Smallholder-friendly messages, albeit not always translated into action, returned strongly to the development agenda over a decade ago. Smallholders’ livelihoods encompass social and economic realities outside agriculture, however, providing opportunities as well as challenges for the smallholder model. While smallholders continue to straddle the farm and non-farm sectors, the notion of leaving agriculture altogether appears hyperbolic, given the persistently high share of income generated from agriculture noted in the Afrint dataset. Trends over the past fifteen years can be broadly described as increasing dynamism accompanied by rising polarization. Positive trends include increased farm sizes, rising grain production, crop diversification, and increased commercialization, while negative trends include stagnation of yields, persistent yield gaps, gendered landholding inequalities, gendered agricultural asset inequalities, growing gendered commercialization inequalities, and an emerging gender gap in cash income. Regional nuances in trends reinforce the need for spatial contextualization of linkages between the farm and non-farm sectors.