# Re-engage HubSpot leads with Azure OpenAI GPT-4o and Gmail: n8n workflow

> Started by a clock, and works across Gmail, HubSpot and Slack. It hands the judgement calls to Azure OpenAI.

Source: https://millionrounds.com/workflow/re-engage-hubspot-leads-with-azure-openai-gpt-4o-and-gmail (Millionrounds; every figure on the page links to its filing or article)

[Automation library](https://millionrounds.com/workflows) · [Lead generation](https://millionrounds.com/workflows?category=Lead+generation#library)

# Re-engage HubSpot leads with Azure OpenAI GPT-4o and Gmail

Started by a clock, and works across Gmail, HubSpot and Slack. It hands the judgement calls to Azure OpenAI. 11 steps, 1 branch, 1 loop or waits: a working afternoon to understand properly.

Medium Calls a model: Azure OpenAI

[Download free](https://millionrounds.com/login?next=%2Fapp%2Fworkflow%2Fre-engage-hubspot-leads-with-azure-openai-gpt-4o-and-gmail)

**11 steps** Medium: a working afternoon

**1** Branch: places the flow splits

**1** Loop or waits

**3** Services it connects to

## The flow

Starts it 1 Model 2 Logic 4 Service 4

The steps in the order they run, from what starts it.

- 1 **Daily Trigger (Every 24h)** Schedule trigger *Starts it*
- 2 **Execute Re-Engagement Follow-Up Email Body with Azure OpenAI** Lm Chat Azure Open Ai *Model*
- 3 **HubSpot: Fetch Recent Leads + Activity Fields** Hubspot *Service*
- 4 **AI: Generate Re-Engagement Follow-Up Email Body** Agent *Model*
- 5 **Filter: Lead Status = BAD_TIMING** If *Logic*
- 6 **Parse AI JSON** Code *Logic*
- 7 **Build AI Error Payload** Code *Logic*
- 8 **Batch Leads (Split In Batches)** Split In Batches *Logic*
- 9 **Gmail: Create Follow-Up Draft Email** Gmail *Service*
- 10 **Slack: Alert AI Draft Failure** Slack *Service*
- 11 **Slack: Notify Owner to Re-Engage Lead** Slack *Service*

## How it's built

- **Starts on:** A clock
- **Steps:** 11, with 1 branch, 1 loop or waits
- **Size:** Medium: a working afternoon
- **Connects to:** Gmail, HubSpot, Slack
- **Model:** Azure OpenAI

## Questions

What does it need to run?

An n8n account, plus your own Gmail, HubSpot and Slack accounts, and a key for Azure OpenAI. You connect your own accounts after importing it; none are included.

What starts it?

It starts on a clock.

Does it use AI?

Yes. It calls Azure OpenAI. Model calls are billed by the provider, not by n8n.

How long does it take to set up?

Plan an afternoon. 11 steps is enough that you should read each one before running it.

How do I import it?

Copy the workflow, open a new workflow in n8n and paste. The steps appear on the canvas, ready for your own accounts.

**Before you run it**

Nothing here has been tested by us. It is somebody's working automation, read and described from its own steps. Treat the connections it wants as a list of accounts it will touch, and read the 11 steps before you point it at anything that matters.

## Run it in n8n

- **Create your n8n account** Free to start. n8n is where the workflow runs. [Create an n8n account ↗](https://millionrounds.com/n8n)
- **Download the workflow** Free with a Millionrounds account. [Download free](https://millionrounds.com/login?next=%2Fapp%2Fworkflow%2Fre-engage-hubspot-leads-with-azure-openai-gpt-4o-and-gmail)
- **Paste it into n8n** Open a new workflow in n8n and paste. Then connect your own accounts.

Stored with the author's traces removed: canvas notes, instance identifiers, saved credential names and any live document they had left behind.

## Connects to

Each opens the other workflows that use it.

[Gmail](https://millionrounds.com/workflows?service=Gmail#library)[HubSpot](https://millionrounds.com/workflows?service=HubSpot#library)[Slack](https://millionrounds.com/workflows?service=Slack#library)

## Workflows like it

Also lead generation, with the same services where possible, closest in size first.

- [**& analyze TikTok influencers with Bright Data and Claude** 11 steps · calls a model · Gmail, Google Sheets](https://millionrounds.com/workflow/and-analyze-tiktok-influencers-with-bright-data-and-claude)
- [**AI Cold Email Machine: GPT-4o Personalized Outreach** 11 steps · calls a model · Gmail, Google Sheets](https://millionrounds.com/workflow/ai-cold-email-machine-gpt-4o-personalized-outreach)
- [**Automate lead nurturing with OpenAI and Gemini** 11 steps · calls a model · Gmail, Google Sheets](https://millionrounds.com/workflow/automate-lead-nurturing-with-openai-and-gemini)
- [**Automate lead response with OpenAI** 11 steps · calls a model · Airtable, Gmail](https://millionrounds.com/workflow/automate-lead-response-with-openai)
- [**Automate outbound lead follow-up & qualification with OpenAI** 11 steps · calls a model · Gmail, Google Sheets](https://millionrounds.com/workflow/automate-outbound-lead-follow-up-and-qualification-with-open)
- [**Automated sales leaderboard with HighLevel CRM and OpenAI** 11 steps · calls a model · GoHighLevel, Google Sheets](https://millionrounds.com/workflow/automated-sales-leaderboard-with-highlevel-crm-and-openai)
