
AI Engineer
About Us
At Pinpoint Global, we build training and compliance platforms that organizations rely on to keep their teams skilled, certified, and audit-ready. We're part of the Valsoft Edelweiss Software Group — a large-scale portfolio of vertical market B2B SaaS companies — and we operate with 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're looking for true builders: engineers who orchestrate systems, ship production-grade AI, and modernize massive legacy codebases at speed.
The Role
You'll embed 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 → validate via adversarial testing → deploy → iterate
Architect AI Infrastructure
- Implement complex RAG pipelines and optimize trade-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 via WebSockets and 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
- Identify high-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 (including worktree isolation 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; you operate at 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 fast
- Startup velocity inside an established, well-resourced corporate portfolio
Similar roles
Academic Coach
Texas Sports Academy Main·Canada
Texas Sports Academy is a K-12 school designed for serious student-athletes who want both elite academics and high-level athletic development. Students cover 2x the material in just 2 hours a day, using the same 2-Hour Learning model as Alpha Schools. That frees up their entire afternoon for serious training, where they work alongside former pro and D1 athletes coaching them…
- Remote
- Full-time
- Express Entry — PR day one, no employer
Transit Supervisor - St. Thomas, ON
Voyago·St. Thomas, Canada
VOYAGO IS HIRING A SUPERVISOR, TO FILL AN UPCOMING VACANCY, TO OVERSEE OUR TRANSIT SERVICE IN THE ST. THOMAS REGION. Your Role Reporting directly to the General Manager, the Supervisor is responsible for overseeing the daily operations of all Transportation-related operations in assigned areas. * Primarily focusing on internal logistics and coordinating operations between other support team members * This…
- Full-time
- Express Entry — PR day one, no employer
Jr. Account Executive (Remote)
Valsoft Corporation·Canada
We're looking for an ambitious Junior Account Executive who is eager to develop their full-cycle sales skills and grow their career within a supportive, high-performing sales team at bids&tenders. This role is the natural next step for a top-performing SDR — or an early-career sales professional — ready to own a full, if smaller-scale, sales cycle. You'll manage a defined…
- Remote
- Full-time
- Express Entry — PR day one, no employer

Service Designer, Temporary
Aviso Wealth·Vancouver, Canada
Aviso: At Aviso, we are dedicated to improving the financial well-being of Canadians. As a leading wealth management organization, we are committed to leadership, innovation, partnership, responsibility, and community. Working with talented and energetic professionals who exemplify our values every day, you will quickly notice that our people and dynamic ‘oneaviso’ culture sets us apart. If you are looking for…
- Hybrid
- Contract
- Express Entry — PR day one, no employer
T26100 - Lethbridge Collegiate Institute High School - Complexity Teacher Gr.9
Lethbridge School Division·Lethbridge, Canada
LETHBRIDGE COLLEGIATE INSTITUTE HIGH SCHOOL - COMPLEXITY TEACHER - GRADE 9 FTE: 1.00 – Interim * Not open to current continuing contracted teachers within Lethbridge School Division. The expected start date is as early as September 1, 2026. The competition will remain open until a suitable candidate is found. Applications received by August 28, 2026 at 9:00 a.m. will be…
- Full-time
- Express Entry — PR day one, no employer
Contrôleur(se) adjoint(e) financier(ière)
FLO EV Charging·Canada
✨ CONTRÔLEUR ADJOINT FINANCIER – SOYEZ LE BRAS DROIT DE LA RIGUEUR FINANCIÈRE CHEZ FLO Vous êtes reconnu·e pour votre rigueur, votre esprit analytique et votre capacité à assurer la qualité de l’information financière ? Vous aimez être au cœur des opérations comptables tout en contribuant à l’amélioration des processus et au soutien d’une équipe finance dynamique ? Ce rôle…
- Hybrid
- Full-time
- Express Entry — PR day one, no employer
Reception + Retail Associates
Tommy Gun's Original Barbershop·North Vancouver, Canada
EXCITING OPPORTUNITY: JOIN OUR TEAM AT TOMMY GUN'S NORTH VANCOUVER! Tommy Gun’s is on the hunt for dynamic and enthusiastic individuals to fill the crucial roles of Front Desk Reception + Retail Associates. We want YOU to be a part of our exciting journey! We are not just looking for employees; we are seeking passionate Reception + Retail Associates who…
- Full-time
- Express Entry — PR day one, no employer
Senior Software Engineer, AI
Calabrio·Canada
Are you driven by innovation and looking to thrive in a fast-paced, growing environment? Join us at Calabrio-Verint and be part of our dynamic team! Help us in reshaping the landscape of customer experience – where every interaction becomes an opportunity, and every insight drives meaningful change. Calabrio-Verint are the trailblazers in customer experience intelligence! Revolutionizing the way organizations connect…
- Remote
- Full-time
- Express Entry — PR day one, no employer