About Us At Pinpoint Global, we build training and compliance platforms that organizations rely on to keep their teams skilled, certified, andaudit-ready.We'repart of theValsoftEdelweiss Software Group — a large-scale portfolio of vertical market B2B SaaS companies — and weoperatewith a startup mindset: high ownership, high velocity, and real ROI.
Our core stack is ASP.NET MVC + MS SQL — battle-tested and ready to evolve.We'relooking for true builders: engineers who orchestrate systems, ship production-grade AI, and modernize massive legacy codebases at speed.
The Role You'llembed directly in our engineering team, working hands-on inside our .NET codebase and broader product suite. Your mission is to act as an organizational force multiplier — turning legacy inefficiencies into intelligent systems, increasing Net Revenue Retention (NRR), and driving measurable business impact through production-grade AI.
This is a full-stack role with direct product impact. If you enjoy owning problems end-to-end, have a relentless bias toward action, and thrive on shipping real systems at high velocity — this role is for you.
What You'll Do Build & Ship AI Systems Integrate AI capabilities (LLM APIs, intelligent automation, personalization) into our ASP.NET MVC products
Design, develop, and deploy production-grade, secure AI systems using scalable polyglot microservices
Integrate enterprise LLMs (Anthropic Claude, OpenAI, Google Gemini) into SaaS platforms via fault-tolerant API routing gateways
Develop autonomous multi-agent workflows using parallel orchestration tools (Claude Code CLI, OpenAI Codex)
Build new product surfaces — smart content recommendations, automated compliance tracking, AI-assisted reporting
Rapidly prototype →validatevia adversarial testing → deploy → iterate
Architect AI Infrastructure Implement complex RAG pipelines andoptimizetrade-offs between massive-context hydration and multi-stage semantic retrieval
Build vector databases (Pinecone,Weaviate, FAISS) and manage persistent document embedding queues
Build polyglot microservices handling long-running tasks and streaming viaWebSocketsand Server-Sent Events
Ensure SOC 2 compliance, data residency controls,



and deterministic execution through policy-as-code agentic governance
Deploy and scale models within secure managed cloud boundaries
Modernize& Collaborate Identifyhigh-impact modernization opportunities across our training and compliance platform
Help migrate legacy features into scalable, AI-native architectures using agentic swarm coding and automated refactoring
Architect zero-touch CI/CD pipelines with adversarial gating and AI-driven test automation
Integrate synthetic red teaming into CI/CD to prevent prompt drift, reward hacking, and logic degradation
Work directly with non-technical stakeholders to translate ambiguous business problems into secure, scalable AI solutions
Collaborate with product and design to ship features end-to-end
Required Technical Skills Core Engineering 3–5+ years of enterprise software development experience with strong full-stack web fundamentals
Hands-on experience with .NET / ASP.NET MVC (our core stack) and C#
Fluency across popular languages and frameworks: Python, JavaScript, TypeScript, .NET,NextJS
Solid understanding of relational databases — MS SQL experience a plus
Backend experience designing polyglot APIs, decoupled async microservices, and persistent connection protocols (WebSockets/SSE)
Familiarity with containerization (Docker, Kubernetes) and multi-region cloud infrastructure (AWS, Azure, or GCP)
AI & ML Systems Practical experience integrating AI/ML APIs or building AI-powered features in production
Enterprise LLM integration and dynamic API routing (OpenAI, Anthropic, Gemini)
Multi-agent orchestration and advanced CLI tooling (Claude Code, OpenAI Codex)
Mastery of AI IDE tooling: Cursor for repo-wide reasoning, GitHub Copilot
RAG pipeline design: dynamic chunking, vector databases, embedding management
Custom evaluations (LangSmith),



structured outputs, and managed fine-tuning in secure cloud environments
MLOps& Process Automation Zero-touch CI/CD pipelines and advanced Git workflows (includingworktreeisolation for autonomous sub-agents)
Unit test and benchmark automation integrated with AI-driven testing frameworks
Adversarial LLM testing and automated synthetic red-teaming
Hallucination mitigation, enterprise guardrails, and deterministic policy-as-code execution
Real-time token/credit consumption tracking and dynamic access limit monitoring
Bonus Points Experience with prompt engineering, RAG pipelines, or agentic workflows
Familiarity with refactoring or re-architecting legacy .NET applications
Background in regulated industries: HR tech, e-learning, compliance, LMS platforms
Knowledge of SOC 2 audit requirements and compliance automation tooling
Who You Are Highly hands-on — you ship, not just design; youoperateat velocity by orchestrating autonomous tools
Entrepreneurial startup mindset — you spot legacy inefficiencies and act with a bias toward rapid action
Comfortable with ambiguity — you scope, own, and deliver independently
Business-oriented —you care about ROI, operational leverage, and financial metrics like NRR and CAC
Strong product instincts — you think about the user, not just the implementation
Fast learner — you track real-time shifts in AI ecosystems, APIs, and infrastructure
Pragmatic — you use the right secure enterprise tool for the bottleneck, not just the flashiest one
Tech Stack ASP.NET MVC · C# · MS SQL · Python · TypeScript · LLM APIs (Anthropic, OpenAI, Gemini) · RAG / Vector DBs · Docker · Kubernetes · Azure / AWS / GCP · REST APIs ·WebSockets· HTML/CSS/JS
Why Join Shape the AI strategy of a growing compliance and training platform
Own meaningful features from day one — not just tickets in a backlog
Real modernization challenge: legacy codebase + greenfield AI opportunity in parallel
Collaborative, low-ego team that ships and iterates rapid
Startup velocity inside an established, well-resourced corporate portfolio

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📌 AI Engineer (Manitoba)
🏢 Valsoft
📍 Manitoba