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← Monday's Prompts

Automate Roadmap Prioritization 🚀

Turn Monday's RICE prompts into production-ready code

November 4, 2025
23 min read
📊 Product🐍 Python + TypeScript⚡ 10 → 5000 features/month

The Problem

On Monday you tested the 3 prompts in ChatGPT. Cool! You saw how extraction → validation → prioritization works. But here's reality: you can't ask your PM team to copy-paste 200 feature requests every sprint. One PM spending 3 hours manually scoring features? That's $150/sprint in labor costs. Multiply that across quarterly planning and you're looking at $7,200/year just on prioritization admin. Plus the inconsistent scoring that leads to wrong roadmap decisions.

3+ hours
Per sprint scoring features manually
45% variance
In scoring consistency across PMs
Can't scale
Beyond 10-20 features per sprint

See It Work

Watch the 3 prompts chain together automatically. This is what you'll build.

Watch It Work

See the AI automation in action

Live Demo • No Setup Required

The Code

Three levels: start simple, add reliability, then scale to production. Pick where you are.

Basic = Quick startProduction = Full featuresAdvanced = Custom + Scale

Simple API Calls

Good for: 0-100 features/month | Setup time: 30 minutes

Simple API Calls
Good for: 0-100 features/month | Setup time: 30 minutes
# Simple API Calls (0-100 features/month)
import openai
import json
import os
from typing import Dict, List, Optional
from datetime import datetime

# Set your API key
openai.api_key = os.getenv('OPENAI_API_KEY')

def automate_roadmap_prioritization(feature_request: str) -> Dict:
    """Chain the 3 prompts: extract → validate → score"""
    
    # Step 1: Extract feature data
    extraction_prompt = f"""Extract feature request details and format as JSON.
Showing 15 of 117 lines

When to Level Up

1

0-100 features/month

  • Sequential processing
  • Basic error handling
  • Manual retry on failures
  • Log to console/file
  • Single API key
Level Up
2

100-1,000 features/month

  • Exponential backoff retries
  • Batch processing (5-10 concurrent)
  • Structured logging (Winston/Python logging)
  • Rate limiting
  • Multiple API keys for failover
Level Up
3

1,000-5,000 features/month

  • Conditional routing (extract → validate → score)
  • State management across steps
  • Automatic retry with backoff
  • Parallel processing (10-50 concurrent)
  • Dead letter queue for failures
  • Monitoring dashboards
Level Up
4

5,000+ features/month

  • Specialized agents (extraction, validation, scoring, analytics)
  • Load balancing across API providers
  • Caching layer (Redis) for repeated features
  • Real-time analytics integration
  • A/B testing for prompt variations
  • Custom fine-tuned models
  • SLA monitoring and alerting

Product-Specific Gotchas

Five challenges you'll hit when automating roadmap prioritization. Here's how to handle them.

Inconsistent Feature Request Formats

Feature requests come from Slack, email, support tickets, sales calls - each with different detail levels. Your extraction prompt needs to handle all formats.

Use a preprocessing step to normalize inputs before extraction.

Solution
def normalize_feature_request(raw_input: str, source: str) -> str:
    """Normalize feature requests from different sources"""
    
    # Add source context to help LLM understand format
    context_map = {
        'slack': 'This is a casual feature request from internal Slack. May lack detail.',
        'sales': 'This is from a sales call. Focus on customer name and ARR impact.',
        'support': 'This is from support ticket. Focus on user pain and frequency.',
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Reach Estimation Without Analytics

Many feature requests lack hard user numbers. You need to estimate reach from qualitative signals like 'several customers' or 'power users want this'.

Build a reach estimation heuristic that the LLM can use.

Solution
# Reach estimation rules for LLM
REACH_HEURISTICS = """
Use these rules to estimate reach when exact numbers aren't provided:

1. Customer segment sizes:
   - Enterprise: ~50-200 users per customer
   - SMB: ~5-20 users per customer
   - Individual: 1 user per customer
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Impact Scoring Subjectivity

Impact (0.25 to 3) is subjective. Different PMs score differently. You need consistent criteria the LLM can apply.

Define clear impact tiers with examples.

Solution
IMPACT_SCORING_GUIDE = """
Score impact on a 0.25 to 3 scale:

0.25 (Minimal):
- Nice-to-have polish
- Saves < 5 min/week per user
- No competitive gap
Example: Add keyboard shortcut for rarely-used action
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Effort Estimation Accuracy

LLMs can't accurately estimate engineering effort without context on your codebase, tech stack, and team velocity. Overestimating effort kills good features.

Use historical effort data to calibrate estimates.

Solution
# Build effort calibration dataset
EFFORT_CALIBRATION = {
    'simple_ui_change': {'typical_days': 2, 'range': (1, 3)},
    'new_api_endpoint': {'typical_days': 3, 'range': (2, 5)},
    'database_migration': {'typical_days': 5, 'range': (3, 10)},
    'third_party_integration': {'typical_days': 7, 'range': (5, 15)},
    'new_major_feature': {'typical_days': 20, 'range': (15, 40)}
}
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Analytics Integration for Validation

To validate RICE scores, you need to pull real usage data. But analytics APIs (Mixpanel, Amplitude) have different schemas and rate limits.

Build a unified analytics adapter layer.

Solution
from typing import Protocol, Dict
import httpx

class AnalyticsProvider(Protocol):
    """Protocol for analytics integrations"""
    async def get_active_users(self, segment: str = None) -> int:
        ...
    
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Adjust Your Numbers

500
105,000
5 min
1 min60 min
$50/hr
$15/hr$200/hr

❌ Manual Process

Time per item:5 min
Cost per item:$4.17
Daily volume:500 items
Daily:$2,083
Monthly:$45,833
Yearly:$550,000

✅ AI-Automated

Time per item:~2 sec
API cost:$0.02
Review (10%):$0.42
Daily:$218
Monthly:$4,803
Yearly:$57,640

You Save

0/day
90% cost reduction
Monthly Savings
$41,030
Yearly Savings
$492,360
💡 ROI payback: Typically 1-2 months for basic implementation
📊

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2026 Randeep Bhatia. All Rights Reserved.

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