Ryan Holiday, a popular author and public face of Stoicism, has been criticized for his tendency to over-emotionalize his approach to the ancient Roman philosophy. Despite this, Holiday has been successful in selling millions of books and being on the corporate lecture circuit. His stoic advice, which often involves telling people to toughen up and not be a slave to their desires, has a better chance of helping people than most. However, recent controversies have highlighted Holiday's tendency to let his emotions get the better of him in public. The article also discusses the potential influence of Ivanka Trump on her influence on her political career.