Hubspot

For SaaS leaders navigating long-term contracts, renewals, or recurring revenue, forecasting isn’t just about tracking current pipeline; it’s about predicting the future with structure and confidence. HubSpot’s out-of-the-box automation can’t natively generate future-dated deals, but with smart configuration, you can architect a scalable, automated system that creates these deals upfront — unlocking full visibility into multi-year revenue.

This guide is for RevOps leaders, founders, and growth teams who want to treat HubSpot like an infrastructure layer, not just a sales tool.

Why Most Deal Forecasting Fails in SaaS

SaaS businesses with usage based pricing, annual renewals, or multi-period contracts often face a core challenge:

The pipeline is always reactive.
Deals appear when something happens – not when they’re expected.

This leads to:

  • Forecast gaps (no visibility beyond the current term)
  • Poor resource planning (no projected workload or ARR model)
  • Misaligned GTM efforts (no campaigns aligned to upcoming renewal cycles)

HubSpot doesn’t create future deals by default — but you can design an automation system that does.

The Core Architecture: Key Properties You’ll Need

🎯 Custom Deal Properties

To simulate time-based deal logic, create these deal-level properties:

  • Number of Reporting Periods (Number)Total cycles (e.g., 5 for a 10-year contract with 2-year terms)
  • Time Between Reporting Periods (Number)In years, quarters, or months
  • First Reporting Period Date (Date or Calculation)Start of the contract or the first recurring milestone
  • Next Reporting Period Date (Calculated)Automatically adds the interval to the last period
  • Reporting Periods Remaining (Calculated)Decrements with each deal creation
  • Reporting Period Deal Creation Trigger (Dropdown)Manual or automated trigger to kick off workflows


Build the Recursive Workflow to Auto-Generate Deals

🧠 Workflow 1: Initial Trigger + First Deal Creation

Enrollment Trigger:

  • Deal property Reporting Period Deal Creation Trigger = Yes

Actions:

  • Create new deal with:
    • Title: [Company Name] – Reporting Period [#]
    • Date: use Next Reporting Period Date
    • Pipeline/Stage: Based on lifecycle
  • Copy key properties forward
  • Set Reporting Periods Remaining = Previous Value - 1

🔁 Workflow 2: Loop and Re-Enroll Logic

If Reporting Periods Remaining > 0, automatically re-enroll the deal in Workflow 1.

This creates a loop until all deals are generated.

Use a custom code action (Operations Hub Pro or higher) to manage:

  • Date increments
  • Preventing duplicate deals
  • Generating unique reporting period IDs

Example (Node.js):

js
CopyEdit
const lastDate = new Date(input.fields.lastReportingPeriodDate);
const intervalYears = parseInt(input.fields.timeBetweenPeriods);
lastDate.setFullYear(lastDate.getFullYear() + intervalYears);
output.fields = {
  nextReportingPeriodDate: lastDate.toISOString().split('T')[0]
};

Going Beyond Basic Automation

1. Use Smart Rules to Segment Deal Communications

Tailor internal alerts or task creation based on:

  • Next Reporting Period Date proximity
  • Deal value thresholds
  • Segment (Enterprise vs SMB)

2. Custom Objects for Contract Metadata

Track contracts as a custom object:

  • Associate deals to one contract
  • Store master info (term length, service tier, renewal rules)

This gives you better reporting and de-duped workflows.

3. Behavioral Event Triggers

Use HubSpot’s custom behavioral events (HubSpot Enterprise) to:

  • Trigger future deal prep when a customer hits usage thresholds
  • Tie product engagement to recurring billing events

Strategic Payoffs for SaaS RevOps

By building future deals up front, you unlock:

  • Forecasting AccuracyProject ARR for the next 12–36 months, even before the sales cycle restarts.
  • Capacity PlanningAllocate success/support resources ahead of workload peaks.
  • PLG AlignmentSync lifecycle emails and trials to renewal dates or revenue events.
  • Cross-Team VisibilityProduct, Finance, and CS can see the full contract lifecycle in the CRM — not just closed-won dates.

Final Notes: Operational Excellence in HubSpot

This isn’t a “nice-to-have” automation; it’s CRM infrastructure. This whole system is inspiration from idea shared by sophie costello (nbh.co)

The true power of HubSpot lies in creating scalable systems that remove manual repetition and give your team clarity. With this architecture in place, you don’t just forecast – you engineer predictable growth.

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