In the last decade education has experienced a shift from privatization to commercialization. This paper argues that the commercialization of education has evolved more recently as a result of artificially intelligent corporate players, enabling forms of insights sales called 'Dark Advertising'. It unpacks how Dark Advertising are profiting from data-driven predictions that reveal where demand is emerging, rather than responding to perceived problems by examining reports by the Australian Competition and Consumer Commission (ACCC). Able to produce techno-solutions 'just in time' through Dark Advertising, Dark Advertising are considered to be enabling new forms of governance and influencing educational policy. Findings of the examination reveal associations in terms of teachers' privacy, ability to provide consent, and agency. Arguably, circumnavigating Codes of Conduct and Privacy legislation, the author calls for greater scrutiny into various information asymmetries associated with Insight Sales strategies that predict, nudge and experiment with teachers' behavior for profit.