Headquarters: South Africa

URL: https://jobs.workable.com/company/dcaVtKQqXr9FwBNppNCBH9/jobs-at-d2b

Position: Technical Support Engineer
Salary: 25,000 ZAR to 32,000 ZAR 
Working Hours: Aligned with UK Business Hours
Work Type: Independent Contractor

ABOUT THE COMPANY: 
Our company isn't just scaling; we're redefining human risk and secure behaviour management in cybersecurity. Trusted by leading global enterprises including Vodafone, Merck, Arriva, and Hershey, we reduce human cyber risk through AI-driven automation, with Agentic AI expanding our capabilities even further.
In this company, support is where the product meets reality. Every ticket represents a customer telling us something true about the platform—and every issue is either something we repeatedly answer, or a problem we solve once and eliminate at the source. We view support as an integral extension of product engineering, not a downstream cost centre.

ROLE OVERVIEW:
We are seeking a high-calibre Technical Support Engineer to take full ownership of our tier-2/tier-3 technical customer support function. This is a technical, investigative engagement—not a script-reading helpdesk.
Operating as an independent contractor based in South Africa, you will manage customer issues end to end: diagnosing logs and error records, reproducing complex platform issues in dedicated test tenants, handing fully documented, reproduction-ready defect packages to the Product Lead, and actively closing the loop by removing recurring root causes from our product, documentation, or onboarding flows.
You will inherit a high-discipline, high-efficiency operational setup powered by modern observability, AI acceleration, and proactive tenant-level monitoring.

RESPONSIBILITIES:
End-to-End Case Resolution
• Manage the inbound queue via Intercom, triaging by severity and business impact, meeting strict SLAs, and proactively setting clear expectations for next updates.

• Conduct deep diagnostic investigations before reaching out to customers: analyze error/event records, audit logs, browser console outputs, network traces, API request/response payloads, mail flow, and multi-tenant configurations.

• Reproduce issues in staging/test tenants. If an issue is elusive, correlate system data across tenant IDs, timestamps, and user telemetry to isolate the failure state.

• Package and escalate verified defects directly to the Product Lead. Every escalation must contain reproduction steps, tenant/user IDs, UTC timestamps, relevant log excerpts, and ruled-out variables to allow immediate engineering action without rework.

• Maintain complete ownership of the customer communication loop during escalation cycles, verifying hotfixes against your original reproduction steps prior to closing cases.

• Monitor proactive health alerts across tenant accounts (e.g., in Sentry), identifying failures before customers do and initiating contact with pre-empted fixes.

• Track bi-weekly release cycles: review release notes on deployment day, validate altered functionality in sandbox environments, and resolve pending customer cases impacted by updates.

Root-Cause Elimination & Product Evolution
• Classify every resolved ticket by verified root cause: product defect, documentation gap, UX friction, environmental configuration, feature limitation, or edge-case anomaly.

• Conduct root-cause analysis on repeating issue categories to identify architectural, operational, or instructional fixes.

• Directly author and maintain Help Centre articles, implementation guides, and troubleshooting documentation to drive customer self-service.

• Surface UX friction points to the Product Lead backed by empirical evidence (user journeys, reproduction paths, screenshots, and aggregate impact metrics).

• Report on support metrics using empirical data: ticket volumes categorized by cause, trend trajectories, and high-impact preventative targets.

• Leverage approved AI acceleration tools (e.g., Claude, ChatGPT, Cursor) responsibly to speed up technical research, verifying all outputs against source data prior to customer transmission.

• 3+ years of technical support, application support, product support, or customer-facing engineering experience dedicated to a multi-tenant B2B SaaS platform.

• Proven track record supporting technical B2B enterprise buyers, such as CISOs, IT Directors, SOC teams, security engineers, or system administrators.

• Demonstrated competency diagnosing multi-tenant architectures, recognizing tenant-specific misconfigurations versus global system incidents.

• Strong working knowledge of web technologies: browser developer tools, HTTP status codes, REST APIs, JSON payloads, and log analysis.

• Demonstrated history of systemic root-cause resolution (e.g., authored documentation that deflected ticket volume, initiated a UX change, or caught critical bugs).

• Hands-on experience with modern support and service platforms (Intercom preferred; or Zendesk, Freshdesk, HubSpot Service Hub, Front).

• Flawless written and verbal English communication skills, with the ability to convey technical diagnostics plainly and confidently under pressure.

• Proven self-directed problem-solving ability, with an aptitude for learning complex platform capabilities directly from architecture docs.

• Fully equipped home office environment in South Africa, including high-speed fibre internet, dedicated backup power (UPS/inverter) for load-shedding resilience, and quality AV peripherals.

PREFERRED:

• Domain exposure to cybersecurity, secure email gateways, or human risk management platforms (e.g., KnowBe4, Proofpoint, Mimecast, Hoxhunt, Abnormal).

• Working familiarity with enterprise mail flow systems: Microsoft 365 / Google Workspace administration, including SPF, DKIM, and DMARC record handling.

• Familiarity with identity architecture and directory integrations: SSO, SAML, OIDC, SCIM, Active Directory, or Entra ID (Azure AD).

• Practical ability to write and execute read-on