The purpose of this paper is to explore the social dimensions of giving in rural and urban Manitoba as well as identify emerging trends, barriers to estate planning and areas for further research. Our findings suggest slight differences between the urban and rural donor profile that may indicate emerging trends in the philanthropic sector. As well a strong focus by self-identified rural organizations on estate and Transfer of Wealth (TOW) planning was apparent as was a predominant concern by charitable organizations in more urban areas about global charitable competition, donor fatigue and engagement of a younger demographic through the social media. Although slight, these aspects and differences of social giving in Manitoba help us understand the broader impact of changes that may be occurring in the philanthropic sector today.