Founding Sales Development Representative (Remote)
Pragmatike is hiring a Founding Sales Development Representative (Remote) for a remote role open to applicants in Canada. Level rates it ; you can apply on Pragmatike.
Level's read on this job
- On Level's scale, this sales role is Little AI ●○○○: aI is not part of the work.
- This is listed as a remote role.
- The posting mentions Clay, LinkedIn Sales Navigator and Apollo among its tools and skills.
- Level classes it as a mid-level role.
- Pragmatike has 51 other open roles on Level.
AI in this role
Build and scale the outbound sales engine from scratch as a founding SDR at Pragmatike.
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. 🍜🏴☠️
How we rate this
Founding Sales Development Representative (Remote) at Pragmatike rates 0 out of 100 for how much of the daily work is AI. That makes it Little AI (AI Level 1 of 4). The level is about AI in the job, not seniority.
Little AI. AI is not part of the work.
- ●●●● Builds AI80 to 100
- ●●●○ Works on AI60 to 79
- ●●○○ Uses AI40 to 59
- ●○○○ Little AI0 to 39
Levels come from how often the tools, models and workflows of the role are named in the posting itself. Read the description and count the AI tools, models and workflows it names.
Prepare for this job
Built from this posting and from similar jobs on Level.
Skills and AI tools this role asks for
Also common in sales jobs at this level
Pay
- Typical sales job
- $139k
This posting doesn't list pay. Use the typical sales figure when pay comes up. See sales jobs
Questions you could be asked
- Tell me about a project where outbound sales was part of your work. What did you do?
- Tell me about a project where business development was part of your work. What did you do?
- Tell me about a project where lead generation was part of your work. What did you do?
- Tell me about a project where pipeline management was part of your work. What did you do?
- Walk me through how you've used Clay in your day-to-day work.
Adapt your resume
- List these exact terms on your resume: Outbound Sales, Business Development, Lead Generation, Pipeline Management, and Clay. An applicant tracking system matches the wording, not the idea.
- Attach one line of real, concrete experience to at least one of them. A tool named with nothing behind it rarely survives a human read.
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