Role Description:

As our first sales hire, you will not be rep #50 in a crowded bullpen. You will work directly alongside our founder to shape GTM playbook and drive net-new revenue. You will receive direct 1-on-1 sales coaching, pipeline strategy training, and technical mentorship from the founder. This role carries high visibility, direct organizational impact, and a clear trajectory for rapid promotion into an Account Executive (AE) role as our sales org scales.

What You’ll Do:

- Outbound Pipeline Generation: Execute multichannel prospecting via cold calling, targeted email campaigns, and strategic LinkedIn outreach to engage security decision-makers (CISOs, VPs of Engineering, IT Security Directors).
- Inbound Lead Qualification: Rapidly qualify and convert inbound interest into scheduled product demonstrations and discovery meetings.
- In-Person Field Networking: Attend local Toronto cybersecurity conferences, tech meetups, and industry events to build organic executive relationships.
- Technical Value Articulation: Communicate Stingrai’s value proposition, combining CREST-certified human expertise with AI-driven continuous pentesting, to technical stakeholders with clarity and credibility.
- GTM Strategy & Iteration: Partner directly with the founder to test outreach messaging, analyze field insights,



and optimize our sales engine.

Who You Are:

- Preferred Experience: 1 to 3 years of B2B sales experience selling penetration testing services, offensive security, or technical SaaS.
- Alternative Backgrounds Welcome: No commercial cybersecurity experience? You are still encouraged to apply! You must use your cover letter to answer "Why You?" by proving your raw sales drive, past quota achievements, and high technical aptitude.
- Relentless Communicator: Confident, articulate, and highly comfortable making cold calls to senior technical executives.
- Coachable & Resilient: Thrives in fast-paced startup environments, treats rejection as a learning loop, and is eager to absorb coaching from leadership.

Bonus If You Have:

- Familiarity with offensive security concepts (pentesting, PTaaS, vulnerability management, cloud security, SOC 2 / ISO 27001 compliance frameworks).
- Hands-on experience with contemporary sales engagement tools (LinkedIn Sales Navigator, Zoominfo, Salesforce, HubSpot, or Apollo).
- Toronto-Based: Currently residing in the Greater Toronto Area (GTA), working remotely today with flexibility for a hybrid model in Toronto as our local footprint grows.

📌 Business Development Representative (Toronto)
🏢 AeroMatrix 12
📍 Toronto