Designer Produit Staff - Staff Product Designer

TobogganLabs•Montreal, QC

2d•Remote

About The Position

This is a staff-level position with significant client-facing and strategic responsibilities. In this role, you will be a senior design leader and strategist — blending product design, product strategy, and front-end prototyping expertise to help clients navigate complex product challenges in an AI-augmented world. You will spend the majority of your time working directly with clients, whether as part of a team or independently. You will also contribute to evolving our design practice, mentoring other designers, and supporting business development. Note that while we specialize in healthcare and regulated industries, not all our projects are in these fields, so you may work across different domains from time to time.

Requirements

Have 7+ years of experience in product design, interaction design, product strategy, or a closely related field
Have deep expertise in designing complex B2B/enterprise workflows and systems
Are extremely comfortable designing with modern AI-augmented design and prototyping tools.
Have strong client-facing, interviewing, and presentation skills with the ability to lead meetings, influence stakeholders and push back when needed
Bring a blend of skills across strategy, UX design, human-computer interaction, and have some front-end engineering capabilities
Have exceptional English proficiency, both written and oral

Nice To Haves

Have experience in healthcare, highly regulated industries, or other complex domain-specific environments
Are comfortable working with less visual AI environments such as Claude Code or Cursor
Have experience designing conversational AI experiences or AI interfaces
Have worked on B2B platforms with multiple user permission levels or data-heavy tools
Have a background in visual design or interaction design or another design field
Have Product Management skills
Are proficient with traditional design tools like Figma, alongside your AI prototyping tools

Responsibilities

Serving as a senior product strategist on complex B2B/enterprise engagements, driving product direction and design strategy.
Conducting discovery sessions — deriving product requirements and strategies for testing prototypes.
Rapidly building and iterating on prototypes using AI-powered tools.
Collaborating closely with engineers and domain specialists to ensure your AI-generated prototypes and front-end code meet acceptable design quality and accessibility standards.
Delivering product strategy artifacts — user flow diagrams, product ecomaps, interactive AI prototypes, wireframes, and strategic recommendations.
Presenting work and strategic recommendations to C-level stakeholders and domain experts.
Designing conversational AI-integrated experiences, innovative software tools, and data-heavy interfaces.
Developing and refining our design and strategy methodologies for AI-augmented product work.
Mentoring and collaborating with other designers, product managers, and front-end engineers.
Contributing to internal knowledge management, best practices documentation, and design systems.
Participating in client discovery and scoping conversations.
Contributing to proposals and supporting sales cycles with your design expertise.
Building and maintaining client relationships.