Sales Manager

Your role

We're looking for a Sales Manager to lead the new business team at Workleap. Reporting directly to the VP of Revenue, you'll own one of the most important bets we're making right now: bringing the Workleap Agent to market and building the team, systems, and culture to do it well. This isn't a quota-management role. It's a coaching, strategy, and execution role — you'll lead from the front, set the standard for what great looks like, and make sure the field and the go-to-market strategy are always in sync.

Your impact:

• 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.

Your team

You'll lead a team of 5 Account Executives covering English and French Canadian markets across SMB through Enterprise. The timing is deliberate — Workleap made a calculated move away from being a suite of HR point solutions and went all-in on something bigger: an agentic HR platform that works alongside managers, not just sits in their stack.

What you'll bring

• +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.

Most of this sounds like you? Apply.

What the job comes with

• 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.