With just four months until Windows 10 reaches end of life on October 14, 2025, businesses must accelerate their migration plans. This follow-up article provides practical guidance on finalizing hardware strategies, conducting pilot deployments, preparing users through training, and developing contingency plans. We answer the top 5 questions about migration costs, disruption, legacy application compatibility, potential deadline extensions, and options for businesses that can’t complete migration in time. Special considerations for regulated industries and opportunities to enhance your technology environment during migration are also covered. The time for action is now to ensure your business remains secure and compliant beyond the October deadline.