Key Decisions
Start with Property Management
Both business branches identified (Property Management + Brokerage/Advisory). Unanimous agreement to focus AI on Property Management first — "that's where all the data is."
Human-in-the-Loop Always
AI gets them 90% of the way — team reviews the last 10% before anything reaches a client. Multi-agent architecture with built-in checks discussed.
Investment Manager Stays Isolated
AppFolio Investment Manager contains investor PII (tax IDs, SSNs, bank accounts). Agreed to keep it completely separate from the AI platform — at least for now.
One Agent First, Then Expand
Start with a single focused AI agent, prove the value, then expand to additional use cases. Build trust through results, not promises.
Whole-Team Adoption
AI shouldn't be limited to leadership. All ~20 team members should benefit — including maintenance and property managers. Training and accessibility are key.
Proactive, Not Reactive
Matt's vision: the AI agent should already be working — surfacing insights, flagging issues, drafting letters — without waiting to be asked.
Confirmed Environment 100% cloud-based • No hosted servers • 2FA enabled
Google Workspace
Enterprise — email, calendar, file share, chat, Docs/Sheets. Well-organized Drive structure.
ConnectAppFolio PM
Property management core — leases, tenants, financials, work orders, GL/P&L. 60+ properties.
Connect via APIAppFolio IM
Investor portal — contributions, distributions, tax docs. Contains SSNs, tax IDs, bank data.
IsolatedQuickBooks Online
Additional financial tracking alongside AppFolio.
Read-OnlyCoStar
Market data and comps. Third-party, read-only reference.
No ConnectionMicrosoft Office
Excel and Word used alongside Google tools for specific workflows.
Export Only2FA Security
Google Authenticator + SMS text to cell phones across the team.
ActiveGoogle Drive
Structured by function — brokerage, accounting, property management by client.
ConnectWork Packages Organized by priority from the discovery conversation
1 Lease Intelligence
Phase 1Portfolio-wide lease tracking with AI-powered extraction. Their #1 pain point — leases across 11M+ SF are hard to track, and expirations are slipping through.
- Upload lease PDFs — AI extracts 30+ key terms (rent, dates, options, escalation, TI, insurance)
- Gantt timeline view of all leases by building, color-coded by urgency
- 18/12/6 month expiration alerts and critical lease flagging
- AI-generated renewal letters — standardized, professional, seconds not hours
- Portfolio and building-level toggle views for conference calls
- Outreach tracking pipeline (Not Started through Resolved)
2 Budget Generation
Phase 1Automated property budget creation from historical actuals. Currently a multi-hour manual task per building — they already tested this with Claude manually and it worked.
- Pull 5 years of actuals from AppFolio (income + expense)
- Weighted analysis — heavier weight on prior year, lighter on older years
- AI generates operating budget with inflationary expectations
- Human review step before finalization
- Replace Amanda's 2+ hour manual process per building
3 Delinquency Tracking
Phase 2On-demand tenant accounts receivable data — surface who owes what, flag overdue tenants, and generate collection communications.
- Pull tenant AR data from AppFolio on demand
- Flag delinquent tenants with aging breakdown
- AI-drafted collection notices with review step
- Portfolio-wide delinquency dashboard
4 Document Production
Phase 2AI-powered generation of standard CRE documents — offering memorandums, LOIs, lease abstracts. Same structure every deal, currently requires significant manual effort.
- Offering memorandums from deal data
- Letters of intent with standard templates
- Client-ready lease abstracts (formatted, professional)
- Consistent template formatting across document suite
5 Investment Analysis
Phase 2Deal underwriting reports generated from input data. Currently built from scratch each time — NOI, cap rates, amortization models, comp analysis.
- Input deal data — AI generates underwriting report
- NOI, cap rate, and amortization models
- Anomaly flagging (unusual rent rolls, unverified income)
- Consistent comp analysis formatting
6 Marketing & Outreach
Phase 3Force multiplier for Sam who handles ALL marketing solo. Drip campaigns, client touchpoints, and content that reinforces Team CORE's "client first" culture.
- New client engagement drip sequences
- Regular client touchpoints and check-ins
- Content generation aligned with Team CORE brand
- Review and approval workflow before send
Open Questions To be resolved in follow-up
AppFolio Tier — Core, Plus, or Max?
Determines whether we get API read/write access or need CSV export workarounds. Matt confirmed the Database API exists in settings.
Are they using Realm-X AI features?
AppFolio's built-in AI suite. Need to understand overlap and position Beyond AI as complementary.
Where are leases stored?
In AppFolio, Google Drive, or both? Kevin mentioned "Tyler working on that." Impacts integration approach.
Pricing alignment
Build fee + monthly retainer discussed conceptually. No specific numbers agreed — to be scoped in follow-up meeting.
Agreed Principles
👥 Client First
AI output must reflect Team CORE's culture — professional, client-centric, no shortcuts that compromise relationships.
🔒 Security by Default
Encryption, MFA, audit trails, and data isolation are non-negotiable. Investor data stays completely separate.
⚡ Prove, Then Expand
Deliver one agent that works. Build trust. Then grow. No big-bang rollout — steady, measurable value.