Serendipity is a multifaceted, information-rich phenomenon with implications ranging from a personal to global level. While efforts are being made to support serendipity in digital environments such as search engines, databases, and websites, we know very little about how our interactions with these environments may facilitate serendipity. The research explored in this lecture examines serendipity in work and research, how digital environments may support serendipity, and underscores the potential for designing environments for serendipity.