About The Position

Workleap is seeking a Sales Manager to lead its new business team. This role reports directly to the VP of Revenue and is crucial for bringing the Workleap Agent to market. The position focuses on coaching, strategy, and execution, setting standards for performance, and ensuring alignment between the sales team and the go-to-market strategy. The Sales Manager will drive quarterly new business ARR targets by enabling their team, coaching Account Executives (AEs) across different market segments, owning the sales strategy, delivering data-driven forecasts, fostering collaboration between sales, marketing, and product, and integrating AI tools into the team's workflow.

Requirements

  • +2 years of sales leadership experience in B2B SaaS — HRtech or adjacent is a strong asset
  • A strong track record as an AE or in business development with consistent quota overachievement — you know what good looks like because you've lived it
  • A reputation as a genuine sales coach who can lift a team's capabilities fast, not just manage performance after the fact
  • Discipline around pipeline management and CRM forecasting — you work with data, not around it
  • Clear, direct communication that lands equally well with your team and at the leadership table
  • Comfort operating in a fast-moving environment where information is imperfect and priorities shift
  • Daily fluency with AI tools — Claude, Gong, HubSpot, Microsoft 365 — as real work accelerators, not experiments you're still warming up to

Responsibilities

  • Drive quarterly new business ARR targets by building the conditions for every AE on your team to perform at their best — not just tracking numbers, but actively removing blockers and sharpening the play
  • Coach a team of AEs across SMB, Mid-Market, and Enterprise segments through consistent pipeline reviews, call shadowing, and growth conversations that actually move people forward
  • Own the sales strategy end to end — define it, implement it, and iterate on it to improve conversion rates and deal velocity
  • Deliver reliable, data-driven forecasts to the VP of Revenue so leadership can make clear decisions with confidence
  • Build a tight feedback loop between sales, marketing, and product so what the field hears directly shapes how Workleap evolves
  • Integrate AI tools into the team's daily workflow — from Gong for call intelligence to Claude for prep and enablement — to raise the ceiling on what a lean team can do

Benefits

  • LTIP program, share in Workleap's long-term growth
  • RRSP + Family health insurance + telemedicine + annual wellness budget
  • Flexible vacation policy
  • Remote work, with access to our Montreal office
  • In-person gathering twice a year
  • Claude access, for everyone
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