Workleap

Workleap

Technical Sales Specialist - Workleap

Canada - Remote

Sponsorship not specified$90k-$110kDetected 22 days ago
Product ManagementProduct StrategySalesPerformance ManagementCommunication

About the role

  • This isn't the Technical Sales Specialist role of five years ago.
  • We're not looking for someone who just shows up on every technical call.

Responsibilities

  • We're building Workleap's technical sales function from the ground up - and you'll be one of its architects.
  • Genuine AI and agentic fluency - comfortable building your own workflows and explaining complex AI concepts to non-technical audiences, without needing a script;
  • A builder mindset: you reach for systems and AI workflows that scale your knowledge rather than trading your own time for every problem;

Nice to have

  • familiarity with HR tech, performance management, or employee engagement solutions.
  • Most of this sounds like you?

Compensation

  • LTIP program, share in Workleap's long-term growth.
  • RRSP + Family health insurance + telemedicine + annual wellness budget.
  • Remote work, with access to our Montreal office.
  • In-person gathering twice a year.
  • Claude access, for everyone.
  • This range reflects our Canada-wide compensation scale.

Benefits

  • Own every technical moment in the sales cycle - demos, advanced discovery, evaluation sessions - so prospects never leave a conversation with unanswered questions and no opportunity stalls for lack of technical depth;
  • Drive deals to close as a technical co-closer - reinforcing the value of the Workleap Platform and Manager Agent, navigating gaps with roadmap and vision, and keeping momentum when the answer isn't a clean "yes, today";
  • You'll have a direct hand in shaping how this function takes form, particularly around Manager Agent and positioning our AI vision with prospects.
  • Bonus: familiarity with HR tech, performance management, or employee engagement solutions.
  • Flexible vacation policy.

Company info

  • Company Description
  • Workleap is a Montreal-based tech company, founded in 2006.
  • We're builders at heart, we make simple products that actually matter to the people who use them.
  • Compound the team's technical leverage by building reusable assets and AI-powered workflows - modelling internally the same agentic philosophy we sell to our customers;

This listing is sourced directly from Workleap's careers page and normalized into a canonical job model.