Constraints negotiation and serious leisure are two major conceptual frameworks that have developed independently to understand individuals' leisure participation. Although discrete ideas, they are conceptually similar in light of the fact that they address individuals' leisure pursuits to attain various desirable benefits. The most important connections between these two frameworks lie in their assertion of different challenges inherent in leisure pursuits together with the need for serious efforts to reach leisure goals. Using a sample of Wisconsin anglers, the goal of this study is to better understand individuals' benefit realization process by jointly examining the two conceptual frameworks of constraints negotiation and serious leisure. The study results suggest that negotiation strategies or efforts, which are at the center of both perspectives, play a key role in realizing diverse beneficial outcomes and developing unique leisure identities.