Technical UX/UI Designer

Job Title:  Technical UX/UI Designer

Location:  Mississauga (Hybrid – 3 days/week in office)

Job Type: Full-Time

About DataStealth:

DataStealth is a Data Security Platform (DSP) that allows organizations to discover, classify, and protect their most sensitive data and documents, ensuring that sensitive data and documents are secure and that they meet applicable privacy, regulatory, governance and compliance requirements.

Recognized for the fifth consecutive year as a Great Place to Work, we are one of the world’s leading and fastest growing cybersecurity software companies. Our team is the best in the business. Our patented technology provides our large enterprise customers with the ability to solve complex data security problems with a paradigm shifting technology that can actually solve problems.

About You:

You’re a design problem-solver who loves turning complexity into clarity. Ambiguity doesn’t scare you. You thrive in it. With a strong track record in enterprise UX, you know how to take highly technical workflows and make them intuitive, scalable, and elegant. You’re fluent in Figma, confident working shoulder-to-shoulder with engineers, and energized by designing for users who demand both power and simplicity. Above all, you care about creating experiences that people trust to get critical work done.

Position Overview:

As our Technical UX/UI Designer, you will shape the mental models, workflows, and interface design of the DataStealth Platform. Our UI tackles highly technical concepts such as rules, policies, integrations, mappings, and transformations, so clarity and usability are critical.

You’ll take incomplete requirements, conflicting inputs, and evolving use cases, and translate them into intuitive, testable workflows that engineers can build and customers can trust.

You’ll own both UX architecture and UI execution in Figma, ensuring the platform is not only usable but visually consistent, modern, and scalable.

This role requires someone equally comfortable in:

• Technical domains (data security, integrations, APIs, system configuration)
• Human-centred design (task flows, usability testing, error prevention)
• Ambiguity and discovery (structuring a product area that has developing requirements)
  

You will be a key translator between product, engineering, and customers, ensuring that the Platform evolves into an interface that balances power, usability, and security.

Key Responsibilities:

1.
Design in the Face of Ambiguity

• Take vague or incomplete requirements for the Platform and create structure, workflows, and prototypes that clarify what’s possible.
• Partner with product managers and engineers to identify edge cases, dependencies, and failure modes.
• Use systems thinking to design workflows that can handle both current and future use cases.
  

2. Design the Platform User Experience and Interface

• Create the end-to-end interface for the product, covering:
  • Policy creation and editing
  • Data classification and rules mapping
  • Integrations with enterprise systems
  • Monitoring, alerts, and error states
    
• Deliver polished UI designs in Figma, ensuring visual clarity, hierarchy, and consistency.
• Ensure users can confidently perform complex tasks with clear feedback, guardrails, and recoverability.
  

3. Prototype and Validate Complex Scenarios

• Build interactive prototypes that show how the Platform workflows operate in practice.
• Run usability tests with technical users (IT, DevOps, Security) to validate mental models, terminology, and task flows.
• Iterate based on user feedback, focusing on clarity and error prevention.
  

4. Collaborate Closely with Engineers

• Provide detailed design specifications that engineers can implement without ambiguity.
• Work through technical constraints, ensuring designs are feasible without sacrificing usability.
• Participate in sprint planning, grooming, and testing to ensure design intent carries through to production.
  

5. Contribute to a Scalable Design System

• Build reusable patterns for configuration-heavy workflows (rules, forms, dashboards).
• Extend these into a unified Figma-based UI system with components, styles, and documentation.
• Establish standards for how DataStealth products handle complexity, hierarchy, and error states.
• Document design rationale and decisions for cross-team alignment.
  

Qualifications:

• 7+ years of UX experience with a focus on enterprise software, system administration tools, or developer platforms.
• Proven ability to design in highly technical, ambiguous environments.
• Strong background in workflow design, information architecture, and systems thinking.
• Experience designing interfaces for:
  • Configuration-heavy tools (rules engines, settings, policies)
  • Monitoring/observability dashboards
  • Integrations with APIs or external systems
• Comfort with technical subject matter: APIs, data flows, encryption, cloud architectures.
• Hands-on expertise with design/prototyping tools (Figma – UX and UI execution) or similar.
• Strong communication skills: ability to explain design decisions to engineers and technical users.
• Background in cybersecurity, data governance, or compliance frameworks (PCI, HIPAA, GDPR).
  

What Success Looks Like

In 90 days, you will have:

• Learned the core DataStealth product, focusing on the Platform.
• Mapped the key user personas and their workflows.
• Delivered first prototypes for Platform workflows (policy creation, monitoring).
• Collaborated with engineers to clarify ambiguous requirements.
  

In 6 months, you will have:

• Delivered a working Platform interface in production, validated with customers.
• Established design patterns for configuration and monitoring workflows.
• Built a clear, documented UX model for how technical users interact with DataStealth.
• Become the go-to person for making sense of complex, ambiguous product areas.
  

Why Join DataStealth

• Solve hard, meaningful problems in data privacy and security.
• Design for technical professionals who rely on clarity and trust.
• Join a fast-moving team where your design decisions have an immediate impact.
• Competitive compensation, flexible work environment, and growth opportunities.

DataStealth is an equal opportunity employer. We encourage applications from candidates of all backgrounds and experiences.

We look forward to reviewing your application!