Migration is a dynamic and multifaceted phenomenon shaped by spatial, temporal, and socio-political dimensions. Traditionally viewed as a linear process of movement and settlement, recent research underscores the importance of temporal dynamics and individual trajectories in understanding migration patterns. Political changes, such as decolonisation or regime shifts, often act as catalysts, leading to diverse outcomes including forced displacement, return migration, and the formation of diasporic communities. For instance, the migration of Goans to Portugal and Cubans to Florida reflects how political and historical ties shape migratory flows and integration experiences. Entrepreneurship plays a pivotal role in immigrant adaptation, with Brazilian, Indian, and Chinese migrants exemplifying how different migratory waves leverage varying forms of capital—human, social, cultural, and financial—to create ethnic markets and engage broader economies. Early waves often rely on ethnic enclaves for survival, while subsequent generations diversify into mainstream markets, fostering cultural exchange and economic integration. Transnational entrepreneurs, leveraging global networks and dual embeddedness, illustrate how globalisation enhances immigrant business strategies, enabling cross-border innovation and resilience. Despite their contributions, immigrant entrepreneurs face challenges including institutional discrimination, restrictive policies, and economic volatility. Nevertheless, technological advancements, community solidarity, and supportive institutional frameworks provide pathways for success. Examples such as Vancouver’s Chinatown and Miami’s Little Havana highlight how immigrant communities navigate and transform their environments, enriching both host and home countries. This chapter emphasises the need for inclusive policies that support migrant entrepreneurship and integration, acknowledging their critical role in fostering diversity, innovation, and socioeconomic development across global contexts.