Nurit Nahum and Timur Uman provide insights about wisdom from the Hebrew language culture that focus on two important terms - Chutzpah’ and ‘Tachless’. The Hebrew language extends back to 1000 bc in the Middle East and was revived in the 19th century with the Zionist moment. Given the migration of Jews from different countries to Israel and its formal declaration in 1948 as a state, Hebrew became its official national language. The difficult-to-understand Hebrew word Chutzpah infers a sense of ‘gall’ or ‘guts’ to do or say things with little regard for social conventions. Tachless relates to an urgent approach of being straightforward, ‘let’s get it done’ to achieve a goal without wasting time. Both Chutzpah and Tachless are facets of wisdom that integrate respect for science and knowledge with a high value for truth. The two ideas are also fortified in wise leadership dimensions of aesthetics through feeling and communication and logic through analytical power and cognitive skills. In addition, wise leaders within the Hebrew language culture employ many other qualities of wisdom in such a way as to create an engine for creativity and innovation that drive Israel’s global reputation as a start-up nation.