Product Design Lead (Remote, EST +/- 3)

UpsiideFull TimeTORONTO, ON

Apply Now

Upsiide is an innovation insights platform that allows marketing and insight teams to predict which ideas, concepts, and designs will perform best in-market. With an intuitive study builder, built-in access to millions of global consumers, and smart results dashboard, Upsiide help companies – big and small – decide on the right next move for their business.

Upsiide is borne out of the research pros at Dig Insights, an insights consultancy based out of Toronto. Dig Insights is reinventing the market research landscape by leveraging technology to deliver new research methodologies that serve today’s fast-paced business needs.

People who succeed at Upsiide are smart, creative, driven, and fun. They question established research practices and are passionate about helping our clients to move their businesses forward. People at Upsiide are not only comfortable working in a fast-moving and rapidly expanding organization – it is where they thrive.

To find out more about us visit us at www.upsiide.com & www.diginsights.com


Product Design Lead


We are looking for a Product Design Lead for our Upsiide application. This position plays a key role in defining the future of the fast-growing Upsiide. As a product we put great emphasis on design and UX and as such our Product Design Lead is a key position that interfaces with many across the business.

In this position you may find yourself defining, creating, and maintaining design systems and standards, and well as working closely with stakeholders, end-users, and engineers to ensure the product is meeting needs in the best possible way. Perhaps most importantly, you’ll be leading a team of best-in-class designers and ensuring the ongoing health and growth of Design at Upsiide.


Your primary responsibilities will include, but are not limited to:

  • Work with internal stakeholders, end users, and engineers to bring our best ideas to life.
  • Work on the entire design lifecycle for the Upsiide product, including research, ideation, designing low and high-fidelity wireframes, prototyping, handoff, and QA.
  • Mentor, guide, and build the Design team.
  • Constantly iterate on and enforce our design standards across the product.
  • Work closely with Engineering teams to ensure your full vision is being executed and brought to life.
  • Designing accessible solutions for responsive adaptive web design and mobile web
  • Identify, investigate, and validate complex design problems.
  • Rapidly produce multiple concepts and prototypes; knowing when to apply pixel-perfect attention to detail, and when to make low-fi sketches and prototypes.
  • Audit, evaluate, and redesign where necessary the existing interface and flow.
  • Work in a cross-functional team with developers and QA to ensure that we iterate quickly while maintaining an appropriate level of quality.
  • Work to understand the Upsiide client and their needs from the product.
  • Understand that Dig is a quickly growing company that maintains its start-up roots and no task is above or below any employee.

Experience, Skills and Requirements


  • 5+ years working in UX/UI/product design, ideally in high-growth SaaS environment
  • Some experience with management or leading a team
  • Comfort level interfacing with and presenting to company leadership
  • Experience working collaboratively with other departments, like Marketing, Sales, and CS.
  • Experience working on world-class web and mobile software products supported by design systems, optimally contributing to those systems.
  • Portfolio showcasing past and current work.
  • Experience with low- and high-fidelity prototyping/design tools (such as Sketch and Figma)
  • Experienced in working with Prototyping Applications (InVision, Figma).
  • Experience with creating design systems/style guides.
  • Experience with Responsive adaptive web design.
  • Experience with extensive and agile quality assurance practices.
  • Superior time management skills.
  • Highly organized with obsessive attention to detail.
  • Willing and able to work within a fast-paced dynamic environment.
  • Comfortable with scrappiness, rapid iteration, and continuous shipping cycles.
  • Ability to work within and meet tight deadlines.
  • Demonstrated work ethic, integrity, and professional conduct.
  • Ability to work independently and with a team.

Note: At Upsiide we primarily use Figma. Expert-level Figma skills not required, but will be an expectation to learn.


Nice to have:


  • Familiarity with front-end development: HTML, CSS
  • Experience presenting and communicating complex ideas to non-technical audience.
  • Comfort with both digital and traditional design disciplines
  • Experience with web standards and accessibility standards (WCAG 2.0)

Work Perks:


  • Remote first working policy which gives the ability for employees to work remotely or take a hybrid approach (those who wish to work in our Dig offices, attend in-person client meetings or company events must adhere to our COVID-19 vaccination policy)
  • Unlimited vacation policy
  • Reimbursement for health and wellness classes/memberships, home office setup and continuous learning
  • RRSP / 401K employer matching program
  • Both our Toronto & Chicago offices are located steps to public transportation in the downtown core
  • In-person and virtual social events such as poker night, paint night, trivia night and more!

To find out more about us visit us at www.diginsights.com & www.upsiide.com


Our culture is built on 5 core values : Energy, Excellence, Evolution, Equality and Empathy. We believe that our success is dependent on the diverse talents, skills, and ideas of its staff. We are committed to creating an inclusive work environment and encourage applications from all qualified candidates including those in the BIPOC and LGTBQ communities, and from people with disabilities.


Please include anything that shows off your design prowess – portfolio items, links to recent work, personal websites, you name it!


We thank you for your interest in Dig Insights, however, only candidates who are chosen for an interview will be contacted.