SALES

Win-Back Campaign for Aged Closed-Lost Opportunities

On demand, it gathers closed-lost deals older than a chosen age, researches each account for a fresh reason to reconnect.

CategorySales
Enginesim
Difficultyadvanced
Triggermanual
Steps5
Setup~25 min

How it runs

The automated pipeline, trigger to output.

  • TriggerManual run for a chosen segment
  • ActionPull aged closed-lost deals from HubSpotHubSpotHubSpot
  • ActionResearch a fresh trigger event per accountPerplexityPerplexity
  • ActionDraft event-anchored win-back emailOpenAI
  • OutputCreate draft in rep's Outlook draftsOutlook

What it does

Resurrects deals you already gave up on. When kicked off, it pulls closed-lost HubSpot opportunities past a minimum age, runs a quick web check on each account for a new trigger (funding, hiring, leadership change, product launch), and drafts a tailored win-back email that leads with that fresh reason rather than a generic 'just checking in.' Each draft lands in the rep's Outlook drafts folder ready to personalize and send.

When to use it

Use it when the new-logo pipeline is thin and your closed-lost pile is the cheapest source of warm-ish prospects. Timing on a real company event makes a cold re-open feel relevant instead of desperate.

How it works

  1. 1A manual run kicks off the campaign for a chosen segment.
  2. 2Closed-lost deals older than the age threshold are pulled from HubSpot.
  3. 3A web research step finds a recent trigger event per account.
  4. 4An LLM drafts a win-back email anchored on that event and the original loss reason.
  5. 5Each draft is created in the rep's Outlook drafts folder for review.

Set it up

What you configure once, before turning it on.

  1. 1
    Connect HubSpotCRM, deals, marketing, support.
  2. 2
    Connect PerplexitySearch-grounded answers with citations.
  3. 3
    Connect OpenAIModels, embeddings, files.
  4. 4
    Connect OutlookMail, calendar, contacts.
  5. 5
    Set each agent's modelWe leave models unset so you pick the tier — fast + cheap, or top-quality.
  6. 6
    Tune it to your dataEdit the prompts, filters, and field mappings so it matches how your team works.
  7. 7
    Test, then turn it onRun once against a sample, confirm the output, then enable the trigger.

Run this workflow in your colony.

14-day trial. No DevOps. No Sales call. Provisioned in under a minute.