Overview
Property technology companies face a unique challenge: their customers—property managers, real estate agents, and landlords—demand both powerful analytics and seamless operational efficiency. Through two distinct engagements, I delivered solutions that transformed how PropTech companies understand customer health and accelerate revenue growth.
This case study explores two complementary projects:
- PropFlow CX Churn & Retention Analytics: Built a sophisticated analytics dashboard to predict churn, understand retention drivers, and unlock training revenue opportunities
- Real Estate Portfolio AI Pipeline: Implemented intelligent automation to qualify leads, accelerate deals, and optimize sales team performance
Project 1: PropFlow Churn & Retention Analytics
The Challenge
PropFlow, a leading property management software platform, faced a common SaaS challenge: understanding why customers churned and how to prevent it. Their customer success team needed data-driven insights to:
- Identify at-risk customers before they churned
- Understand engagement patterns that correlated with long-term retention
- Prioritize interventions for maximum impact
- Quantify revenue opportunities from improved customer health
Without a centralized analytics system, the team relied on anecdotal evidence and reactive support tickets—missing early warning signs and struggling to scale their retention efforts.
Approach: Building a Predictive Analytics Dashboard
I was brought in as a consultant to design and build a comprehensive churn analytics solution. The engagement focused on rapid delivery of actionable insights through an interactive dashboard.
Discovery & Data Strategy
First, I worked with the PropFlow team to understand their customer lifecycle:
- Data Sources: Integrated product usage logs, customer profile data, support tickets, billing events, and feature adoption metrics
- Customer Segmentation: Defined cohorts based on property portfolio size, subscription tier, and onboarding date
- Success Metrics: Established clear definitions of churn, active engagement, and customer health
The key question: What behaviors separate customers who thrive from those who churn?
Analytics Implementation
I built a Dash-based analytics dashboard with four core modules:
1. Churn Prediction Models
- Developed machine learning models to score churn risk for every customer
- Incorporated behavioral signals: login frequency, feature usage depth, support interaction patterns
- Generated weekly risk scores with confidence intervals
2. Cohort Analysis
- Created retention curves showing how different customer cohorts performed over time
- Identified the "magic moment" where customers became sticky
- Tracked month-over-month cohort health trends
3. Customer Health Scores
- Built composite health scores combining engagement, support sentiment, and billing status
- Color-coded risk levels (red/yellow/green) for at-a-glance triage
- Drill-down capability to investigate individual account health
4. Engagement Metrics & Event Analysis
- Analyzed correlation between specific product events and retention outcomes
- Tracked feature adoption rates across customer segments
- Identified usage patterns that predicted long-term success
Key Findings
The analytics revealed several critical insights:
1. The 30% At-Risk Discovery
Approximately 30% of the active customer base showed warning signs of potential churn—far higher than the team had estimated. This quantification allowed PropFlow to:
- Right-size their customer success team
- Prioritize outreach by risk score
- Allocate resources to high-impact interventions
2. The 6+ Event Retention Threshold
Customers who engaged with 6 or more distinct product events during their first month showed dramatically higher retention rates. This became a north star metric for onboarding:
- Redesigned onboarding flows to guide users toward these critical events
- Created automated email campaigns celebrating milestone achievements
- Empowered CS team to proactively encourage feature exploration
3. Training Revenue Opportunity
The data revealed that customers who attended training sessions or consumed educational content had significantly better health scores. This insight unlocked a new revenue stream:
- Developed paid training programs for advanced features
- Created certification programs for power users
- Positioned training as both a retention tool and monetization opportunity
Impact
The churn analytics dashboard delivered measurable business value:
- Proactive Intervention: Customer success team shifted from reactive to proactive, contacting at-risk customers before they considered churning
- Improved Retention: Focused efforts on the 6+ event threshold improved early-stage retention metrics
- Revenue Protection: Identifying at-risk customers early protected significant annual recurring revenue
- Operational Efficiency: Automated health scoring reduced manual customer analysis time by 40%+
- Strategic Insights: Data-driven understanding of retention drivers informed product roadmap priorities
The dashboard became a daily tool for the customer success, product, and executive teams—transforming how PropFlow understood and served their customers.
Project 2: Real Estate Portfolio Sales Pipeline AI
The Challenge
A real estate portfolio company managing high-value commercial properties struggled with an inefficient sales process. Their challenge was threefold:
- Lead Qualification Bottleneck: Sales reps spent hours manually researching and scoring inbound leads, delaying response times
- Inconsistent Pipeline Management: Deals progressed unpredictably through stages with limited visibility into what moved deals forward
- Forecasting Uncertainty: Leadership lacked reliable data on which deals would close and when, hampering resource planning
The manual, spreadsheet-driven process couldn't scale as deal volume grew.
Approach: AI-Powered Pipeline Intelligence
I designed and implemented a comprehensive AI workflow system that automated key stages of the sales pipeline while augmenting human decision-making.
System Architecture
The solution integrated three AI-powered capabilities:
1. Intelligent Lead Qualification
- Automated Enrichment: AI agents pulled company data, property portfolio details, and firmographic information for every inbound lead
- Smart Scoring: Machine learning model scored leads based on fit (company size, property types, budget indicators) and intent (website behavior, content engagement)
- Priority Routing: High-scoring leads automatically routed to senior reps; lower-scoring leads entered nurture workflows
2. Deal Progression Automation
- Stage-Based Workflows: Configured AI agents to trigger actions when deals moved between stages (e.g., send contract templates when deal reaches "Negotiation")
- Activity Tracking: Automatically logged email interactions, meeting notes, and document exchanges into CRM
- Next-Step Suggestions: AI recommended next actions based on similar closed deals (e.g., "Schedule property tour" or "Share case study")
3. Predictive Analytics & Forecasting
- Close Probability Models: Trained models on historical deal data to predict likelihood of closing within 30/60/90 days
- Deal Health Monitoring: Flagged deals that stalled or showed warning signs (e.g., declining engagement, prolonged silence)
- Revenue Forecasting: Generated weighted pipeline forecasts by stage and probability
Key Features
AI Lead Scoring Engine
The qualification system evaluated leads across multiple dimensions:
- Fit Score: Company size, industry vertical, property portfolio alignment
- Intent Score: Website behavior, content downloads, demo requests
- Urgency Score: Timeline indicators, competitive pressure signals
Reps received a unified score with explanations: "High priority: Enterprise client seeking immediate vendor transition. Budget authority confirmed."
Automated Pipeline Workflows
Pre-configured workflows handled routine tasks:
- Send welcome email when lead enters pipeline
- Schedule follow-up reminders based on last contact date
- Generate proposal documents using templates + CRM data
- Alert manager when high-value deal goes 7+ days without activity
Intelligent Deal Insights
The dashboard provided AI-generated insights:
- "Similar deals closed 23% faster when property tour happened in week 2"
- "This stakeholder typically requires 3+ touchpoints before committing"
- "Competitor XYZ active in this account—consider accelerating timeline"
Impact
The AI-powered pipeline system transformed sales operations:
Conversion Rate Increase
- Faster Response Times: Lead qualification reduced from 2+ hours to under 15 minutes, enabling same-day outreach
- Better Targeting: AI scoring helped reps focus on highest-potential opportunities, improving lead-to-opportunity conversion by 25%+
- Personalized Outreach: Enriched lead data enabled contextual, relevant first conversations
Sales Cycle Reduction
- Eliminated Friction: Automated workflows removed manual data entry and administrative tasks
- Optimized Sequencing: AI recommendations guided reps through the most effective deal progression path
- Reduced Stall Time: Proactive alerts prevented deals from languishing in pipeline stages
Sales Team Efficiency
- Capacity Increase: Each rep handled 30% more deals without adding headcount
- Focus on High-Value Activities: Reps spent 60% more time in buyer conversations vs. administrative work
- Improved Forecast Accuracy: Leadership gained reliable 90-day revenue visibility, enabling better resource allocation
The pipeline intelligence system became the central nervous system of the sales organization—not replacing human judgment, but amplifying it with data-driven insights and automation.
Cross-Project Learnings
Both projects reinforced several key principles:
1. Data is Only Valuable When Actionable
Neither the PropFlow dashboard nor the pipeline AI succeeded because of sophisticated algorithms—they succeeded because they drove specific actions:
- PropFlow CS team knew exactly which customers to call and why
- Real estate sales reps received clear next-step recommendations
The best analytics answer "so what?" immediately.
2. Adoption Requires Embedded Workflows
Both solutions integrated into existing tools (PropFlow dashboard became daily check-in; AI insights lived in CRM). Standalone systems, no matter how powerful, get ignored.
3. Early Wins Build Momentum
I prioritized quick wins in both projects:
- PropFlow: At-risk customer list generated week 1
- Real estate: Lead scoring live within 2 weeks
Early value built trust and stakeholder buy-in for deeper features.
4. Continuous Learning Loops
Both systems improved over time:
- PropFlow models retrained monthly with new churn/retention data
- Pipeline AI incorporated feedback from reps on lead quality and deal outcomes
Static solutions decay; learning systems compound.
Technical Approach
While focused on business outcomes, both projects required thoughtful technical execution:
PropFlow Dashboard Stack
- Framework: Python + Dash for interactive analytics
- Data Pipeline: Automated ETL from multiple sources (product database, support tickets, billing)
- ML Models: Scikit-learn for churn prediction, feature importance analysis
- Deployment: Hosted on Vercel with scheduled data refreshes
Real Estate AI Pipeline Stack
- AI Orchestration: Custom workflow engine coordinating multiple AI agents
- Lead Enrichment: Integration with data providers (Clearbit, ZoomInfo, etc.)
- CRM Integration: Bi-directional sync with Salesforce (could be HubSpot, etc.)
- Predictive Models: Historical deal data trained models for close probability
Conclusion
PropTech operates at the intersection of real estate's complexity and technology's potential. These projects demonstrated that the right analytics and AI—focused on clear business problems—can transform how companies retain customers and accelerate revenue.
The PropFlow engagement proved that churn is predictable and preventable when you have the right data. The real estate portfolio work showed that AI can make sales teams dramatically more efficient without replacing human expertise.
Both projects underscore a core belief: the best product work in analytics and AI doesn't showcase technical sophistication—it delivers business results that stakeholders can see and measure.