Senior Product Designer

Mycroft Technologies Inc

$100K — $140K *
Consumer Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 6+ years of product design experience in B2B or complex expert tools
  • Portfolio demonstrating strong information architecture and interaction state logic
  • Experience building or evolving a design system in production
  • Ability to choose appropriate communication artifacts like diagrams or prototypes
  • Mentoring experience with designers to elevate team performance
  • Strong collaboration skills with engineers, identifying states and edge cases
  • Located in Toronto/GTA and legally eligible to work in Canada
  • Interest in security and compliance, with a willingness to engage in complex materials

Responsibilities

  • Tackle complex design challenges for expert-facing workflows
  • Establish and defend high design standards within the product team
  • Ensure design fidelity by collaborating with engineers during implementation
  • Mentor a junior designer to enhance team capabilities
  • Leverage AI tools effectively without solely relying on them
  • Exercise autonomy in selecting tools and prioritizing meaningful work
  • Adapt quickly in a small company environment without bureaucratic delays

Benefits

  • Hybrid work model with office access in downtown Toronto
  • Health and dental coverage
  • Monthly tooling stipend for productivity enhancements
  • Opportunity to work with cutting-edge AI tools
  • Dynamic environment conducive to professional growth
Full Job Description
The team

Our product team is small and led by a co-founder who still designs and ships. You'll work in lockstep with Engineering and with our forward-deployed engineers (FDEs), who run customer compliance programs hands-on. Your first month includes real FDE work on live customer implementations. You'll build compliance subject-matter expertise of your own, so your design decisions come from how practitioners actually work rather than just from pattern-library convention.

What you'll own
  • The hardest design problems. Dense, expert-facing workflows across frameworks, controls, evidence, and risk, where a wrong abstraction costs customers real compliance outcomes.
  • The craft bar. The design system, patterns, and quality standard all product design at Mycroft builds within. What "good" looks like is yours to propose and defend.
  • Design-to-build fidelity. You work with engineers through implementation so what ships matches what was designed. You know when to spend polish and when to ship rough.
  • Levelling up the team. You will mentor a junior designer through critique, pairing, and standards, and raise the bar beyond your own output.


How we actually work
  • AI is a force multiplier, not a crutch. AI tools are a line item in your tooling stipend, not a guilty secret. But when a design misleads, "the model made it" isn't an answer. You ship work you understand and can defend.
  • Real autonomy. You pick your tools, take on the important work that bubbles up, and are trusted to deliver without hand-holding.
  • Small-company reality. No quarter-long planning cycles, or red tape to block you. If you've thrived somewhere small where you owned what you shipped, this will feel like home.


You'll fit if
  • You have 6+ years of product design experience with clear ownership of complex B2B or expert-tool surfaces, such as data-heavy, workflow-heavy, regulated, or infrastructure products.
  • Your portfolio shows the information architecture and state logic underneath the screens, not just the polish on top.
  • You've built or meaningfully evolved a design system in production.
  • You choose the artifact that communicates best, whether that's a diagram, a prototype, or a static handoff, and AI tooling is part of how you move fast.
  • You've mentored designers and raised a team's bar.
  • You work well with engineers. You name states and edge cases without being asked, and you can negotiate scope directly.
  • You're in the Toronto / GTA area, legally able to work in Canada, with professional fluency in English.
  • No compliance background is required but an appetite for getting hands-on with the domain is. Regulated-domain experience is a strong plus.
  • You're genuinely interested in the security and compliance industry. The day-to-day involves a lot of dense reading (frameworks, controls, technical docs) and heavy use of AI. We're up front about this because people who thrive here find the problems and the work interesting.


Tools we work in (and will teach you)
  • Design: Figma
  • Domain: the frameworks our customers live in (e.g. SOC 2, FedRAMP 20x, CMMC, PCI-DSS, and more)
  • AI tooling: we're fans of Claude but you can pick what works best for you.


Compensation & benefits
  • Salary + equity: $100,000 - $140,000 CAD per year, based on experience and qualifications.
  • Hybrid: We have a downtown Toronto office where the majority of the team comes in 2-3 days a week, and we support work from home.
  • Benefits: Health and dental coverage.
  • Tooling stipend: a monthly stipend to spend on what makes you productive. AI subscriptions, design tools, the lot.

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