cto - 16403

2 days ago

Johannesburg, Gauteng, South Africa Somewhere Full time R2 000 000 - R2 500 000 per year
Job Title: Chief Technology Officer (CTO)

Location: Remote (Global – preference for candidates familiar with U.S. business culture)

Type: Full-Time

About the Role

We are seeking a highly technical and hands-on Chief Technology Officer (CTO) to architect and lead the next phase of our AI-driven data intelligence platform. This role requires deep expertise in configuring and integrating multiple large language model (LLM) ecosystems—specifically Anthropic Claude, OpenAI ChatGPT, and Perplexity—to build scalable, workflow-based automation solutions.

You'll be the company's first full-time developer, building the foundation of our AI infrastructure. Over time, the position will evolve into a senior leadership role focused on scaling the technical team and overseeing system growth.

Key Responsibilities

  • Design and implement our AI platform architecture using Anthropic Claude, OpenAI ChatGPT, and Perplexity as core workflow engines.

  • Configure and optimize multi-model pipelines to ensure interoperability and task-specific performance.

  • Lead a "buy-and-configure" approach, leveraging commercial AI platforms rather than building from scratch.

  • Build and refine data ingestion and automation workflows, including web scraping, fuzzy data matching, and geolocation mapping for property records.

  • Create clean, scalable data structures to support accurate AI processing and reporting.

  • Evaluate, integrate, and maintain third-party APIs, ensuring system stability and flexibility.

  • Manage short-term contractors or external technical resources to deliver specialized components.

  • Collaborate closely with leadership on product strategy, technical roadmap, and investor presentations.

Required Skills & Experience

  • Hands-on expertise with all three major AI ecosystems:

    • Anthropic Claude 

    • OpenAI ChatGPT

    • Perplexity

  • 5+ years in software engineering, machine learning, or AI workflow design.

  • Strong background in data scraping, fuzzy matching, entity resolution, and/or geolocation.

  • Proven experience configuring APIs, automation tools, and data processing pipelines.

  • Proficiency in Python, plus familiarity with modern AI/automation stacks.

  • Experience selecting and managing contractors or small technical teams.

  • Excellent communication and documentation skills, with the ability to explain complex AI workflows to non-technical stakeholders.

  • Understanding of U.S. business and investor communication norms.

Preferred Qualifications

  • Previous experience in proptech, data intelligence, or AI infrastructure.

  • Strong architectural vision for combining commercial AI APIs into a cohesive system.

  • Experience scaling technical teams from inception to early-growth stages.

What Success Looks Like

  • A fully functional, multi-model AI infrastructure leveraging Claude, ChatGPT, and Perplexity for complementary use cases.

  • Automated data-matching workflows that eliminate manual processing.

  • Clear, documented systems enabling future engineers to onboard quickly.

  • Scalable infrastructure supporting rapid iteration and expansion.