Watch every deal. Act on the unhealthy ones.

Ollie finds the next action that keeps the deal moving between meetings. Ollie uses deal context, past conversations, open tasks, and agreed next steps to identify what should happen next.

That next step could be sending the promised follow-up, booking the next meeting, asking the Paper Process question, looping in a stakeholder, or updating the deal after a buyer reply. Whichever it is, Ollie drafts it and posts it to the rep in Slack or Teams.

Ollie finds deals that have gone cold: no meaningful activity for long enough that the opportunity needs a new reason to restart the conversation.

Meaningful activity means emails sent or received, calls or meetings logged, deal updates, or buyer-initiated contact. Internal notes and passive system updates do not count. A deal can still be stale even if someone updated a CRM field.

For each stale deal, Ollie prepares a re-engagement angle from the deal context and attaches a draft email for the rep to review.

Ollie finds qualification fields that are still empty in stages where they should already be locked. Common examples include Paper Process missing in Negotiation, or a deal entering Proof of Value before the rep has confirmed who owns the final buying decision.

Ollie is stage-aware. Instead of just flagging missing data, Ollie drafts the question that should be asked next, using the right stakeholder and deal context.

Ollie flags a deal-health drop the day the score crosses the line, then stays silent until something changes.

The score combines six weighted criteria covering engagement, deal movement, fit, risk, financial signals, and recent interaction momentum. Customer-sourced data weighs more than internal data. What the buyer does counts for more than what the rep types into a field.

When the alert lands, the rep sees which criteria drove the drop and where the recovery work sits.

Ollie catches deals that are nearing their close date with blockers still unresolved. Ollie checks the deal record, recent conversations, and open next steps, then lays out what could stop the deal from closing on time.

The deal owner gets the blockers, the context behind them, and a suggested action for each. The rep can work through the list or push the close date with eyes open instead of letting it slip silently.