This session will detail a decades-long working relationship with the Religious Lands Roundtable group in Kentucky. This group was primarily comprised of three sects of sisters at three separate Motherhouses owning over 2,500 acres of land: Loretto Motherhouse, St. Catharine Farm and Sisters of Nazareth. These groups worked for years to determine which organization was the best fit, whether a conservation easement in perpetuity was right for their perpetual nature of the Motherhouse lands upon which their historic Motherhouse structures existed, and how to incorporate their visions for the future conservation practices and community engagement they intended to implement on their lands. This session will highlight the reciprocal nature of our educational relationship and the two wonderful projects that resulted after many, many years of negotiations with their international leadership groups within the Catholic Church. We will share the challenges when dealing with large not-for-profit organizations and the incredible benefits of protecting land that has a long history of conservation combined with a very progressive future vision for those lands. We will also detail how we were able to work through the many levels of decision-makers within these organizations to finally make it to the finish line with two of our most thoughtful and dynamic conservation easements in our 159-easement portfolio, as well as what happened to the land owned by one group of sisters who ultimately decided to sell their land to a farmer without protecting it a conservation easement.