Pragmatike

Founding Sales Development Representative (Remote)

Canada, Remote. Posted 3 months ago

The role

You will help build the outbound sales engine by identifying and engaging startup founders, CTOs, and hiring leaders. You will work directly with the founders to define outbound strategy, messaging, prospecting workflows, and the sales playbook.

What you will do

  • Build the outbound sales engine
  • Identify and engage startup founders, CTOs, and hiring leaders across Europe and North America
  • Define outbound strategy, messaging, prospecting workflows, and sales playbook
  • Experiment, iterate, and improve how to generate new business
  • Prospect and generate new opportunities through LinkedIn, email, and cold outreach
  • Manage your own pipeline

Required qualifications

  • 2+ years of experience in outbound sales, business development, or SDR roles
  • Highly organized
  • Proactive
  • 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
  • Self-motivated
  • Comfortable working remotely with minimal supervision
  • 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

Benefits

  • Flexible freelance contract
  • Competitive performance-based compensation
  • Opportunity to shape Pragmatike's outbound sales function from the ground up
  • Fully remote work environment
  • Flexible hours
  • Direct collaboration with founders
  • Meaningful ownership from day one
  • High-growth environment with significant career progression opportunities

About the company

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