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Java Staff Software Engineer (2nd position)

Remote · Italy Full-time

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

As a Staff Software Developer, you are a senior individual contributor who combines strong hands-on skills with the ability to influence across teams, reduce ambiguity, and scale solutions beyond a single codebase. You shape architecture and standards, act as a technical leader through design reviews and RFCs, and mentor senior and junior engineers alike. Location: This is a fully remote position located in Colombia.

Responsibilities

  • Serve as a core contributor on the platform, with direct impact on the value Caseware delivers to customers and distribution partners globally.
  • Own key features and architectural improvements end-to-end — from design through build — using modern, leading-edge technology and architecture.
  • Collaborate with a team of deep technical experience and strong domain knowledge; brainstorm and share ideas.
  • Take initiative on complex, business-critical challenges such as third-party extensibility and real-time multi-user synchronization.
  • Define and evolve technical architecture, establishing standards that support safe, scalable, and reusable capabilities across teams.
  • Act as a technical leader across teams, influencing architectural decisions through design reviews, RFCs, and hands-on collaboration.
  • Lead proof-of-concepts that inform roadmap and architectural decisions.
  • Partner with QA, Product, Security, and Domain SMEs to ensure robust observability, reliability, and quality of the systems you own.
  • Establish and promote engineering standards and best practices to improve consistency, security, and maintainability.
  • Drive operational excellence by identifying systemic risks and eliminating root causes that impact reliability, performance, or cost.
  • Partner with DevOps and Security teams to evolve CI/CD pipelines, deployment strategies, and production safeguards.
  • Mentor senior and junior engineers through code reviews, design discussions, and technical guidance.
  • Participate in production support as a senior escalation point, leading root cause analysis and driving preventative improvements.

AI-Augmented Development Expectations

  • Champion effective, responsible use of AI-assisted development tools across multiple teams.
  • Define standards and guardrails for how AI-assisted and agentic tooling is used across the SDLC, balancing velocity with correctness, security, and maintainability.
  • Evaluate and pilot new AI-assisted development tools and agentic workflows; make recommendations on adoption at scale.
  • Mentor senior and junior engineers on advanced AI-assisted development practices.
  • Own feedback loops and metrics that measure the impact of AI-assisted development on velocity and quality across teams.

Qualifications

  • In-depth, extensive experience with server-side Java — viewed as a subject matter expert on all things Java.
  • Minimum of 8 years of experience with core Java.
  • Experience working with both monolith applications and microservices.
  • Good experience with containerization and orchestration (Docker, Kubernetes).
  • Knowledge of NoSQL databases, such as MongoDB.
  • Experience working in an agile team with other developers, testers, and a product owner.
  • Proven experience designing and evolving shared platforms or infrastructure used by multiple teams.
  • Experience delivering cloud-native systems on AWS, with familiarity around scalability, reliability, security, and cost management.
  • Solid software engineering fundamentals and the ability to balance delivery speed with long-term platform health.
  • Proven experience contributing to, and taking ownership of, important architectural decisions.
  • Strong communication skills and the ability to influence technical direction across teams.
  • Strong initiative to improve processes, tools, methodologies, and product quality.

Nice to Have

  • Experience with cloud providers beyond AWS (Azure, Google Cloud).
  • Familiarity with containerization and orchestration (Docker, Kubernetes).
  • Contributions to open-source projects or a strong GitHub portfolio.

Tech Stack

  • Languages & Frameworks: Java
  • Cloud & Infrastructure: AWS (S3, Secrets Manager, Lambda, SQS, SNS, DynamoDB, EKS, etc.), CloudFormation, Terraform
  • Data: SQL Server, AWS RDS SQL Server
  • Testing & Observability: New Relic, AWS CloudWatch
  • Tooling: Jira, Visual Studio, GitHub, Devin, Claude Code

Originally posted on

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