Senior AI Software Engineer III

Posted 2 Hours Ago
Be an Early Applicant
2 Locations
In-Office or Remote
Senior level
Cloud • Fintech • Software • Analytics
The Role
Lead design and evolution of Caseware's AI platform: build and operate LLM-powered systems, retrieval and agent pipelines, governance, evaluation, observability, and reliability practices. Influence architecture, run POCs, mentor engineers, collaborate with Product, QA, Security and domain experts to deliver scalable, compliant AI capabilities.
Summary Generated by Built In
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!

📍 Location: This is a fully remote position located in Colombia. 
Contact
Maira Russo - Senior Talent Acquisition Partner

What you'll be doing:

    • Define and evolve the technical architecture for Caseware’s AI platform,
    establishing architectural standards, contracts, and design principles that enable
    scalable, secure, reusable, and trustworthy AI capabilities across multiple teams.
    • Design, build, and operate AI systems powered by LLMs, retrieval pipelines, agentic
    workflows, and AI-enabled services, including multi-agent systems, agent
    execution runtimes, workflow orchestration, memory management, and human-inthe-loop AI capabilities.
    • Design and implement evaluation, governance, auditability, and traceability
    frameworks that ensure AI systems are measurable, explainable, compliant, and
    continuously improving.
    • Translate advances in AI into practical, maintainable platform capabilities that
    solve real customer problems.
    • Influence technical direction through architecture reviews, RFCs, design
    discussions, and hands-on collaboration.
    • Evaluate emerging AI technologies, models, frameworks, and cloud capabilities.
    • Lead proof-of-concepts that inform platform strategy and future investments.
    • Balance delivery speed, quality, maintainability, and long-term platform health
    when making technical decisions.
    • Drive reliability, observability, monitoring, alerting, and incident response practices
    across AI systems and platforms.
    • Ensure systems are resilient, scalable, cost-effective, and operationally efficient in
    production environments.
    • Partner closely with Product, QA, Security, Domain SMEs, and Engineering teams to
    deliver business value.
    • Act as a trusted technical leader, helping teams succeed through collaboration,
    influence, and shared ownership.
    • Mentor engineers across teams and contribute to raising overall engineering
    maturity.

What you'll bring:

    • 8+ years of professional software engineering experience, with demonstrated
    impact beyond a single team
    • 2+ years building and operating production AI systems.
    • Proven experience designing distributed, SaaS, cloud-native, multi-tenant
    platforms at scale.
    • Proven experience designing distributed, SaaS, cloud-native, multi-tenant
    platforms at scale.
    • Experience implementing AI guardrails, governance controls, and safety
    mechanisms.
    • Strong understanding of AI system tradeoffs including latency, cost, accuracy,
    reliability, and scalability.
    • Extensive experience building and operating production systems on AWS.
    • Experience with Infrastructure as Code using CDK, CloudFormation, or Terraform.
    • Experience mentoring engineers and influencing architectural decisions across
    teams.
    • Strong English language communication and collaboration skills.  
    • Comfortable operating in fast-moving environments with ambiguity and evolving
    requirements.

Nice to Have

    • Experience operating systems in regulated or compliance-heavy domains.
    • Familiarity with accounting, auditing, or financial workflows.

Tech stack you’ll be working with:

    • Backend & Platform: TypeScript, NestJS, Python
    • Cloud & Infrastructure: AWS EKS, AWS Lambda, AWS Bedrock, AWS AgentCore
    • Search & Retrieval: AWS OpenSearch Serverless
    • Document & Data Processing: AWS Textract, DynamoDB, S3
    • AI Evaluation & Observability: LangFuse, LangSmith (or equivalent)
    • AI-Assisted Development: GitHub Copilot, AWS Kiro
    • Developer Tooling: GitHub, GitHub Actions, Nx Monorepo
    • Collaboration: Jira, Confluence, Microsoft Teams, Outlook

Perks & Benefits

  • ¨Contrato a termino Indefinido¨ with all the legal benefits
  • Prepaid Medicine
  • Life insurance and funeral assistance
  • Internet allowance
  • Home office stipend
  • Competitive compensation — above the market average
  • 100% remote work environment and an excellent work-life balance
  • Opportunity to work for a growing global SaaS leader company
  • A culture that promotes independence, innovation, trust, and accountability
  • Open space to be creative, innovative and strategize for the future
  • Mentorship by highly experienced professional 
  • Budget for training, we want you to grow
  • 5 Personal Time Off days per year
  • Sick Leave Top up to total 100% of salary paid by the employer from Day 3 to 90. 
  • Recognition Award, additional paid time off in recognition of the corresponding year of service
  • Upgrade vacation starting at 5 years of service
  • AI-first environment: Be part of an AI-first engineering organization that embraces modern tools, automation, and AI-driven ways of working.

What's in it for you:
 
▪️Innovation is at our core. We work with cutting-edge technology in accounting and financial reporting, constantly pushing the boundaries to create impactful software solutions. 
▪️We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team. 
▪️Work-life balance is important to us. We offer flexible work options, remote opportunities, and generous time-off policies to ensure a healthy work-life balance. 
▪️We offer competitive compensation, including a competitive salary and comprehensive benefits
▪️We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success. 
▪️Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth. 
▪️We embrace global opportunities. Work on international projects and collaborate with a diverse, global team. 
 
About Caseware:
Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer-focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.
 
With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.
 
One of Caseware's core values is Many Voices, One Team and with that in mind, we're dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e-mail our People Operations team at [email protected].
 
Background Check:
Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co 
 
Security and Fraud:
Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.   

Skills Required

  • 8+ years professional software engineering experience
  • 2+ years building and operating production AI systems
  • Proven experience designing distributed, SaaS, cloud-native, multi-tenant platforms at scale
  • Experience designing and implementing AI evaluation, governance, auditability, and traceability frameworks
  • Experience implementing AI guardrails, governance controls, and safety mechanisms
  • Strong understanding of AI system tradeoffs including latency, cost, accuracy, reliability, and scalability
  • Extensive experience building and operating production systems on AWS
  • Experience with Infrastructure as Code using CDK, CloudFormation, or Terraform
  • Experience mentoring engineers and influencing architectural decisions across teams
  • Strong English language communication and collaboration skills
  • Comfortable operating in fast-moving environments with ambiguity and evolving requirements
  • Experience operating systems in regulated or compliance-heavy domains
  • Familiarity with accounting, auditing, or financial workflows
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The Company
HQ: Toronto, ON
570 Employees
Year Founded: 1988

What We Do

Caseware is the leading global provider of cloud-enabled audit, financial reporting and data analytics solutions for accounting firms, corporations and government regulators. Caseware’s innovative tools and platforms help more than half a million customers in 130 countries work smarter, dig deeper and see further as they transform insights into impact.

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