This chapter explores the intricate landscape of tipping culture, particularly in Canada and the UK, where tipping is often seen as an obligation rather than a reward. It examines the influence of rising costs and changing practices on tipping behavior, alongside the psychological pressures people face when asked to tip in various contexts. Through cultural comparisons and personal anecdotes, the chapter raises questions about the implications of tipping on service workers and consumer frustrations amidst evolving norms.