Statistical information pervades everyday life in the twenty-first century. Research shows, however, that the skills needed to be able to understand and critically evaluate statistical information must be specifically taught. In 2013, an externally assessed National Certificate in Educational Achievement standard in statistical literacy was introduced for the first time in New Zealand. A small exploratory study investigated a possible teaching approach designed to enable Year- 13 students (aged 17-18) to critically evaluate media reports. Findings suggest that the learning trajectory required several key components including media reports as both a motivational and conceptual development tool. In addition, computer visualizations and procedural scaffolds appeared valuable tools for facilitating conceptual understanding of the margin of error.