From the perspective of recent history, this article addresses the political action of the great Chilean business during the second government of Michelle Bachelet (2014-2018). It is proposed that the new generation of businessmen postulated a strategy to adapt the sector to the political context of the last decade, especially their unions. This business modernization had to operate in three areas: modify the role of unions, reconnect the sector with society, and reformulate the role of the State. However, it did not operate as a clean slate. Still, it was also conditioned by certain aspects of the business political culture of the post-dictatorship, such as business "pride", the role of unions as political actors, and the defense of the model with flexibility tactics. In this sense, business modernization was a mix between strategy and the political culture of the sector. In methodological terms, the public press for business consumption was reviewed. After making a systematic and in-depth review of these media, together with an analysis of content and in contrast, different events and conjunctures were established relative to the historical process analyzed.