Sales Development Representative (Remote)
At a glance
Entry-level Sales Development role at Pragmatike. Remote, Canada · contract.
Pay not stated
Growth Roles summary, based on the employer's posting.
What you'll do
- Build outbound sales from the ground up by shaping messaging, prospecting processes, and the sales playbook
- Find and contact startup founders, CTOs, and hiring decision-makers throughout Europe and North America
- Create new opportunities through LinkedIn, email, and other cold outreach
- Manage your own pipeline while testing and improving ways to generate business
- Work directly with founders and contribute to go-to-market decisions
What you bring
- At least two years in outbound sales, business development, or an SDR position, preferably with B2B services or SaaS
- A track record of using LinkedIn, email, and cold outreach to produce fresh sales opportunities
- Strong written and spoken English, with a consultative communication style
- Self-direction, organization, and comfort working remotely with limited oversight
Who this fits
This role suits a proactive SDR who enjoys building prospecting systems, experimenting, and creating opportunities independently. You will work remotely from Canada on a freelance contract with flexible hours and direct founder collaboration.
From the employer
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 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.
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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