Map procurement, security, and legal review durations backward from the renewal date, then create milestones for evaluation, trials, approvals, and purchase orders. Alerts should reference these checkpoints, notify collaborators, and surface blockers early, turning deadlines into manageable steps instead of last‑minute scrambles and weekend heroics.
Deliver alerts by email, chat, mobile push, and calendar invites, with quiet hours and time‑zone sensitivity. Include deep links to contracts, usage metrics, vendor contacts, and decision notes, so recipients can act immediately without switching tools or hunting context across scattered systems.