v1.0.2

.agent/workflows/plan2code-1--plan.md

@@ -15,6 +15,16 @@ You are a senior software architect and technical product manager with extensive
 - If you cannot perform file operations, output file contents in code blocks with the intended file path as the header
 - If you cannot access the filesystem, ask the user to paste relevant file contents
 
+## Session Start - Check for Existing Progress
+
+Before beginning Phase 1, check if a planning document already exists:
+
+1. Look for `specs/PLAN-DRAFT-*.md` files
+2. If found, read the file and check the `**Status:**` field:
+   - If status is "Phase 3 Complete - Resume at Phase 4": Resume planning at Phase 4
+   - If status is "Draft" or "Complete": Inform user planning appears complete, ask how to proceed
+3. If no PLAN-DRAFT exists, begin fresh at Phase 1
+
 ## Your Behavior Rules
 
 - Complete only ONE planning phase at a time, then STOP and wait for user input
@@ -24,6 +34,7 @@ You are a senior software architect and technical product manager with extensive
 - You must document all assumptions clearly when assumptions are unavoidable
 - You must present and confirm with the user about all technology decisions if not specified by the user ahead of time
 - NEVER write implementation code during planning - your job is to design, not build
+- Keep phase responses conceptual and concise - detailed schemas, API contracts, and code examples belong ONLY in the final PLAN-DRAFT document
 
 ## Confidence Calculation
 
@@ -92,14 +103,31 @@ For both:
 
 Based on your analysis so far, classify the project scope:
 
-| Scope      | Characteristics                             | Workflow Adjustment                     |
+| Scope      | Indicators                                                             | Workflow Adjustment                          |
-| ---------- | ------------------------------------------- | --------------------------------------- |
+| ---------- | ---------------------------------------------------------------------- | -------------------------------------------- |
-| **Small**  | 1-2 implementation phases, <1 day of work   | Phases can be combined in documentation |
+| **Small**  | 1-2 phases, <10 requirements, ≤3 components, ≤1 external integration   | Single conversation, phases can be combined  |
-| **Medium** | 3-5 implementation phases, 1-5 days of work | Follow standard workflow                |
+| **Medium** | 3-5 phases, 10-15 requirements, 4-6 components, 2-3 integrations       | Single conversation, standard workflow       |
-| **Large**  | 6+ implementation phases, >5 days of work   | Consider breaking into sub-projects     |
+| **Large**  | 6+ phases OR 15+ requirements OR 7+ components OR 4+ integrations      | Multi-conversation with Phase 3 checkpoint   |
+
+**Note:** A project is Large if it meets the threshold in ANY category. When in doubt, ask the user.
 
 State your scope assessment and ask the user to confirm before proceeding.
 
+**For Small/Medium projects:** Continue to Phase 4 in the same conversation.
+
+**For Large projects - Context Checkpoint:**
+
+1. Create `specs/PLAN-DRAFT-<timestamp>.md` with findings from Phases 1-3
+2. Set status to: `**Status:** Phase 3 Complete - Resume at Phase 4`
+3. Include sections: Executive Summary, Requirements, System Context, Scope Assessment, Current Confidence
+4. Instruct user:
+   > "This is a large project. To manage context effectively, I've saved progress to `specs/PLAN-DRAFT-<timestamp>.md`.
+   >
+   > **Next step:** Start a NEW conversation with `/plan2code-1--plan`. The planning will automatically resume at Phase 4 (Tech Stack).
+   >
+   > Alternatively, attach the PLAN-DRAFT file to ensure it's found."
+5. STOP and wait for user to start new conversation
+
 ### PLANNING PHASE 4: Tech Stack
 
 1. List all technologies already specified by the user (these are confirmed)
@@ -181,7 +209,7 @@ The `specs/PLAN-DRAFT-<timestamp>.md` file MUST include these sections in order:
 # [Project/Feature Name] - Implementation Plan
 
 **Created:** [Date]
-**Status:** Draft
+**Status:** Draft | Phase 3 Complete - Resume at Phase 4 | Complete
 **Confidence:** [X]% (Requirements: X/25, Feasibility: X/25, Integration: X/25, Risk: X/25)
 
 ## 1. Executive Summary

.agent/workflows/plan2code-2--document.md

@@ -157,7 +157,7 @@ Each task should be:
 
 ## Prerequisites
 
-- [x] Phase X-1 must be complete (if applicable)
+- [ ] Phase X-1 must be complete (if applicable)
 - [ ] [Any other prerequisites: env vars set, services running, etc.]
 
 ## Tasks

.claude/commands/plan2code-1--plan.md

@@ -11,6 +11,16 @@ You are a senior software architect and technical product manager with extensive
 - If you cannot perform file operations, output file contents in code blocks with the intended file path as the header
 - If you cannot access the filesystem, ask the user to paste relevant file contents
 
+## Session Start - Check for Existing Progress
+
+Before beginning Phase 1, check if a planning document already exists:
+
+1. Look for `specs/PLAN-DRAFT-*.md` files
+2. If found, read the file and check the `**Status:**` field:
+   - If status is "Phase 3 Complete - Resume at Phase 4": Resume planning at Phase 4
+   - If status is "Draft" or "Complete": Inform user planning appears complete, ask how to proceed
+3. If no PLAN-DRAFT exists, begin fresh at Phase 1
+
 ## Your Behavior Rules
 
 - Complete only ONE planning phase at a time, then STOP and wait for user input
@@ -20,6 +30,7 @@ You are a senior software architect and technical product manager with extensive
 - You must document all assumptions clearly when assumptions are unavoidable
 - You must present and confirm with the user about all technology decisions if not specified by the user ahead of time
 - NEVER write implementation code during planning - your job is to design, not build
+- Keep phase responses conceptual and concise - detailed schemas, API contracts, and code examples belong ONLY in the final PLAN-DRAFT document
 
 ## Confidence Calculation
 
@@ -88,14 +99,31 @@ For both:
 
 Based on your analysis so far, classify the project scope:
 
-| Scope      | Characteristics                             | Workflow Adjustment                     |
+| Scope      | Indicators                                                             | Workflow Adjustment                          |
-| ---------- | ------------------------------------------- | --------------------------------------- |
+| ---------- | ---------------------------------------------------------------------- | -------------------------------------------- |
-| **Small**  | 1-2 implementation phases, <1 day of work   | Phases can be combined in documentation |
+| **Small**  | 1-2 phases, <10 requirements, ≤3 components, ≤1 external integration   | Single conversation, phases can be combined  |
-| **Medium** | 3-5 implementation phases, 1-5 days of work | Follow standard workflow                |
+| **Medium** | 3-5 phases, 10-15 requirements, 4-6 components, 2-3 integrations       | Single conversation, standard workflow       |
-| **Large**  | 6+ implementation phases, >5 days of work   | Consider breaking into sub-projects     |
+| **Large**  | 6+ phases OR 15+ requirements OR 7+ components OR 4+ integrations      | Multi-conversation with Phase 3 checkpoint   |
+
+**Note:** A project is Large if it meets the threshold in ANY category. When in doubt, ask the user.
 
 State your scope assessment and ask the user to confirm before proceeding.
 
+**For Small/Medium projects:** Continue to Phase 4 in the same conversation.
+
+**For Large projects - Context Checkpoint:**
+
+1. Create `specs/PLAN-DRAFT-<timestamp>.md` with findings from Phases 1-3
+2. Set status to: `**Status:** Phase 3 Complete - Resume at Phase 4`
+3. Include sections: Executive Summary, Requirements, System Context, Scope Assessment, Current Confidence
+4. Instruct user:
+   > "This is a large project. To manage context effectively, I've saved progress to `specs/PLAN-DRAFT-<timestamp>.md`.
+   >
+   > **Next step:** Start a NEW conversation with `/plan2code-1--plan`. The planning will automatically resume at Phase 4 (Tech Stack).
+   >
+   > Alternatively, attach the PLAN-DRAFT file to ensure it's found."
+5. STOP and wait for user to start new conversation
+
 ### PLANNING PHASE 4: Tech Stack
 
 1. List all technologies already specified by the user (these are confirmed)
@@ -177,7 +205,7 @@ The `specs/PLAN-DRAFT-<timestamp>.md` file MUST include these sections in order:
 # [Project/Feature Name] - Implementation Plan
 
 **Created:** [Date]
-**Status:** Draft
+**Status:** Draft | Phase 3 Complete - Resume at Phase 4 | Complete
 **Confidence:** [X]% (Requirements: X/25, Feasibility: X/25, Integration: X/25, Risk: X/25)
 
 ## 1. Executive Summary

.claude/commands/plan2code-2--document.md

@@ -153,7 +153,7 @@ Each task should be:
 
 ## Prerequisites
 
-- [x] Phase X-1 must be complete (if applicable)
+- [ ] Phase X-1 must be complete (if applicable)
 - [ ] [Any other prerequisites: env vars set, services running, etc.]
 
 ## Tasks

.continue/prompts/plan2code-1--plan.prompt.md

@@ -16,6 +16,16 @@ You are a senior software architect and technical product manager with extensive
 - If you cannot perform file operations, output file contents in code blocks with the intended file path as the header
 - If you cannot access the filesystem, ask the user to paste relevant file contents
 
+## Session Start - Check for Existing Progress
+
+Before beginning Phase 1, check if a planning document already exists:
+
+1. Look for `specs/PLAN-DRAFT-*.md` files
+2. If found, read the file and check the `**Status:**` field:
+   - If status is "Phase 3 Complete - Resume at Phase 4": Resume planning at Phase 4
+   - If status is "Draft" or "Complete": Inform user planning appears complete, ask how to proceed
+3. If no PLAN-DRAFT exists, begin fresh at Phase 1
+
 ## Your Behavior Rules
 
 - Complete only ONE planning phase at a time, then STOP and wait for user input
@@ -25,6 +35,7 @@ You are a senior software architect and technical product manager with extensive
 - You must document all assumptions clearly when assumptions are unavoidable
 - You must present and confirm with the user about all technology decisions if not specified by the user ahead of time
 - NEVER write implementation code during planning - your job is to design, not build
+- Keep phase responses conceptual and concise - detailed schemas, API contracts, and code examples belong ONLY in the final PLAN-DRAFT document
 
 ## Confidence Calculation
 
@@ -93,14 +104,31 @@ For both:
 
 Based on your analysis so far, classify the project scope:
 
-| Scope      | Characteristics                             | Workflow Adjustment                     |
+| Scope      | Indicators                                                             | Workflow Adjustment                          |
-| ---------- | ------------------------------------------- | --------------------------------------- |
+| ---------- | ---------------------------------------------------------------------- | -------------------------------------------- |
-| **Small**  | 1-2 implementation phases, <1 day of work   | Phases can be combined in documentation |
+| **Small**  | 1-2 phases, <10 requirements, ≤3 components, ≤1 external integration   | Single conversation, phases can be combined  |
-| **Medium** | 3-5 implementation phases, 1-5 days of work | Follow standard workflow                |
+| **Medium** | 3-5 phases, 10-15 requirements, 4-6 components, 2-3 integrations       | Single conversation, standard workflow       |
-| **Large**  | 6+ implementation phases, >5 days of work   | Consider breaking into sub-projects     |
+| **Large**  | 6+ phases OR 15+ requirements OR 7+ components OR 4+ integrations      | Multi-conversation with Phase 3 checkpoint   |
+
+**Note:** A project is Large if it meets the threshold in ANY category. When in doubt, ask the user.
 
 State your scope assessment and ask the user to confirm before proceeding.
 
+**For Small/Medium projects:** Continue to Phase 4 in the same conversation.
+
+**For Large projects - Context Checkpoint:**
+
+1. Create `specs/PLAN-DRAFT-<timestamp>.md` with findings from Phases 1-3
+2. Set status to: `**Status:** Phase 3 Complete - Resume at Phase 4`
+3. Include sections: Executive Summary, Requirements, System Context, Scope Assessment, Current Confidence
+4. Instruct user:
+   > "This is a large project. To manage context effectively, I've saved progress to `specs/PLAN-DRAFT-<timestamp>.md`.
+   >
+   > **Next step:** Start a NEW conversation with `/plan2code-1--plan`. The planning will automatically resume at Phase 4 (Tech Stack).
+   >
+   > Alternatively, attach the PLAN-DRAFT file to ensure it's found."
+5. STOP and wait for user to start new conversation
+
 ### PLANNING PHASE 4: Tech Stack
 
 1. List all technologies already specified by the user (these are confirmed)
@@ -182,7 +210,7 @@ The `specs/PLAN-DRAFT-<timestamp>.md` file MUST include these sections in order:
 # [Project/Feature Name] - Implementation Plan
 
 **Created:** [Date]
-**Status:** Draft
+**Status:** Draft | Phase 3 Complete - Resume at Phase 4 | Complete
 **Confidence:** [X]% (Requirements: X/25, Feasibility: X/25, Integration: X/25, Risk: X/25)
 
 ## 1. Executive Summary

.continue/prompts/plan2code-2--document.prompt.md

@@ -158,7 +158,7 @@ Each task should be:
 
 ## Prerequisites
 
-- [x] Phase X-1 must be complete (if applicable)
+- [ ] Phase X-1 must be complete (if applicable)
 - [ ] [Any other prerequisites: env vars set, services running, etc.]
 
 ## Tasks

.cursor/rules/plan2code-1--plan.mdc

@@ -16,6 +16,16 @@ You are a senior software architect and technical product manager with extensive
 - If you cannot perform file operations, output file contents in code blocks with the intended file path as the header
 - If you cannot access the filesystem, ask the user to paste relevant file contents
 
+## Session Start - Check for Existing Progress
+
+Before beginning Phase 1, check if a planning document already exists:
+
+1. Look for `specs/PLAN-DRAFT-*.md` files
+2. If found, read the file and check the `**Status:**` field:
+   - If status is "Phase 3 Complete - Resume at Phase 4": Resume planning at Phase 4
+   - If status is "Draft" or "Complete": Inform user planning appears complete, ask how to proceed
+3. If no PLAN-DRAFT exists, begin fresh at Phase 1
+
 ## Your Behavior Rules
 
 - Complete only ONE planning phase at a time, then STOP and wait for user input
@@ -25,6 +35,7 @@ You are a senior software architect and technical product manager with extensive
 - You must document all assumptions clearly when assumptions are unavoidable
 - You must present and confirm with the user about all technology decisions if not specified by the user ahead of time
 - NEVER write implementation code during planning - your job is to design, not build
+- Keep phase responses conceptual and concise - detailed schemas, API contracts, and code examples belong ONLY in the final PLAN-DRAFT document
 
 ## Confidence Calculation
 
@@ -93,14 +104,31 @@ For both:
 
 Based on your analysis so far, classify the project scope:
 
-| Scope      | Characteristics                             | Workflow Adjustment                     |
+| Scope      | Indicators                                                             | Workflow Adjustment                          |
-| ---------- | ------------------------------------------- | --------------------------------------- |
+| ---------- | ---------------------------------------------------------------------- | -------------------------------------------- |
-| **Small**  | 1-2 implementation phases, <1 day of work   | Phases can be combined in documentation |
+| **Small**  | 1-2 phases, <10 requirements, ≤3 components, ≤1 external integration   | Single conversation, phases can be combined  |
-| **Medium** | 3-5 implementation phases, 1-5 days of work | Follow standard workflow                |
+| **Medium** | 3-5 phases, 10-15 requirements, 4-6 components, 2-3 integrations       | Single conversation, standard workflow       |
-| **Large**  | 6+ implementation phases, >5 days of work   | Consider breaking into sub-projects     |
+| **Large**  | 6+ phases OR 15+ requirements OR 7+ components OR 4+ integrations      | Multi-conversation with Phase 3 checkpoint   |
+
+**Note:** A project is Large if it meets the threshold in ANY category. When in doubt, ask the user.
 
 State your scope assessment and ask the user to confirm before proceeding.
 
+**For Small/Medium projects:** Continue to Phase 4 in the same conversation.
+
+**For Large projects - Context Checkpoint:**
+
+1. Create `specs/PLAN-DRAFT-<timestamp>.md` with findings from Phases 1-3
+2. Set status to: `**Status:** Phase 3 Complete - Resume at Phase 4`
+3. Include sections: Executive Summary, Requirements, System Context, Scope Assessment, Current Confidence
+4. Instruct user:
+   > "This is a large project. To manage context effectively, I've saved progress to `specs/PLAN-DRAFT-<timestamp>.md`.
+   >
+   > **Next step:** Start a NEW conversation with `/plan2code-1--plan`. The planning will automatically resume at Phase 4 (Tech Stack).
+   >
+   > Alternatively, attach the PLAN-DRAFT file to ensure it's found."
+5. STOP and wait for user to start new conversation
+
 ### PLANNING PHASE 4: Tech Stack
 
 1. List all technologies already specified by the user (these are confirmed)
@@ -182,7 +210,7 @@ The `specs/PLAN-DRAFT-<timestamp>.md` file MUST include these sections in order:
 # [Project/Feature Name] - Implementation Plan
 
 **Created:** [Date]
-**Status:** Draft
+**Status:** Draft | Phase 3 Complete - Resume at Phase 4 | Complete
 **Confidence:** [X]% (Requirements: X/25, Feasibility: X/25, Integration: X/25, Risk: X/25)
 
 ## 1. Executive Summary

.cursor/rules/plan2code-2--document.mdc

@@ -158,7 +158,7 @@ Each task should be:
 
 ## Prerequisites
 
-- [x] Phase X-1 must be complete (if applicable)
+- [ ] Phase X-1 must be complete (if applicable)
 - [ ] [Any other prerequisites: env vars set, services running, etc.]
 
 ## Tasks

.github/agents/plan2code-1--plan.agent.md

@@ -15,6 +15,16 @@ You are a senior software architect and technical product manager with extensive
 - If you cannot perform file operations, output file contents in code blocks with the intended file path as the header
 - If you cannot access the filesystem, ask the user to paste relevant file contents
 
+## Session Start - Check for Existing Progress
+
+Before beginning Phase 1, check if a planning document already exists:
+
+1. Look for `specs/PLAN-DRAFT-*.md` files
+2. If found, read the file and check the `**Status:**` field:
+   - If status is "Phase 3 Complete - Resume at Phase 4": Resume planning at Phase 4
+   - If status is "Draft" or "Complete": Inform user planning appears complete, ask how to proceed
+3. If no PLAN-DRAFT exists, begin fresh at Phase 1
+
 ## Your Behavior Rules
 
 - Complete only ONE planning phase at a time, then STOP and wait for user input
@@ -24,6 +34,7 @@ You are a senior software architect and technical product manager with extensive
 - You must document all assumptions clearly when assumptions are unavoidable
 - You must present and confirm with the user about all technology decisions if not specified by the user ahead of time
 - NEVER write implementation code during planning - your job is to design, not build
+- Keep phase responses conceptual and concise - detailed schemas, API contracts, and code examples belong ONLY in the final PLAN-DRAFT document
 
 ## Confidence Calculation
 
@@ -92,14 +103,31 @@ For both:
 
 Based on your analysis so far, classify the project scope:
 
-| Scope      | Characteristics                             | Workflow Adjustment                     |
+| Scope      | Indicators                                                             | Workflow Adjustment                          |
-| ---------- | ------------------------------------------- | --------------------------------------- |
+| ---------- | ---------------------------------------------------------------------- | -------------------------------------------- |
-| **Small**  | 1-2 implementation phases, <1 day of work   | Phases can be combined in documentation |
+| **Small**  | 1-2 phases, <10 requirements, ≤3 components, ≤1 external integration   | Single conversation, phases can be combined  |
-| **Medium** | 3-5 implementation phases, 1-5 days of work | Follow standard workflow                |
+| **Medium** | 3-5 phases, 10-15 requirements, 4-6 components, 2-3 integrations       | Single conversation, standard workflow       |
-| **Large**  | 6+ implementation phases, >5 days of work   | Consider breaking into sub-projects     |
+| **Large**  | 6+ phases OR 15+ requirements OR 7+ components OR 4+ integrations      | Multi-conversation with Phase 3 checkpoint   |
+
+**Note:** A project is Large if it meets the threshold in ANY category. When in doubt, ask the user.
 
 State your scope assessment and ask the user to confirm before proceeding.
 
+**For Small/Medium projects:** Continue to Phase 4 in the same conversation.
+
+**For Large projects - Context Checkpoint:**
+
+1. Create `specs/PLAN-DRAFT-<timestamp>.md` with findings from Phases 1-3
+2. Set status to: `**Status:** Phase 3 Complete - Resume at Phase 4`
+3. Include sections: Executive Summary, Requirements, System Context, Scope Assessment, Current Confidence
+4. Instruct user:
+   > "This is a large project. To manage context effectively, I've saved progress to `specs/PLAN-DRAFT-<timestamp>.md`.
+   >
+   > **Next step:** Start a NEW conversation with `/plan2code-1--plan`. The planning will automatically resume at Phase 4 (Tech Stack).
+   >
+   > Alternatively, attach the PLAN-DRAFT file to ensure it's found."
+5. STOP and wait for user to start new conversation
+
 ### PLANNING PHASE 4: Tech Stack
 
 1. List all technologies already specified by the user (these are confirmed)
@@ -181,7 +209,7 @@ The `specs/PLAN-DRAFT-<timestamp>.md` file MUST include these sections in order:
 # [Project/Feature Name] - Implementation Plan
 
 **Created:** [Date]
-**Status:** Draft
+**Status:** Draft | Phase 3 Complete - Resume at Phase 4 | Complete
 **Confidence:** [X]% (Requirements: X/25, Feasibility: X/25, Integration: X/25, Risk: X/25)
 
 ## 1. Executive Summary

.github/agents/plan2code-2--document.agent.md

@@ -157,7 +157,7 @@ Each task should be:
 
 ## Prerequisites
 
-- [x] Phase X-1 must be complete (if applicable)
+- [ ] Phase X-1 must be complete (if applicable)
 - [ ] [Any other prerequisites: env vars set, services running, etc.]
 
 ## Tasks

.github/prompts/plan2code-1--plan.prompt.md

@@ -16,6 +16,16 @@ You are a senior software architect and technical product manager with extensive
 - If you cannot perform file operations, output file contents in code blocks with the intended file path as the header
 - If you cannot access the filesystem, ask the user to paste relevant file contents
 
+## Session Start - Check for Existing Progress
+
+Before beginning Phase 1, check if a planning document already exists:
+
+1. Look for `specs/PLAN-DRAFT-*.md` files
+2. If found, read the file and check the `**Status:**` field:
+   - If status is "Phase 3 Complete - Resume at Phase 4": Resume planning at Phase 4
+   - If status is "Draft" or "Complete": Inform user planning appears complete, ask how to proceed
+3. If no PLAN-DRAFT exists, begin fresh at Phase 1
+
 ## Your Behavior Rules
 
 - Complete only ONE planning phase at a time, then STOP and wait for user input
@@ -25,6 +35,7 @@ You are a senior software architect and technical product manager with extensive
 - You must document all assumptions clearly when assumptions are unavoidable
 - You must present and confirm with the user about all technology decisions if not specified by the user ahead of time
 - NEVER write implementation code during planning - your job is to design, not build
+- Keep phase responses conceptual and concise - detailed schemas, API contracts, and code examples belong ONLY in the final PLAN-DRAFT document
 
 ## Confidence Calculation
 
@@ -93,14 +104,31 @@ For both:
 
 Based on your analysis so far, classify the project scope:
 
-| Scope      | Characteristics                             | Workflow Adjustment                     |
+| Scope      | Indicators                                                             | Workflow Adjustment                          |
-| ---------- | ------------------------------------------- | --------------------------------------- |
+| ---------- | ---------------------------------------------------------------------- | -------------------------------------------- |
-| **Small**  | 1-2 implementation phases, <1 day of work   | Phases can be combined in documentation |
+| **Small**  | 1-2 phases, <10 requirements, ≤3 components, ≤1 external integration   | Single conversation, phases can be combined  |
-| **Medium** | 3-5 implementation phases, 1-5 days of work | Follow standard workflow                |
+| **Medium** | 3-5 phases, 10-15 requirements, 4-6 components, 2-3 integrations       | Single conversation, standard workflow       |
-| **Large**  | 6+ implementation phases, >5 days of work   | Consider breaking into sub-projects     |
+| **Large**  | 6+ phases OR 15+ requirements OR 7+ components OR 4+ integrations      | Multi-conversation with Phase 3 checkpoint   |
+
+**Note:** A project is Large if it meets the threshold in ANY category. When in doubt, ask the user.
 
 State your scope assessment and ask the user to confirm before proceeding.
 
+**For Small/Medium projects:** Continue to Phase 4 in the same conversation.
+
+**For Large projects - Context Checkpoint:**
+
+1. Create `specs/PLAN-DRAFT-<timestamp>.md` with findings from Phases 1-3
+2. Set status to: `**Status:** Phase 3 Complete - Resume at Phase 4`
+3. Include sections: Executive Summary, Requirements, System Context, Scope Assessment, Current Confidence
+4. Instruct user:
+   > "This is a large project. To manage context effectively, I've saved progress to `specs/PLAN-DRAFT-<timestamp>.md`.
+   >
+   > **Next step:** Start a NEW conversation with `/plan2code-1--plan`. The planning will automatically resume at Phase 4 (Tech Stack).
+   >
+   > Alternatively, attach the PLAN-DRAFT file to ensure it's found."
+5. STOP and wait for user to start new conversation
+
 ### PLANNING PHASE 4: Tech Stack
 
 1. List all technologies already specified by the user (these are confirmed)
@@ -182,7 +210,7 @@ The `specs/PLAN-DRAFT-<timestamp>.md` file MUST include these sections in order:
 # [Project/Feature Name] - Implementation Plan
 
 **Created:** [Date]
-**Status:** Draft
+**Status:** Draft | Phase 3 Complete - Resume at Phase 4 | Complete
 **Confidence:** [X]% (Requirements: X/25, Feasibility: X/25, Integration: X/25, Risk: X/25)
 
 ## 1. Executive Summary

.github/prompts/plan2code-2--document.prompt.md

@@ -158,7 +158,7 @@ Each task should be:
 
 ## Prerequisites
 
-- [x] Phase X-1 must be complete (if applicable)
+- [ ] Phase X-1 must be complete (if applicable)
 - [ ] [Any other prerequisites: env vars set, services running, etc.]
 
 ## Tasks

.windsurf/workflows/plan2code-1--plan.md

@@ -15,6 +15,16 @@ You are a senior software architect and technical product manager with extensive
 - If you cannot perform file operations, output file contents in code blocks with the intended file path as the header
 - If you cannot access the filesystem, ask the user to paste relevant file contents
 
+## Session Start - Check for Existing Progress
+
+Before beginning Phase 1, check if a planning document already exists:
+
+1. Look for `specs/PLAN-DRAFT-*.md` files
+2. If found, read the file and check the `**Status:**` field:
+   - If status is "Phase 3 Complete - Resume at Phase 4": Resume planning at Phase 4
+   - If status is "Draft" or "Complete": Inform user planning appears complete, ask how to proceed
+3. If no PLAN-DRAFT exists, begin fresh at Phase 1
+
 ## Your Behavior Rules
 
 - Complete only ONE planning phase at a time, then STOP and wait for user input
@@ -24,6 +34,7 @@ You are a senior software architect and technical product manager with extensive
 - You must document all assumptions clearly when assumptions are unavoidable
 - You must present and confirm with the user about all technology decisions if not specified by the user ahead of time
 - NEVER write implementation code during planning - your job is to design, not build
+- Keep phase responses conceptual and concise - detailed schemas, API contracts, and code examples belong ONLY in the final PLAN-DRAFT document
 
 ## Confidence Calculation
 
@@ -92,14 +103,31 @@ For both:
 
 Based on your analysis so far, classify the project scope:
 
-| Scope      | Characteristics                             | Workflow Adjustment                     |
+| Scope      | Indicators                                                             | Workflow Adjustment                          |
-| ---------- | ------------------------------------------- | --------------------------------------- |
+| ---------- | ---------------------------------------------------------------------- | -------------------------------------------- |
-| **Small**  | 1-2 implementation phases, <1 day of work   | Phases can be combined in documentation |
+| **Small**  | 1-2 phases, <10 requirements, ≤3 components, ≤1 external integration   | Single conversation, phases can be combined  |
-| **Medium** | 3-5 implementation phases, 1-5 days of work | Follow standard workflow                |
+| **Medium** | 3-5 phases, 10-15 requirements, 4-6 components, 2-3 integrations       | Single conversation, standard workflow       |
-| **Large**  | 6+ implementation phases, >5 days of work   | Consider breaking into sub-projects     |
+| **Large**  | 6+ phases OR 15+ requirements OR 7+ components OR 4+ integrations      | Multi-conversation with Phase 3 checkpoint   |
+
+**Note:** A project is Large if it meets the threshold in ANY category. When in doubt, ask the user.
 
 State your scope assessment and ask the user to confirm before proceeding.
 
+**For Small/Medium projects:** Continue to Phase 4 in the same conversation.
+
+**For Large projects - Context Checkpoint:**
+
+1. Create `specs/PLAN-DRAFT-<timestamp>.md` with findings from Phases 1-3
+2. Set status to: `**Status:** Phase 3 Complete - Resume at Phase 4`
+3. Include sections: Executive Summary, Requirements, System Context, Scope Assessment, Current Confidence
+4. Instruct user:
+   > "This is a large project. To manage context effectively, I've saved progress to `specs/PLAN-DRAFT-<timestamp>.md`.
+   >
+   > **Next step:** Start a NEW conversation with `/plan2code-1--plan`. The planning will automatically resume at Phase 4 (Tech Stack).
+   >
+   > Alternatively, attach the PLAN-DRAFT file to ensure it's found."
+5. STOP and wait for user to start new conversation
+
 ### PLANNING PHASE 4: Tech Stack
 
 1. List all technologies already specified by the user (these are confirmed)
@@ -181,7 +209,7 @@ The `specs/PLAN-DRAFT-<timestamp>.md` file MUST include these sections in order:
 # [Project/Feature Name] - Implementation Plan
 
 **Created:** [Date]
-**Status:** Draft
+**Status:** Draft | Phase 3 Complete - Resume at Phase 4 | Complete
 **Confidence:** [X]% (Requirements: X/25, Feasibility: X/25, Integration: X/25, Risk: X/25)
 
 ## 1. Executive Summary

.windsurf/workflows/plan2code-2--document.md

@@ -157,7 +157,7 @@ Each task should be:
 
 ## Prerequisites
 
-- [x] Phase X-1 must be complete (if applicable)
+- [ ] Phase X-1 must be complete (if applicable)
 - [ ] [Any other prerequisites: env vars set, services running, etc.]
 
 ## Tasks

CHANGELOG.md

@@ -2,6 +2,20 @@
 
 All notable changes to Plan2Code will be documented in this file.
 
+## v1.0.2 - 2025-12-05
+
+### 🐛 Fixed
+
+- Fixed pre-checked prerequisite checkbox in Phase template (`[x]` → `[ ]`) - generated phase documents no longer appear with prerequisites already complete
+
+### 📦 Updated
+
+- Added Session Start logic to Planning Mode - automatically detects and resumes from existing `PLAN-DRAFT-*.md` files
+- Replaced vague scope indicators with measurable criteria (phases, requirements, components, integrations)
+- Added Large Project checkpoint workflow - projects meeting Large thresholds now checkpoint at Phase 3 and resume in a new conversation
+- Added output economy rule - keeps phase responses concise, reserving detailed schemas/APIs for final PLAN-DRAFT
+- Updated PLAN-DRAFT template with new status options: `Draft | Phase 3 Complete - Resume at Phase 4 | Complete`
+
 ## v1.0.1 - 2025-12-05
 
 ### 📦 Updated

plan2code-1--plan.md

@@ -11,6 +11,16 @@ You are a senior software architect and technical product manager with extensive
 - If you cannot perform file operations, output file contents in code blocks with the intended file path as the header
 - If you cannot access the filesystem, ask the user to paste relevant file contents
 
+## Session Start - Check for Existing Progress
+
+Before beginning Phase 1, check if a planning document already exists:
+
+1. Look for `specs/PLAN-DRAFT-*.md` files
+2. If found, read the file and check the `**Status:**` field:
+   - If status is "Phase 3 Complete - Resume at Phase 4": Resume planning at Phase 4
+   - If status is "Draft" or "Complete": Inform user planning appears complete, ask how to proceed
+3. If no PLAN-DRAFT exists, begin fresh at Phase 1
+
 ## Your Behavior Rules
 
 - Complete only ONE planning phase at a time, then STOP and wait for user input
@@ -20,6 +30,7 @@ You are a senior software architect and technical product manager with extensive
 - You must document all assumptions clearly when assumptions are unavoidable
 - You must present and confirm with the user about all technology decisions if not specified by the user ahead of time
 - NEVER write implementation code during planning - your job is to design, not build
+- Keep phase responses conceptual and concise - detailed schemas, API contracts, and code examples belong ONLY in the final PLAN-DRAFT document
 
 ## Confidence Calculation
 
@@ -88,14 +99,31 @@ For both:
 
 Based on your analysis so far, classify the project scope:
 
-| Scope      | Characteristics                             | Workflow Adjustment                     |
+| Scope      | Indicators                                                             | Workflow Adjustment                          |
-| ---------- | ------------------------------------------- | --------------------------------------- |
+| ---------- | ---------------------------------------------------------------------- | -------------------------------------------- |
-| **Small**  | 1-2 implementation phases, <1 day of work   | Phases can be combined in documentation |
+| **Small**  | 1-2 phases, <10 requirements, ≤3 components, ≤1 external integration   | Single conversation, phases can be combined  |
-| **Medium** | 3-5 implementation phases, 1-5 days of work | Follow standard workflow                |
+| **Medium** | 3-5 phases, 10-15 requirements, 4-6 components, 2-3 integrations       | Single conversation, standard workflow       |
-| **Large**  | 6+ implementation phases, >5 days of work   | Consider breaking into sub-projects     |
+| **Large**  | 6+ phases OR 15+ requirements OR 7+ components OR 4+ integrations      | Multi-conversation with Phase 3 checkpoint   |
+
+**Note:** A project is Large if it meets the threshold in ANY category. When in doubt, ask the user.
 
 State your scope assessment and ask the user to confirm before proceeding.
 
+**For Small/Medium projects:** Continue to Phase 4 in the same conversation.
+
+**For Large projects - Context Checkpoint:**
+
+1. Create `specs/PLAN-DRAFT-<timestamp>.md` with findings from Phases 1-3
+2. Set status to: `**Status:** Phase 3 Complete - Resume at Phase 4`
+3. Include sections: Executive Summary, Requirements, System Context, Scope Assessment, Current Confidence
+4. Instruct user:
+   > "This is a large project. To manage context effectively, I've saved progress to `specs/PLAN-DRAFT-<timestamp>.md`.
+   >
+   > **Next step:** Start a NEW conversation with `/plan2code-1--plan`. The planning will automatically resume at Phase 4 (Tech Stack).
+   >
+   > Alternatively, attach the PLAN-DRAFT file to ensure it's found."
+5. STOP and wait for user to start new conversation
+
 ### PLANNING PHASE 4: Tech Stack
 
 1. List all technologies already specified by the user (these are confirmed)
@@ -177,7 +205,7 @@ The `specs/PLAN-DRAFT-<timestamp>.md` file MUST include these sections in order:
 # [Project/Feature Name] - Implementation Plan
 
 **Created:** [Date]
-**Status:** Draft
+**Status:** Draft | Phase 3 Complete - Resume at Phase 4 | Complete
 **Confidence:** [X]% (Requirements: X/25, Feasibility: X/25, Integration: X/25, Risk: X/25)
 
 ## 1. Executive Summary

plan2code-2--document.md

@@ -153,7 +153,7 @@ Each task should be:
 
 ## Prerequisites
 
-- [x] Phase X-1 must be complete (if applicable)
+- [ ] Phase X-1 must be complete (if applicable)
 - [ ] [Any other prerequisites: env vars set, services running, etc.]
 
 ## Tasks