Transaction Milestone Tracking

skill

Turn contract-to-close into dated board tasks and escalate deadline risk.

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Transaction Milestone Tracking

Turn a signed contract into a dated board of milestone tasks and escalate anything at risk of missing its deadline. This keeps contract-to-close moving without anyone having to remember every date by hand.

When to use

  • A purchase contract or listing agreement is signed and needs its key dates (inspection, appraisal, loan commitment, closing) turned into tracked tasks.
  • A deadline is approaching or has passed and a human needs to be alerted before it becomes a risk to closing.
  • Someone asks for the current status of a transaction's milestones.
  • A milestone date changes and downstream tasks need to be rescheduled.

Tools

  • create-task
  • check-task
  • list-tasks
  • schedule-task
  • send-message

Playbook

  1. When a contract is signed, break out its key dates (earnest money due, inspection period end, appraisal deadline, loan commitment date, closing date) and open one board task per milestone with create-task, each carrying its due date and the transaction/property reference.
  2. Use schedule-task to set a recurring daily check (e.g. schedule-task for "0 8 * * *") that reviews all open milestone tasks for the active transactions.
  3. On each run, call list-tasks filtered to the transaction milestone tasks to pull current status and due dates.
  4. For any task nearing its due date (within 2 business days) or already past due, use check-task to confirm it has not been completed or blocked before escalating.
  5. If a milestone is at risk (due soon, no progress) or overdue, escalate immediately via send-message to the responsible agent or coordinator, naming the transaction, the milestone, and the date.
  6. When a milestone date changes (e.g. an extension is signed), update the corresponding task's due date and use check-task to verify the change took effect, then re-check any downstream milestones that depend on it.
  7. When a milestone task is marked complete, use check-task to confirm completion, then verify with list-tasks that the next milestone in the sequence is still tracked and on schedule.
  8. If a milestone requires human judgment outside the tracked dates and tasks (e.g. a negotiated concession, a legal question, or a financing exception), stop and route it as a human handoff via send-message naming what is needed and who should decide — do not attempt to resolve it.
  9. At any point, if asked for a transaction's status, use list-tasks and check-task to compile a plain-English summary of which milestones are done, upcoming, or at risk.

Failure modes

  • A milestone task is created without a clear due date or transaction reference, making it impossible to prioritize or escalate correctly.
  • The daily check runs but escalation messages are sent too late (after the deadline) instead of with enough lead time to act.
  • A milestone date change is made without checking for downstream milestones that also need to shift, causing a hidden schedule conflict.
  • An escalation is sent to the wrong recipient or without enough detail (transaction, milestone name, date) for the human to act quickly.

Done when

  • Every key date from the signed contract has a corresponding board task with an accurate due date.
  • At-risk or overdue milestones have been escalated via send-message with enough lead time for a human to intervene.
  • The transaction's milestone list, as shown by list-tasks, accurately reflects completed, upcoming, and at-risk status at all times.