The agent tracks a set of deal health signals for every active opportunity: days since last contact (email, call, or meeting), stage progression velocity (how long the deal has been in the current stage vs. average), email engagement decay (are the contacts opening and responding less frequently than before), number of active stakeholders engaged (single-threaded vs. multi-threaded), competitive intelligence activity at the account (intent spikes for competitor categories), and rep activity patterns (when did the rep last add a note or log a call). Each signal is weighted by its historical correlation with deal loss.

Different risk types require different interventions. A stalled deal where the champion went quiet calls for a different response than a deal where the economic buyer was never introduced. The agent classifies each risk by type: engagement drop (champion disengaged), process stall (deal is stuck at a stage gate for too long), competitive risk (a competitor has been tagged and there's been no recent contact), executive alignment risk (economic buyer not yet engaged), and data gap risk (key deal fields like close date or decision criteria are blank). Each risk type has a recommended next action and urgency level.

A deal risk alert on day 2 of a stage is noise. An alert on day 18 when average stage duration is 11 days is actionable. The agent calibrates alert timing to the deal's historical context and the urgency level of the specific risk signal. Reps receive individual deal alerts in their workflow (Slack, email, or CRM task). Managers receive a weekly pipeline health digest showing which deals on their team are high-risk and why. The alert system is designed to create the right amount of urgency — not to create alert fatigue that causes reps to ignore everything.

A risk alert is only valuable if it produces an action that changes the deal trajectory. The agent tracks whether the recommended intervention was taken, and updates the risk score in real time as the deal situation changes: if the rep sends the re-engagement email and the champion responds within 24 hours, the engagement risk drops. If 5 days pass with no action and no response, the risk score increases and a manager escalation is triggered. The system rewards intervention and escalates inaction — producing accountability without requiring manual pipeline review calls.