Pragmatike Logo

Pragmatike

Founding Sales Development Representative (Remote)

Posted 5 Days Ago
In-Office or Remote
Hiring Remotely in Canada
Junior
In-Office or Remote
Hiring Remotely in Canada
Junior
Build Pragmatike's outbound sales engine: define messaging, prospect, and generate meetings with startup founders, CTOs, and hiring leaders across Europe and North America. Work directly with founders to iterate playbooks, manage your own pipeline, and grow the business in a remote, high-ownership startup environment.
The summary above was generated by AI
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. 🍜🏴‍☠️

Similar Jobs

5 Days Ago
In-Office or Remote
CA
Entry level
Entry level
Machine Learning • Software
The Sales Development Representative generates sales qualified leads through outbound and inbound outreach, collaborates with marketing and sales teams, and represents the company in prospect interactions.
Top Skills: ApolloCRMHubspotOutreachZoominfo
3 Days Ago
Remote
Canada
Entry level
Entry level
Marketing Tech • Software
The Sales Development Representative manages and qualifies inbound leads, sets appointments, and generates new business opportunities to drive revenue growth.
Top Skills: Crm SoftwareLinkedin Sales NavigatorOutbound Sales Tools
8 Hours Ago
Remote or Hybrid
Canada
Senior level
Senior level
Cloud • Insurance • Payments • Software • Business Intelligence • App development • Big Data Analytics
Lead and grow multiple software engineering teams to deliver Financial Management product outcomes. Set technical direction, prioritize architecture, reduce tech debt, improve delivery metrics (cycle time, MTTR, predictability), embed shift-left testing and observability, drive incident response and RCAs, and apply AI/automation to increase velocity and quality.
Top Skills: ApigeeCi/CdConfluenceGCPGitJavaScriptJIRAKubernetesNode.jsPostgresReactRest ApisTypescript

What you need to know about the Toronto Tech Scene

Although home to some of the biggest names in tech, including Google, Microsoft and Amazon, Toronto has established itself as one of the largest startup ecosystems in the world. And with over 2,000 startups — more than 30 percent of the country's total startups — Toronto continues to attract new businesses. Be it helping entrepreneurs manage their finances, simplifying business operations by automating payroll or assisting pharmaceutical companies in launching new drugs, the city's tech scene is just getting started.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account