This article addresses the declining effectiveness of the annual performance review and examines an agile alternative implemented by Progress Software. Harvard Business School Professor Katherine Coffman, along with coauthors Hannah Riley Bowles and Alexis Lefort, argue that traditional annual reviews are inadequate for modern talent retention, particularly in high-turnover sectors like technology. The article draws on a two-part HBS case study — Making Progress at Progress Software (A) and (B) — to illustrate how Progress Software replaced its annual review cycle with a quarterly dialogue system called Amplify, which included manager-completed 'snapshots' and employee-completed 'pulse checks,' alongside a formal leveling structure and promotion committee. Key findings include improved retention and job satisfaction among program participants, persistent equity gaps by gender and geography, and low voluntary participation rates — with over half of snapshot questionnaires abandoned. The article concludes that frequent, forward-looking career conversations, clear advancement criteria, and diverse promotion committees are associated with stronger employee engagement, while ambiguity in career pathing is identified as a primary driver of voluntary turnover. Key insights: Annual performance reviews, standardised since the 1970s, are increasingly misaligned with employee mobility patterns and less quantifiable modern skill sets, prompting a shift toward more frequent, project-linked evaluations in the mid-2010s. Progress Software's Amplify program demonstrated that quarterly career conversations — even when voluntary — were associated with improved employee retention and job satisfaction, though low participation rates (over half of manager snapshots abandoned) limited the program's reach. Equity gaps persisted despite the new system: women remained under-represented in technical and managerial roles, and employees in geographically distant offices faced greater advancement barriers, highlighting that process redesign alone does not resolve structural inequities. Practical takeaways: Progress Software's experience illustrates that defining multiple career advancement paths — including non-managerial technical tracks — can expand the pool of employees who perceive viable futures within the organisation. The case highlights that voluntary participation norms, without institutional reinforcement, lead to uneven adoption of new performance processes, suggesting that program design needs to account for participation incentives and manager accountability mechanisms.