Founding 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
- Help create outbound strategy, messaging, prospecting workflows, and the sales playbook from the ground up
- Find and contact startup founders, CTOs, and hiring decision-makers across Europe and North America
- Generate new opportunities through LinkedIn, email, and other cold outreach
- Manage your own pipeline while testing and improving how new business is generated
What you bring
- At least two years in outbound sales, business development, or an SDR position
- Demonstrated prospecting through LinkedIn, email, and cold outreach to create opportunities
- Strong written and spoken English, with a consultative communication style
- A highly organized, proactive approach and comfort working independently
Who this fits
This role suits a self-directed salesperson who enjoys building processes from scratch and working closely with founders. It is a remote contractor position based in Canada, with flexible hours and outreach spanning Europe and North America. Startup experience and familiarity with LinkedIn Sales Navigator, Apollo, HubSpot, Clay, or similar platforms are useful additions.
From the employer
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.
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. 🍜🏴☠️
Not this one either?
Claude or ChatGPT reads the other 88,355 for you.
Get better matches →
