Staff Software Engineer

Role Description

We’re looking for a Staff Software Engineer to lead the design, development, and optimization of our software installation frameworks using InstallShield, along with core components of our Clinical module written in C, C++, and C#. You will be responsible for streamlining our Dentrix software deployment processes and improving install and upgrade experiences for a wide range of customers – from large enterprise clients to small clinics. If you’re passionate about software quality, installer reliability, and developer enablement, this is the role for you!

This position is remote in the United States with up to 10% travel as needed.

What You Will Do

• Lead the design and reliability of InstallShield projects, custom actions, and other features for Dentrix desktop application
• Lead initiatives to modernize and standardize our installer infrastructure, including versioning, rollback, silent install contracts, and upgrade strategies
• Collaborate closely with product managers, engineers, DevOps and support, ensuring a seamless and iterative design process that integrates feedback at every stage
• Troubleshoot and resolve complex installation-related issues across supported Windows environments
• Contribute to the development of core application components in C, C++, and C#, ensuring maintainability and performance
• Mentor other engineers and set best practices in packaging, deployment, automated install testing, and legacy code modernization
• Strong understanding of databases and ability to support database schema management
• Use AI-assisted development tools responsibly and champion AI assisted engineering

Technologies We Use

• Languages & Frameworks: C, C++, C#, Python and InstallScript
• Frameworks & Runtime: .NET Framework 4.8, an in-house MVVM framework, WinForms, WPF
• Package Management: InstallShield
• DevOps & Tools: GitLab and Jira
• Client Server Architecture: Java Web Services, Java Spring Boot and AWS
• AI/ML Technologies: LLMs, RAG pipelines, and prompt engineering; agentic frameworks and orchestration; model evaluation and monitoring; AI-assisted developer tooling

Qualifications

• 8 or more years building solid Windows desktop and backend enterprise applications in C#/.NET and C++
• 3+ years of hands-on experience with package management tools, preferably InstallShield
• In depth knowledge of Windows OS, Windows Installer (MSI), and registry/file system operations
• Experienced with object-oriented design, SOLID, clean and layered architecture, and MVVM, backed by dependency injection and unit testing
• Comfort moving around a codebase that's part native and part managed, including C++/CLI or P/Invoke interop between older C++ and newer C#
• Excellent debugging and troubleshooting skills related to installation and runtime behaviors and processes
• Clear and confident communicator who thrives in a collaborative, knowledge-sharing culture
• Ability to lead cross-functional efforts and effectively within engineering, QA, DevOps, and support in an agile scrum environment
• Ability to own technical design decisions and understanding and defining cross-team interdependent roadmaps

Requirements

• Bachelor’s Degree in Computer Science or a related field
• Prior experience as a team or technical lead
• Hands-on experience with dental or healthcare or other regulated healthcare data
• Experience modernizing legacy Win32 or MFC desktop application toward layered or service-oriented designs
• Experience with WiX, Chocolatey, Scoop, Winget or other modern packaging frameworks
• Comfort instrumenting analytics to track performance and adoption and catch regressions early
• Exposure to CI/CD pipelines and build automation tools
• Familiarity with digital signing processes, elevation/privilege handling, and silent installs
• Familiarity with Faircom database
• Familiarity with clean architecture and similar patterns

Benefits

• The posted range for this position is $150,000 - $165,000, which is the expected starting salary range for an employee who is new to the role to fully proficient in the role.
• This position is eligible for a bonus target not reflected in the range.
• A robust benefits package including health coverage, retirement savings with company match, paid time off, parental leave, wellbeing resources, education support, and MORE!