Despite rising SaaS and AI investment, many firms face a common issue: ROI is missing expectations. The bottleneck is not the technology, but the "onboarding wall" users face. This session explores Fit to People—shifting from forcing users to adapt to systems to making technology adapt to people. We present strategies using AI-driven Digital Adoption Platforms (DAP) that assist users in real-time to eliminate errors and confusion. Learn to bridge the "last mile" of digital use in large organizations to turn investment into results. We unveil a roadmap to accelerate adoption and maximize value.