Skills

Leadership Go Negotiation Sales Prospecting Autonomy Software Development

Job Specifications

Sales Director - North America

Remote (Canada - Toronto/GTA or Quebec preferred. Boston & New York also considered
Minimum $120k base + uncapped commission (OTE ~2x)
Full-time | Individual Contributor | First NA Hire

The Opportunity

We're partnered with a well-established European software development & engineering services firm as they launch their North American commercial footprint.

This is a first-on-the-ground Sales Director role. You'll build pipeline from zero, own the full sales cycle, and play a key role in shaping the US & Canada go-to-market.

If you enjoy autonomy, outbound selling, and building something rather than inheriting it, this one's for you.

What You'll Be Doing

Build a self-generated pipeline across US & Canadian tech companies on the initial easy win scope
Execute outbound prospecting (calls, LinkedIn, email, sequencing)
Run full-cycle deals: discovery → proposal → negotiation → close
Sell software development, engineering services, and outsourced delivery
Engage founders, CTOs, and engineering leadership
Focus initially on startup & scaleup tech firms with shorter sales cycles. Larger enterprise deals feasible after 6-12 months too.
Work directly with the CEO (Europe-based) and global delivery teams

What We're Looking For

3-7 years B2B sales experience in tech services (software dev, IT consulting, outsourcing, engineering services)
Proven track record opening new accounts and closing net-new business
Strong outbound DNA. Comfortable with cold calls and blank pipelines
Experience selling into the US market from Canada is a major plus
Consultative, curious, metrics-driven sales style
Comfortable working independently as the sole commercial hire in NA
Based in Canada (Toronto/GTA or Quebec preferred). Fluent English required, French is welcomed

Why This Role

First commercial hire in North America
Founder-led growth with real autonomy
Established global delivery engine already in place
High impact, low bureaucracy, genuine runway to build a region
Min $120k base salary with uncapped 2x OTE
Fully remote role for someone in North America, ideally Eastern region e.g Ontario or Quebec prefered. New York or Boston are also feasible.

If you're a builder, not a caretaker, this is a rare chance to own a market from day one.

NB If not right for you, then please pass on to someone in your network and help them advance in their career.

Regretfully we cannot reply to every applicant and only respond to those who are directly relevant for the role.

AI is used in direct headhunting for this role but not in screening applicants to job posting.

Want to stay in the loop? We regularly share our open roles, tips for job seekers, and go-to-market-focused insights on our LinkedIn page. You can follow us here.

About the Company

We help our clients build elite go-to-market teams. Over the past 15 years, we have helped 1600+ companies hire talent for every go-to-market-focused role, from CROs to BDRs and everything in between. Along the way, we have facilitated over $600M+ in salaries while maintaining one of the lowest replacement rates in the industry at 3%. Great hires take a lot of work, so our recruiters are trained to: * Lift every rock to find and communicate with the best candidates in the market * Attract top talent by ar... Know more