The era is now the era of the millennial generation which is theoretically those born in the period 1981 – 1993. In 2019, the are in the range of 26 – 38 years, which are generally in the key period brilliant careers and performance in organizations or companies. Individual performance in this age generation is very decisive towards organizational performance. This study took subject as many as 40 employees by transformational leadership and organizational communication with job satisfaction as a mediator variable. With the background of shipping and private industry organizations, the result of regression analysis show that there is a significant influence between transformational leadership variables on individual performance and job satisfaction as a mediator variable. However, no significant effect was found between communication variables on performance through job satisfaction as a mediator variable. It is possible that the millennial generation’s present communication has different characteristics compared to communication and the performance of the millennial generation so that more variable will be known that affect individual performance.