Peak enrollment period is here once again as group and voluntary benefits providers put their remote work arrangements to the test in what will be an unusually demanding season. This year has been the year of digital transformation in the insurance industry, and 2020's challenges will inspire new approaches and digitization for enrollment. Fortunately, insurers can use AI and predictive analytics to streamline quoting and enrollment, optimize resources, and automate manual tasks. Traditional renewal processes raise several speedbumps. Disconnects between quoting and underwriting as well as unreliable information on past successful plan designs unnecessarily increase quote turnaround time, resulting in missed opportunities and a poorer customer experience.