Milestones Dashboard

Executive summary of all project milestones from P0 through P5, with target dates, exit criteria, and current status.

Milestones Table

ID

Phase

Start Date

Target Date

Exit Criteria (Definition of Done)

Owner

Status

Blockers / Dependencies

M1

P0

Jan 1, 2026

✅ Jan 20, 2026

ConstructiVision runs in VM on legacy machine; dry run successful in AutoCAD 2000; Upgraded Jan 27: Proxmox VM + Tailscale

@chadw

🟢 Green

None

M1.5

P1 Analysis

Jan 1, 2026

✅ Jan 20, 2026

Build artifacts archived; installer analysis complete; architecture decisions documented

@chadw

🟢 Green

None

M1.6

P1 Infra

Jan 21, 2026

✅ Jan 29, 2026

Proxmox VM migration; Tailscale remote access; SSH configured (ssh xp-103, ssh xp-111); GSC customer access ready

@chadw

🟢 Green

None 🆕

M2

P1 Installer

Feb 13, 2026

Mar 31, 2026

WiX installer GA release; Windows compatibility matrix (XP, Vista, 7, 10x32, 10x64); >95% success rate

@chadw

🟢 GREEN

✅ Win10 compatibility COMPLETE (Feb 13). ✅ Auto-config script working. ✅ v3.60 source recovery COMPLETE (Feb 16) — 3 crash paths fixed, 12 missing modules restored, TB11-01x32 build deployed to 4 VMs with nightly auto-pull. ✅ Win10 x64 COM fix COMPLETE (Feb 17) — both x32 and x64 crash-free, drawings loading. ⚠️ Bug fixing & output quality validation in progress. WiX development NOW ACTIVE.

M2.5

P1 Integration

Apr 1, 2026

Apr 30, 2026

Bug fixing & quality validation complete; Output quality verified on both x32 and x64; WiX installer tested on both architectures; Stable baseline for design phase

@chadw

⏳ Not Started

M2 (WiX x32) complete; quality validation ongoing

M3

P2 Design

May 1, 2026

May 30, 2026

UI/UX review complete; code refactoring done; documentation suite complete

@chadw

⏳ Not Started

M2.5 (Integration) complete; design review TBD

M4

P3 Security

Jun 1, 2026

Sep 30, 2026

Security audit passed; multi-version testing (2024, 2025, 2026); ADN membership active

@chadw

⏳ Not Started

AutoCAD 2026 access required; depends on M3

M4.5

P3 Security

Sep 1, 2026

Sep 30, 2026

.bundle format migration complete; ready for code signing

@chadw

⏳ Not Started

M4 (Security audit) complete

M5

P4 Release

Oct 1, 2026

Nov 30, 2026

App Store submission complete; awaiting review

@chadw

⏳ Not Started

M4.5 (.bundle) complete; ADN membership; EULA/docs ready

M6

P4 Release

Nov 1, 2026

Dec 31, 2026

EV code signing applied; dual distribution live (direct + App Store); owner demo complete

@chadw + Web Dev

⏳ Not Started

M5 (App Store); web developer hire

M7

P5

Jan 1, 2027

Jun 30, 2027

AI enhancements: auto-fill forms + “EZ Button” panel book generation with integrated tests

TBD (AI/Dev)

⏳ Not Started

Depends on M6; staffing TBD

M8

Release

Dec 1, 2026

Dec 15, 2026

White Cap partner/demo rollout ready; World of Concrete 2027 (Jan 19–21) demo-ready by Dec 15 freeze

@chadw

🟡 Yellow

Depends on M6; marketing plan TBD

Status Legend

Symbol

Meaning

🟢 Green

On track; no blockers

🟡 Yellow

At risk; minor blockers or timeline pressure

🔴 Red

Blocked; cannot proceed without intervention

⏳ Not Started

Awaiting upstream completion

Key Dependencies

  • M1 → M1.5: P0 baseline → Analysis & Setup phase

  • M1.5 → M2: Analysis complete → Installer Development (4 weeks)

  • M2 → M2.5: Installer GA → Integration & Bug Fixing (4 weeks)

  • M2.5 → M3: Integration complete → Design Improvement phase

  • M3 → M4: Design complete → Security & Testing phase

  • M4 → M4.5: Security audit → .bundle migration

  • M4.5 → M5: .bundle complete → App Store submission

  • M5 → M6: App Store submitted → Final Release & Demo

  • M6 → M7: Release complete → Web/AI development (P5)

  • M6 → M8: P4 release must be ready by Dec 15, 2026 freeze for World of Concrete 2027 (Jan 19–21, 2027) demo

Critical Path (Updated Feb 16, 2026)

Win10 x64 COM fix COMPLETE. Both x32 and x64 crash-free. Bug fixing & output quality validation next. WiX development ACTIVE.

M1 (P0) ✅ Jan 1-20, 2026
  ↓
M1.5 (Analysis & Setup) ✅ Jan 1-20, 2026
  ↓
M1.6 (Proxmox Infrastructure) ✅ Jan 21-29, 2026
  ├── Tower → Proxmox VM migration
  ├── Tailscale VPN configured
  └── SSH configured (Bitvise) → 6 VMs
  ↓
P1 Analysis Phase ✅ COMPLETE Feb 13, 2026
  ├── ✅ CV3.60 + AC2000 installed on XP, Vista, Win7 (all pass)
  ├── ✅ 8 installer bugs cataloged (root cause: profile detection)
  ├── ✅ Complete v11 installer specification (41 files, exact registry)
  ├── ✅ 9 monitoring files captured and cross-analyzed
  ├── ✅ Win10 32-bit: FULL STACK WORKING (Feb 13)
  ├── ✅ Auto-config script: Configure-ConstructiVision.ps1
  ├── ✅ Win10 64-bit: FULL STACK WORKING (Feb 17 — after Wow6432Node COM fix)
  └── ❌ P1 InstallShield sprint: ABORTED (low ROI)
  ↓
v3.60 Source Recovery ✅ COMPLETE Feb 16, 2026
  ├── ✅ 12 missing AutoLISP modules recovered from v3.60 archive
  ├── ✅ 3 crash paths fixed (wd_dlg, wc_dlg, wall_dlg) — light-tested OK
  ├── ✅ TB11-01x32 build: 134 → 195 files
  ├── ✅ Nightly deployment pipeline (Git sparse checkout + junction)
  └── ✅ 4 VMs auto-pulling at 22:00 (108, 109, 201, 202)
  ↓
Win10 x64 COM Fix ✅ COMPLETE Feb 17, 2026
  ├── ✅ 103 AutoCAD CLSIDs copied to Wow6432Node
  ├── ✅ 104 IAcad COM Interfaces copied to Wow6432Node
  ├── ✅ 6 ProgIDs copied to Wow6432Node
  ├── ✅ Shortcuts recreated (Plot Style Table Wizard, Add-A-Plotter Wizard)
  ├── ✅ Project Files search path added for ConstructiVision
  └── ✅ csv command runs, drawings loading successfully
  ↓
Bug Fixing & Quality Validation 🚧 ACTIVE Feb 17+
  ├── 🚧 Validate output quality on x32 and x64 builds
  ├── 🚧 Systematic menu testing across all commands
  ├── 🚧 Fix remaining bugs found during alpha testing
  └── 🚧 Regression testing across all supported platforms
  ↓
M2 (WiX Installer GA) 🚧 Feb 13 - Mar 31, 2026 — NOW ACTIVE
  ├── Week 9 (Feb 13-20): WiX foundation + file inventory
  ├── Week 10 (Feb 20-27): Core functionality + auto-config
  ├── Week 11 (Feb 27-Mar 6): Advanced features + code signing
  ├── Week 12 (Mar 6-13): Bug fixing + output quality validation
  ├── Week 13 (Mar 13-20): Alpha/Beta testing with internal resources
  └── Week 14 (Mar 20-31): Polish & GA release
  ↓
M2.5 (Bug Fixing & Quality Validation) ⏳ Apr 1 - Apr 30, 2026
  ├── Output quality validation on x32 and x64
  ├── WiX installer tested on both architectures
  ├── Bug fixing sprint
  └── Stabilization & testing
  ↓
M3 (Design Improvement) → May 1 - May 30, 2026
  ↓
M4 (Security & Testing) → Jun 1 - Sep 30, 2026
  ↓
M4.5 (.bundle Migration) → Sep 1 - Sep 30, 2026 (parallel with M4)
  ↓
M5 (App Store Submit) → Oct 1 - Nov 30, 2026
  ↓
M6 (Final Release & Demo) → Nov 1 - Dec 31, 2026
  ↓
M8 (Demo Ready) → Dec 1 - Dec 15, 2026 (freeze date for WOC 2027)

Timeline Impact: P1 Analysis COMPLETE (8 weeks). v3.60 source recovery COMPLETE (Feb 16) — 3 crash paths fixed, TB11-01x32 deployed. Win10 x64 COM fix COMPLETE (Feb 17) — both x32 and x64 crash-free, drawings loading. Bug fixing & output quality validation NOW ACTIVE. WiX Installer phase ACTIVE (7 weeks). Integration phase follows (4 weeks).

Risk Adjustments

Original Risk (Now Mitigated) ✅

If source code parity cannot be closed via patch (M2 blocker)

Update: Installer modernization (WiX) addresses this by providing stable deployment platform before design work.

Installer Development Complexity — RESOLVED Feb 13 ✅

Status: 🟢 RESOLVED — Win10 compatibility validated, WiX development starting

Issue (CLOSED): Multiple compatibility layers broken by Windows security evolution

  1. isDcc Decompilation Failure: → BYPASSED — proceeding directly to WiX

  2. Windows Security Improvements: → RESOLVED: Works as Administrator on XP/Vista/Win7/Win10x32

  3. Cross-Version Incompatibility: → VALIDATED: Legacy installer works on XP/Vista/Win7, CV works on Win10x32 with auto-config

  4. 64-bit COM Failure: → RESOLVED Feb 17: Total Uninstall placed COM registrations in wrong hive; Wow6432Node fix applied (103 CLSIDs, 104 Interfaces, 6 ProgIDs)

Feb 17 Resolution Summary:

  • ✅ CV3.60 + AC2000 installed successfully on XP, Vista, Win7, Win10x32, AND Win10x64

  • ✅ Win10x32 full stack working: AC2000 + CV + COM automation

  • ✅ Win10x64 full stack working: AC2000 + CV + COM automation (after Wow6432Node registry fix)

  • ✅ Auto-config script created: Configure-ConstructiVision.ps1

  • ✅ P1 InstallShield sprint ABORTED (.rul recompilation has low ROI — proceed to WiX directly)

  • ✅ Both x32 and x64 builds crash-free — program runs and loads drawings

  • 🚧 Bug fixing and output quality validation in progress

  • 🔜 Alpha/beta testing planned for March

Impact: M2 timeline ON TRACK (Mar 31). WiX development NOW ACTIVE.

Plan (Feb 17 → Mar 31):

  • Week 9 (Feb 13-20): WiX project setup, import file inventory (152 files, 5.5 MB)

  • Week 10-11: Core functionality, auto-config integration, code signing

  • Week 12: Bug fixing + output quality validation (x32 and x64)

  • Week 13: Alpha/beta testing with internal resources

  • Week 14: Polish, docs, GA release

If AutoCAD 2026 access is delayed (M4 blocker):

  • Consider building on latest available version (2025) with notes on compatibility

  • Defer M4 to Q1 2027 if access unavailable by Aug 2026

New Risk: App Store Rejection

If Autodesk App Store rejects submission (M5):

  • Mitigation: Launch with direct download only (primary channel)

  • Impact: No timeline delay, but reduced market reach

  • Allow 2 review cycles (4 weeks) built into schedule

Budget Summary (January 27, 2026)

Installer & Signing Costs

Item

Cost

Notes

WiX Toolset 4.x

$0

FREE - MIT license ✅

Code Signing (OV)

$200/year

Sectigo - builds SmartScreen reputation

Code Signing (EV)

$400/year

Optional - instant trust, hardware token

Selected: WiX + OV Signing = $200/year total

Cost Savings vs Alternatives

Alternative

Cost

Savings with WiX

InstallShield 12

~$500

$500 saved

InstallShield 2024

~$2,000+/year

$2,000+ saved

Advanced Installer

~$500/year

$500 saved

See: installer-modernization-decision.md for full cost analysis. (archived)

P1 Workstreams (Current Focus - Updated Feb 9, 2026)

As of 2026-02-13, the following initiatives are now active (revised after Win10 compatibility testing):

Analysis & Setup Phase (Jan 21 - Feb 13) ✅ COMPLETE

Week 1 (Jan 21-27): Legacy Environment Baseline ✅ COMPLETED

  • Set up InstallShield 5.x in XP VM, import setup.rul

  • VM snapshots + WinDiff analysis

  • Document bug findings (profile detection, AutoCAD check)

  • Deliverables: Baselined environment, diff report, documented bugs

Week 2 (Jan 27 - Feb 3): Gap Analysis ✅ COMPLETED

  • ⚠️ No original v7.0 .ins file exists — must analyze differences

  • Inspect existing v7.0/v11 installation on desktop machine

  • Compare v3.60 paths to v7.0 actual state

  • Deliverables: Complete installer spec for WiX, file/registry manifest

Week 3 (Feb 3-10): Nero Analysis (COMPLETED - Lessons Learned) ✅

  • Analyzed Nero 1.0 installer to validate isDcc workflow

  • ✅ Critical Discovery: isDcc bytecode output (10,031 lines) won’t compile

  • ✅ Solution Found: InstallShield wizard approach generates clean 606-line .rul that compiles

  • ✅ Documented lesson: Decompiler useful for understanding, not for rebuilding

  • ✅ Root Cause Identified: Windows security improvements (UAC, SmartScreen, code signing) broke cross-version compatibility; each OS needs targeted installer or WiX migration

  • ❌ Schedule Impact: VLX recompilation deferred; multi-OS testing delayed 2 weeks

  • Deliverables: Nero study report, isDcc vs wizard comparison, Windows compatibility root cause analysis

Week 4-5 (Feb 10-13): Multi-OS Testing + Win10 Validation — ✅ COMPLETE

  • ✅ CV3.60 + AC2000 installed on XP, Vista, Win7, AND Win10x32 — no UAC issues as Administrator

  • ✅ 8 installer bugs cataloged with root cause analysis and severity ratings

  • ✅ 9 monitoring files captured (Total Uninstall + Inctrl5 + Regshot × 3 VMs)

  • ✅ Complete v11 installer specification — 41 files, exact registry entries, 6 “do NOT” rules

  • ✅ Proxmox snapshots: cv360-installed-20260210 on all VMs

  • ✅ Win10 32-bit FULL STACK WORKING (Feb 13): AC2000 + CV + COM automation

  • ✅ Auto-config script created: Configure-ConstructiVision.ps1

  • ⚠️ Win10 64-bit: AC2000 runs but COM automation fails (needs 64-bit AutoCAD)

  • Decision Point Feb 13: ✅ Pass confirmed on all target OSes. 64-bit needs modern AutoCAD.

  • Deliverables: ✅ CV360-Installation-Analysis.md, 9 monitoring data files, v11 installer spec, auto-config script

Week 6-8 (Feb 10-13): P1 InstallShield Sprint — ❌ ABORTED (LOW ROI)

  • ✅ setup.rul decompilation attempted via isDcc

  • ✅ Wizard approach tested with Nero 1.0 project

  • ❌ Decision: .rul recompilation has low ROI — proceed directly to WiX

  • ❌ VLX recompilation PASSED — existing VLX files work on Win10x32

  • ❌ v11 bridge installer PASSED — WiX will be the bridge

  • Rationale: Win10 compatibility validated without InstallShield changes; WiX provides modern MSI with better long-term maintainability

  • Impact: No timeline delay — WiX development starts NOW (Feb 13)

WiX Installer Development Phase (Feb 13 - Mar 31) 🚧 NOW ACTIVE

  • Week 9 (Feb 13-20): WiX Foundation

    • WiX project setup and initial MSI structure

    • Import file list from Total Uninstall inventory (152 files, 5.5 MB)

    • Basic installer UI and branding

  • Week 10 (Feb 20-27): Core Functionality

    • AutoCAD prerequisite detection

    • File deployment to Program Files

    • Post-install PowerShell script execution (auto-config)

    • Registry configuration via Configure-ConstructiVision.ps1

  • Week 11 (Feb 27-Mar 6): Advanced Features

    • Uninstall support with clean removal

    • Process detection with Windows Restart Manager

    • Code signing certificate integration

    • Error handling and rollback

  • Week 12 (Mar 6-13): 64-bit AutoCAD Testing

    • Purchase 64-bit AutoCAD license (2010+ required)

    • Install on Win10x64 test VM (VM 109)

    • Test CV VLX loading and execution

  • Week 13 (Mar 13-20): Alpha/Beta Testing

    • Deploy WiX installer to internal resources

    • Document all bugs and issues found

    • Test on clean machines

  • Week 14 (Mar 20-31): Polish & GA Release

    • Fix bugs found in testing

    • MSI validation tests

    • User documentation, IT deployment guide

  • Target: Mar 31, 2026 - WiX installer GA complete + 64-bit AutoCAD validated

Integration & 64-bit Phase (Apr 1 - Apr 30) ⏳ AFTER WIX

  • Week 15 (Apr 1-7): 64-bit AutoCAD Compatibility Testing

    • Test ConstructiVision VLX with 64-bit AutoCAD 2010+

    • Determine if VLX recompilation required for x64

    • Document compatibility issues and breaking changes

  • Week 16 (Apr 8-14): WiX x64 Installer

    • Create x64-specific MSI variant

    • Test on Win10x64 with 64-bit AutoCAD

    • Address any 64-bit-specific registry paths

  • Week 17 (Apr 15-21): Bug Fixing Sprint

    • Address issues found in alpha/beta testing

    • Fix hard errors from 64-bit testing

    • Regression testing on XP/Vista/Win7/Win10x32/Win10x64

  • Week 18 (Apr 22-30): Stabilization & Testing

    • Integration testing with both installers

    • Performance testing and optimization

    • Documentation updates

    • Decision Point Apr 30: Stable baseline achieved → proceed to Design phase

  • Target: Apr 30, 2026 - Stable baseline for design improvements

Windows Compatibility Testing ✅ COMPLETE (Feb 13)

Platform Compatibility Matrix:

Platform

AutoCAD 2000

ConstructiVision

COM Automation

Status

Windows XP

✅ Works

✅ Works

✅ Works

Fully Supported

Windows Vista

✅ Works

✅ Works

✅ Works

Fully Supported

Windows 7

✅ Works

⚠️ pcAnywhere bug

✅ Works

Limited

Win10 32-bit

✅ Works

✅ Works

✅ Works

Fully Supported

Win10 64-bit

✅ Runs

✅ Works

❌ Fails

Needs 64-bit AutoCAD

Result: >95% success on 32-bit platforms. 64-bit requires modern AutoCAD (planned March).

UI Documentation (Design Improvement Phase)

  • Capture complete menu/command hierarchy

  • Build user input tree for modernization planning

  • Screenshot all dialog boxes and workflows

  • Note: UI/visual changes deferred to M3 (May); April focuses on functional compatibility only

Last Updated: 2026-02-17 (Win10 x64 COM fix COMPLETE; both x32 and x64 crash-free; bug fixing & quality validation active; WiX development ACTIVE) Next Review: Week of 2026-02-20 (WiX foundation + MSI structure)