This study compares between two regional leaders of the peripheral town of Yeruham over three decades. Its findings show that leaders who operated under similar economic, geographical and cultural conditions, embodied very diverse types of leadership. The comparison manifested various perspectives and channels of influence: the community vision, the socio-political concept, funding strategies and most particularly the style and modus operandi with both the local population and the national concentrations of power. Factors associated with the character and image of the leader impacted directly on local development and on the quality of services as well as on shifts in the political culture of Yeruham's residents.