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Tuff Flips Roadmap 2025-2026

Complete development timeline from MVP to Enterprise AI


Executive Summary

Phase Timeline Investment Key Deliverables
Phase 1: MVP Jan-Mar 2026 $25-40K Core calculators, AI scoring, authentication
Phase 2: Growth Apr-Jul 2026 $30-45K Video integration, RAG Q&A, natural language
Phase 3: Advanced Aug-Dec 2026 $35-50K Vision AI, document OCR, automation
Phase 4: Autonomous 2027 $40-60K AI agents, portfolio optimization

Total Investment: $130-195K over 18 months Target MRR: $500K+ by end of Phase 4


Development Timeline

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This Gantt chart spans 18 months with 18 features. For best readability, view on a desktop browser or rotate your mobile device to landscape mode.

gantt title Tuff Flips Development Roadmap 2026-2027 dateFormat YYYY-MM-DD todayMarker off section Phase 1: MVP Core Calculators :a1, 2026-01-01, 60d AI Deal Scoring :a2, 2026-02-01, 45d Form Assistant :a3, 2026-02-15, 30d Ask Cameron RAG :a4, 2026-03-01, 45d User Auth + Stripe :a5, 2026-01-15, 75d section Phase 2: Growth Video Integration :b1, 2026-04-01, 45d Buy Box Matching :b2, 2026-04-15, 45d Natural Language Entry :b3, 2026-05-01, 45d Property Evaluation AI :b4, 2026-05-15, 45d Deal Alerts :b5, 2026-06-01, 30d Document OCR :b6, 2026-06-15, 45d AI Offer Letters :b7, 2026-07-01, 30d section Phase 3: Advanced Photo Repair Estimation :c1, 2026-08-01, 60d Negotiation Assistant :c2, 2026-09-01, 45d Lender Matching :c3, 2026-10-01, 45d Voice Notes :c4, 2026-10-15, 30d Tax Impact Analysis :c5, 2026-11-01, 45d Pipeline Management :c6, 2026-11-15, 45d section Phase 4: Autonomous Deal Sourcing Agent :d1, 2027-01-01, 90d Full AI Underwriting :d2, 2027-03-01, 90d Portfolio Optimizer :d3, 2027-05-01, 90d

Phase 1: MVP (Jan-Mar 2026)

Goal: Core deal analysis with Cameron's methodology built in

Core Features

Feature Description Status Tier
Flip Calculator 70% Rule, MAO, profit analysis ✅ Planned Free
BRRRR Calculator Full refinance strategy analysis ✅ Planned Free
Rental Calculator Cash flow, CoC, Cap Rate ✅ Planned Free
AI Deal Scoring Green/Yellow/Red + explanations ✅ Planned Solo+
Form Assistant Context-aware field tips + video links ✅ Planned Solo+
Ask Cameron RAG Natural language Q&A (3,268 chunks) ✅ Planned Solo+

AI Features (Phase 1)

graph TB subgraph "MVP AI Stack" direction TB Input[Deal Numbers] --> Scoring[AI Deal Scoring] Scoring --> Output["🟢 GREEN (85)
Strong Deal"] Output --> Why[Why This Score] Why --> Video["📹 Watch Cameron
explain this"] Question[User Question] --> RAG[Ask Cameron] RAG --> Answer[Methodology Answer] Answer --> Citation[Video Source] end style Output fill:#22c55e,color:#fff style Video fill:#3b82f6,color:#fff

Technology Stack (Phase 1)

Component Technology Purpose
Frontend Bubble.io No-code UI, rapid iteration
AI Backend FastAPI + Python Deal scoring, RAG
LLM Claude API Explanations, Q&A
Vector DB Qdrant (768-dim) 3,268 video chunks
Auth Clerk User management
Payments Stripe Subscriptions

Phase 2: Growth (Apr-Jul 2026)

Goal: Full Cameron methodology integration + intelligent automation

Feature Matrix

Feature Description Competitor Status Tier
Video Integration 32 Skool videos at field level UNIQUE Solo+
Buy Box Matching AI learns investor preferences UNIQUE Pro+
Natural Language Entry "3/2 in Cleveland for 80k..." UNIQUE Pro+
Property Evaluation Auto-populate from address PropStream has basic Solo+
Deal Alerts Buy box match notifications PropStream, Privy Solo+
Document OCR Contract/MLS data extraction DocSumo basic Pro+
AI Offer Letters Draft offers from deal data UNIQUE Pro+

Learning AI System

sequenceDiagram participant U as User participant AI as Cam AI participant BB as Buy Box participant Alerts as Alert System U->>AI: Analyze deals over time AI->>BB: Learn preferences (location, price, strategy) BB->>BB: Build pattern model Note over BB: "Prefers Cleveland 44105
3bd/2ba under $100K
Min 20% CoC" BB->>Alerts: Configure filters Alerts->>U: 🔔 New match: 123 Main St
Score: 89/100

Data Integrations

Provider Purpose Est. Cost
PropStream API Property data, comps $99-149/mo
BatchData Skip tracing, owner info Pay-per-lookup
Vimeo Video hosting $75/mo

Phase 3: Advanced (Aug-Dec 2026)

Goal: Vision AI, document intelligence, full workflow automation

Feature Matrix

Feature Description Technology Tier
Photo Repair Estimation Upload photos → rehab estimate GPT-4V / Claude Vision Team
Negotiation Assistant Strategy based on deal analysis Claude + deal context Pro+
Lender Matching Match deals to optimal financing Rule engine + AI Pro+
Voice Notes Speak deal details while driving Whisper API Pro+
Tax Impact Analysis 1031, depreciation scenarios Financial modeling Team
Pipeline Management AI-prioritized deal pipeline Scoring + automation Pro+

Vision AI Architecture

flowchart TB subgraph "Input" P[📸 Property Photos] D[Property Details] M[Local Cost Data] end subgraph "Vision AI Analysis" V[Condition Detection] S[Scope Identification] C[Cost Calculation] end subgraph "Output" E["Estimated Rehab: $38,500
Confidence: 75%
Range: $32K - $45K
• Kitchen: $12K
• Bath: $8K
• Flooring: $6K"] end P --> V --> S --> C --> E D --> C M --> C style E fill:#22c55e,color:#fff

Detection Capabilities

Item Detection Method Accuracy Target
Kitchen cabinets Visual condition scoring ±20%
Bathroom fixtures Age/style detection ±25%
Flooring Type + wear analysis ±15%
Paint condition Surface analysis ±10%
Roof (exterior) Shingle wear patterns ±30%
HVAC unit Age estimation if visible ±20%

Phase 4: Autonomous (2026)

Goal: AI agents that source, analyze, and recommend deals autonomously

Autonomous Features

Feature Description AI Level Tier
Deal Sourcing Agent Scan MLS, foreclosures, wholesale lists Autonomous Team
Full AI Underwriting Complete deal analysis without human input Autonomous Team
Portfolio Optimizer Rebalancing recommendations Predictive Team

Agent Architecture

graph TB subgraph "Data Sources" MLS[MLS Listings] FC[Foreclosures] WH[Wholesaler Blasts] TAX[Tax Delinquencies] end subgraph "Deal Sourcing Agent" Scan[24/7 Scanning] Filter[Buy Box Filter] Score[AI Scoring] Rank[Priority Ranking] end subgraph "User Interface" Dash["🔔 3 New Matches
• 123 Main: Score 92
• 456 Oak: Score 87
• 789 Elm: Score 84"] Action[One-Click Analysis] end MLS & FC & WH & TAX --> Scan Scan --> Filter --> Score --> Rank Rank --> Dash --> Action style Dash fill:#22c55e,color:#fff

AI Evolution Summary

graph LR subgraph "Phase 1" A1[Rule-Based
Scoring] A2[RAG Q&A] end subgraph "Phase 2" B1[Learning AI
Buy Box] B2[Natural
Language] end subgraph "Phase 3" C1[Vision AI
Photos] C2[Document
Intelligence] end subgraph "Phase 4" D1[Autonomous
Agents] D2[Predictive
Analytics] end A1 --> B1 --> C1 --> D1 A2 --> B2 --> C2 --> D2 style D1 fill:#22c55e,color:#fff style D2 fill:#22c55e,color:#fff
Phase AI Capability Key Technology
1 MVP Deal scoring + RAG Q&A Claude API + Qdrant
2 Growth Learning + Natural Language Fine-tuning + embeddings
3 Advanced Vision + Document GPT-4V + OCR models
4 Autonomous Agents + Prediction Multi-agent orchestration

Pricing by Phase

Pricing Evolution

graph LR subgraph "Phase 1 Launch" L1["Free: $0"] L2["Solo: $99"] L3["Pro: $199"] L4["Team: $399"] end subgraph "Phase 4 Scale" S1["Free: Trial"] S2["Solo: $149"] S3["Pro: $299"] S4["Team: $599"] S5["Enterprise: Custom"] end L2 -->|"+$50"| S2 L3 -->|"+$100"| S3 L4 -->|"+$200"| S4 style S2 fill:#22c55e,color:#fff style S3 fill:#22c55e,color:#fff style S4 fill:#22c55e,color:#fff style S5 fill:#6366f1,color:#fff

Why prices increase: As AI features mature (Vision AI, Agents), the value delivered increases significantly. Early adopters locked in at lower rates.

Launch Pricing (Phase 1)

Tier Price Deals/Month AI Features
Free $0 3 Basic tips only
Solo $99/mo Unlimited Full scoring + RAG
Pro $199/mo Unlimited + Document OCR
Team $399/mo Unlimited + Vision AI beta

Scale Pricing (Phase 4)

Tier Price Key Features
Free $0 7-day trial
Solo $149/mo Core AI suite
Pro $299/mo + Automation + OCR
Team $599/mo + Vision + Agents
Enterprise Custom White-label + API

Integration Roadmap

graph TB subgraph "Phase 1 - MVP" P1A[Stripe] P1B[Clerk Auth] P1C[Qdrant] P1D[Claude API] end subgraph "Phase 2 - Growth" P2A[PropStream API] P2B[BatchData] P2C[Vimeo] P2D[Whisper API] end subgraph "Phase 3 - Advanced" P3A[GPT-4V / Claude Vision] P3B[Document OCR] P3C[Plaid Financials] end subgraph "Phase 4 - Autonomous" P4A[MLS Direct] P4B[Lender APIs] P4C[DocuSign] P4D[QuickBooks] end App((Tuff Flips)) --> P1A & P1B & P1C & P1D App --> P2A & P2B & P2C & P2D App --> P3A & P3B & P3C App -.-> P4A & P4B & P4C & P4D

Success Metrics

Metric Phase 1 Phase 2 Phase 3 Phase 4
Users 100 500 2,000 10,000
MRR $5K $25K $100K $500K
Deals Analyzed 1K 10K 50K 250K
AI Accuracy ±15% ±12% ±10% ±5%
Time Saved/Deal 30 min 45 min 60 min 90 min
NPS Score 30+ 40+ 50+ 60+
Churn <10% <8% <5% <3%

Investment Summary

Phase Development Infrastructure Data/APIs Total
Phase 1 $20-30K $2-5K $3-5K $25-40K
Phase 2 $22-35K $3-5K $5K $30-45K
Phase 3 $25-40K $5K $5K $35-50K
Phase 4 $30-45K $5-10K $5K $40-60K
Total $97-150K $15-25K $18-20K $130-195K

Risk Assessment

Risk Impact Mitigation
AI accuracy below target HIGH Extensive testing, human fallback
PropStream API cost increase MEDIUM Multi-provider strategy
Bubble.io limitations MEDIUM Custom backend ready
Vision AI not reliable MEDIUM Phase 3 is optional enhancement
Market downturn LOW Tool remains valuable for analysis


Roadmap subject to change based on user feedback and market conditions

Last Updated: December 2025