT uses AI-enhanced tools to support initial candidate screening and interview note analysis. All assessments and hiring decisions remain human-led.