Mutually beneficially relationships with alumni are facilitated through engagement opportunities that are valued by alumni, inspire loyalty and philanthropic giving, and help to improve the reputation of the institution overall. The Pitt Alumni Association has not identified best practices to provide consistent, meaningful engagement opportunities for alumni and struggles to increase mutually beneficial relationships with alumni. I sought to understand what motivates alumni to engage, programmatic design elements that can influences sense of belonging, and how to evaluate engagement opportunities. By using improvement science, I completed two PDSA cycles and completed a quantitative analysis of event registration and participant survey responses to conclude that creating a salient experience for alumni and effectively communicating the value of giving back in mutually beneficial ways can increase alumni involvement. Standardized evaluative measures were also identified to ensure that the Pitt Alumni Association can adapt to provide consistent, meaningful engagement with Pitt graduates. The next steps identified for this project include the refinement of the evaluative tools and programmatic elements to scale across the alumni organization. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]