Pragmatike

Founding Sales Development Representative (Remote)

Canada · Remote (country restricted) · Contract

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About the role

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EmployerPragmatike
LocationCanada
Work styleRemote (country restricted)
Employment typeContract
Employer posted2 months ago

Founding Sales Development Representative

Pragmatike is on a mission to help early-stage startups and scaleups win the talent war and build exceptional tech teams.

About the Role

We're looking for a Founding Sales Development Representative (SDR) to help build our outbound sales engine as we enter our next phase of growth. We're looking for someone entrepreneurial, resourceful, and relentless—someone who enjoys opening doors, building relationships, and creating opportunities from scratch.

You'll work directly with the founders to identify and engage startup founders, CTOs, and hiring leaders across Europe and North America, helping them discover how Pragmatike can accelerate their hiring.

Why This Role Is Different

Build the sales engine from zero to one: Help define our outbound strategy, messaging, prospecting workflows, and sales playbook.

Show full description

Direct access to founders: Work closely with company leadership, influence go-to-market strategy, and see your impact immediately.

High ownership: Experiment, iterate, and continuously improve how we generate new business.

Join a fast-growing company: Become an early member of the team with the opportunity to grow alongside the business.

You’re a Fit If You…

Have 2+ years of experience in outbound sales, business development, or SDR roles, ideally selling B2B services or SaaS.

Enjoy prospecting and consistently generating new opportunities through LinkedIn, email, and cold outreach.

Are highly organized, proactive, and comfortable managing your own pipeline.

Communicate exceptionally well, both in writing and verbally, with a consultative approach.

Thrive in startup environments where speed, ownership, and experimentation are valued.

Are self-motivated and comfortable working remotely with minimal supervision.

Have excellent English communication skills.

Nice to Have

Experience selling recruitment, staffing, HRTech, or talent acquisition solutions.

Previous experience working with startups, founders, or technology companies.

Familiarity with tools such as LinkedIn Sales Navigator, Apollo, HubSpot, Clay, or similar outbound platforms.

Interest in AI, startups, and the future of work.

Compensation & Benefits

Flexible freelance contract with competitive performance-based compensation.

Opportunity to shape Pragmatike's outbound sales function from the ground up.

Fully remote work environment with flexible hours.

Direct collaboration with founders and meaningful ownership from day one.

High-growth environment with significant career progression opportunities.

Ready to help startups build world-class teams while building Pragmatike's sales engine? Apply now and join us at the beginning of our journey. 🍜🏴‍☠️

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