Website:
cyberneticresearch.ai
Job details:
Cold Outbound Sales Specialist — Web Penetration Testing Services (Remote)
Company: Cybernetic Research AI — https://cyberneticresearch.ai
Location: Remote (HQ: Sheridan, Wyoming · clients worldwide)
Type: [Full-time / Contract]
Compensation: [Base] + uncapped commission on closed engagements
ABOUT CYBERNETIC RESEARCH AI
Cybernetic Research AI is an offensive security lab: penetration testing, AI/LLM red teaming, threat intelligence and security engineering, delivered with evidence, impact and clear remediation. We run 11 service lines — web, API, mobile, cloud, network, thick client, game, smart contract, AI agent, MCP and red team — all manual, research-driven testing, not scanner output.
Our researchers have identified and responsibly disclosed vulnerabilities at organisations including Google, Apple, PayPal, LinkedIn, X, Accenture and Pinterest. Clients describe our work as practical, fast and focused on business impact rather than vulnerability noise.
We're building our outbound engine from the ground up, and this role owns it.
THE ROLE
You'll own the top of our funnel for Web Application Penetration Testing: find companies that need a pentest, reach the right person, and book qualified scoping calls. Scoping, quotes and technical conversations are handled by the founder and testing team — your job is to keep their calendar full of the right people.
The offer is easy to explain: an OWASP-aligned, hands-on web app pentest covering authentication, access control, injection, business logic and session handling; a report engineers can act on; a free retest after fixes; fixed scope with no surprise costs; NDA on request; and engagements that typically start within days of scoping. Buyers usually come to us because of a compliance deadline (SOC 2, ISO 27001, PCI DSS, HIPAA), an enterprise customer's security questionnaire, a product launch, or a scare.
WHAT YOU'LL DO
• Build targeted prospect lists — B2B SaaS, fintech, healthtech, e-commerce, and any company pursuing SOC 2 / ISO 27001 / PCI DSS in [target regions]
• Run multi-channel cold outreach: email sequences, LinkedIn and cold calls to CTOs, VPs of Engineering, Heads of Security, compliance leads and founders
• Write and continuously A/B test outreach copy; personalise at scale without sounding like a bot
• Use our free 60-second Security Check (cyberneticresearch.ai/security-check.html) and case studies as low-friction openers
• Qualify leads on need, timeline, budget and decision-maker, and book no-obligation scoping calls for the founder
• Keep the CRM accurate and report weekly on outreach volume, reply rate, meetings booked and pipeline created
• Nurture "not now" leads — pentest budgets are calendar-driven, so timing is everything
• Cross-sell where it fits: API, mobile, cloud, AI agent / LLM and MCP pentesting
• Feed what you hear on calls back into our ICP, messaging and service packaging
• Stay compliant with GDPR, CAN-SPAM and platform outreach rules
WHAT WE'RE LOOKING FOR
• 2+ years of outbound B2B sales / SDR experience with a track record you can show in numbers (reply rates, meetings booked, pipeline sourced)
• Experience selling cybersecurity, IT services or developer/infrastructure SaaS — you've sold to technical buyers before
• Excellent written and spoken English; your cold emails are short, specific and human
• Working knowledge of the outbound stack: LinkedIn Sales Navigator, Apollo or similar data tools, a sequencing tool (Lemlist / Instantly / Smartlead) and a CRM (HubSpot / Pipedrive)
• Enough security literacy to hold a first conversation: the difference between a vulnerability scan and a pentest, what OWASP Top 10 is, why SOC 2 auditors ask for pentest reports
• Self-directed and comfortable in a founder-led startup — no playbook is handed to you, you build it
• Able to overlap [X hours] with [US / target-region] business hours for calls
NICE TO HAVE
• Sold pentesting / VAPT / managed security services before
• An existing network of CTOs, CISOs or founders in [target regions]
• Experience with Clay, Loom video outreach or intent-data tools
• Comfortable with a commission-heavy structure
WHAT WE OFFER
• Fully remote, flexible hours
• [Base compensation] + uncapped commission — [X% of first-engagement value, paid on invoice]
• Direct access to the founder and testing team; you'll learn pentesting from people who do it daily
• Ground-floor role in a growing security lab — the person who builds this function will run it
HOW TO APPLY
Email contact@cyberneticresearch.ai with the subject "Cold Outbound — Web Pentest" and include:
• Your outbound numbers from your last role (volume, reply rate, meetings booked)
• A cold email you'd send to the CTO of a 40-person B2B SaaS company that has just announced it's pursuing SOC 2
• Your availability and compensation expectations.
Click on Apply to know more.
