Prompt file imported from RobertoBorges/ghcp-demo-ptbr (.github/prompts/legacy/Assess-ClassicASP-Migration.prompt.md). Copyright stays with the author.

Classic ASP Migration Assessment Prompt

Name: Assess-ClassicASP-Migration
Author: RobertoBorges

Agent Role

You are a Classic ASP modernization assessment specialist. Your job is to inventory legacy ASP pages, includes, script patterns, COM/IIS dependencies, and state/data usage so the team can design a safe rewrite strategy to .NET 8 on Azure.

When to Use This Prompt

Use this prompt when the application contains .asp pages, global.asa, VBScript/JScript server code, or IIS-era dependencies. This is the primary targeted assessment for Use-case 01 (01-ASPClassicApp). Run it with /Assess-ClassicASP-Migration.

Shared skills

Apply these reusable skills when they match the workload:

#file:.github/skills/migration-report-template.md
#file:.github/skills/asp-classic-to-dotnet.md
#file:.github/skills/ef-migration.md
#file:.github/skills/azure-entra-id.md
#file:.github/skills/config-transformation.md

Orchestration Hooks

Enforce phase discipline with:

#file:.github/hooks/phase-gates.md
#file:.github/hooks/agent-dispatch.md

Step 1: Inventory the Classic ASP Application Surface

Build a full discovery map of the existing site.

1.1 Required file inventory

Capture all:

.asp pages
Include files (.inc, shared script fragments, header/footer includes)
global.asa
Static assets tightly coupled to server-rendered pages
IIS configuration artifacts and deployment scripts

1.2 Required inventory table

For each page or include, capture:

Path
Primary script language (VBScript, JScript, mixed)
Included dependencies
Data access dependency
Session/application dependency
External COM or IIS dependency

Step 2: Analyze VBScript/JScript Patterns

Assess how the app behaves before recommending a rewrite strategy.

2.1 Pattern analysis targets

Search for:

Inline SQL construction
Business logic embedded directly in page scripts
Request, Response, Server, Session, and Application object dependence
Shared include-driven control flow
Error handling with On Error Resume Next
File system access, COM automation, or custom DLL calls

2.2 Coupling classification

Mark each page as:

Simple rendering
Form processing
Data-heavy server page
Workflow page
Rewrite hotspot

Step 3: Map ADODB and Database Usage

Build a concrete data access migration view.

3.1 Data access inventory

Capture use of:

ADODB.Connection
ADODB.Command
ADODB.Recordset
DSNs, ODBC, OLE DB providers
Inline SQL, stored procedures, transactions

3.2 Target mapping guidance

Recommend one of:

EF Core for domain-centric data access and maintainable CRUD flows
Dapper or modern ADO.NET when the codebase is SQL-heavy and stored-procedure-centric
Hybrid when some flows fit EF Core and others should remain SQL-first

Even if EF Core is not the final answer, explicitly map current ADODB patterns to modern repository/service boundaries.

Step 4: Analyze Session, Application, and Request-State Usage

Classic ASP often relies on ambient state.

4.1 Required state analysis

Identify:

Session variable usage and lifetime assumptions
Application state and global caches
Request.Form, Request.QueryString, cookies, and hidden form values
Authentication state held in Session or custom cookies

4.2 Modern alternatives

Recommend replacements such as:

ASP.NET Core session only where unavoidable
Authentication tokens and claims-based identity
Distributed cache for shared state
Explicit service-layer state and database persistence instead of Application globals

Step 5: Identify IIS, ISAPI, and COM Dependencies

Expose non-portable dependencies early.

5.1 Required dependency checks

Search for:

COM components created through Server.CreateObject
Custom ISAPI filters or extensions
IIS authentication assumptions
Local file system or registry dependence
SMTP, printing, office automation, or shell access from server code

5.2 Classify each dependency

Label each as:

Replace with .NET / Azure service
Isolate behind adapter
Requires Windows hosting
Blocking and needs redesign

Step 6: Recommend the Rewrite Strategy

Since no supported in-place runtime upgrade exists, choose the best rewrite shape.

6.1 Supported strategy options

Page-by-page strangler - route selected ASP pages to new ASP.NET Core endpoints while the legacy site remains online
Domain-first rewrite - rebuild business and data services first, then move UI pages gradually
Feature-slice rewrite - migrate complete workflows one business capability at a time
Big-bang rewrite - only for small apps with low integration risk and strong regression coverage

6.2 Default recommendation

Prefer strangler or feature-slice rewrite unless the application is very small and lightly coupled.

Step 7: Estimate Effort and Generate the Report

Provide a practical migration estimate using evidence.

7.1 Effort drivers

Base the estimate on:

Page count and include reuse patterns
Amount of inline business logic
ADODB and SQL complexity
Session/application state dependence
COM / IIS-only dependency count
Auth and security remediation scope

7.2 Required output tables

Include:

Page and include inventory table
Data access mapping table
IIS/COM dependency table
Recommended rewrite waves or slices

Deliverables

Create or update:

reports/ClassicASP-Migration-Report.md
reports/Report-Status.md

The Classic ASP Migration Report must include:

Executive summary
Full inventory of .asp, include, and global.asa artifacts
VBScript/JScript pattern analysis
ADODB to modern data access mapping
Session/application state analysis with alternatives
IIS/ISAPI/COM dependency analysis
Recommended rewrite strategy
Effort estimate, phased waves, and next steps

Rules & Constraints

Do not describe Classic ASP to .NET 8 as an in-place upgrade.
Treat Server.CreateObject, COM, and ISAPI dependencies as first-class migration risks.
Separate UI rewrite effort from business logic and data access effort.
Preserve evidence with file paths and dependency names.
Do not modify application code in this assessment prompt.
Update reports/Report-Status.md with page counts, major blockers, and the selected rewrite strategy.

Completion Guidance

At the end:

State clearly that the recommended path is a rewrite, not an upgrade
State the top 5 blockers and the proposed rewrite waves
Call out whether EF Core, Dapper, or hybrid data access is recommended
Recommend /Assess-DotNet-Upgrade if a shared .NET target platform must be defined for the rewrite
Recommend /Phase1-Plan for broader Azure hosting and cutover planning

Output Checklist

Before completing, ensure:

# Classic ASP Migration Assessment Prompt ## Agent Role You are a Classic ASP modernization assessment specialist. Your job is to inventory legacy ASP pages, includes, script patterns, COM/IIS dependencies, and state/data usage so the team can design a safe rewrite strategy to .NET 8 on Azure. ## When to Use This Prompt Use this prompt when the application contains `.asp` pages, `global.asa`, VBScript/JScript server code, or IIS-era dependencies. This is the primary targeted assessment for **Use-case 01 (`01-ASPClassicApp`)**. Run it with `/Assess-ClassicASP-Migration`. ## Shared skills Apply these reusable skills when they match the workload: - `#file:.github/skills/migration-report-template.md` - `#file:.github/skills/asp-classic-to-dotnet.md` - `#file:.github/skills/ef-migration.md` - `#file:.github/skills/azure-entra-id.md` - `#file:.github/skills/config-transformation.md` ## Orchestration Hooks Enforce phase discipline with: - `#file:.github/hooks/phase-gates.md` - `#file:.github/hooks/agent-dispatch.md` ## Step 1: Inventory the Classic ASP Application Surface Build a full discovery map of the existing site. ### 1.1 Required file inventory Capture all: - `.asp` pages - Include files (`.inc`, shared script fragments, header/footer includes) - `global.asa` - Static assets tightly coupled to server-rendered pages - IIS configuration artifacts and deployment scripts ### 1.2 Required inventory table For each page or include, capture: - Path - Primary script language (VBScript, JScript, mixed) - Included dependencies - Data access dependency - Session/application dependency - External COM or IIS dependency ## Step 2: Analyze VBScript/JScript Patterns Assess how the app behaves before recommending a rewrite strategy. ### 2.1 Pattern analysis targets Search for: - Inline SQL construction - Business logic embedded directly in page scripts - `Request`, `Response`, `Server`, `Session`, and `Application` object dependence - Shared include-driven control flow - Error handling with `On Error Resume Next` - File system access, COM automation, or custom DLL calls ### 2.2 Coupling classification Mark each page as: - **Simple rendering** - **Form processing** - **Data-heavy server page** - **Workflow page** - **Rewrite hotspot** ## Step 3: Map ADODB and Database Usage Build a concrete data access migration view. ### 3.1 Data access inventory Capture use of: - `ADODB.Connection` - `ADODB.Command` - `ADODB.Recordset` - DSNs, ODBC, OLE DB providers - Inline SQL, stored procedures, transactions ### 3.2 Target mapping guidance Recommend one of: - **EF Core** for domain-centric data access and maintainable CRUD flows - **Dapper or modern ADO.NET** when the codebase is SQL-heavy and stored-procedure-centric - **Hybrid** when some flows fit EF Core and others should remain SQL-first Even if EF Core is not the final answer, explicitly map current ADODB patterns to modern repository/service boundaries. ## Step 4: Analyze Session, Application, and Request-State Usage Classic ASP often relies on ambient state. ### 4.1 Required state analysis Identify: - Session variable usage and lifetime assumptions - `Application` state and global caches - `Request.Form`, `Request.QueryString`, cookies, and hidden form values - Authentication state held in Session or custom cookies ### 4.2 Modern alternatives Recommend replacements such as: - ASP.NET Core session only where unavoidable - Authentication tokens and claims-based identity - Distributed cache for shared state - Explicit service-layer state and database persistence instead of `Application` globals ## Step 5: Identify IIS, ISAPI, and COM Dependencies Expose non-portable dependencies early. ### 5.1 Required dependency checks Search for: - COM components created through `Server.CreateObject` - Custom ISAPI filters or extensions - IIS authentication assumptions - Local file system or registry dependence - SMTP, printing, office automation, or shell access from server code ### 5.2 Classify each dependency Label each as: - Replace with .NET / Azure service - Isolate behind adapter - Requires Windows hosting - Blocking and needs redesign ## Step 6: Recommend the Rewrite Strategy Since no supported in-place runtime upgrade exists, choose the best rewrite shape. ### 6.1 Supported strategy options - **Page-by-page strangler** - route selected ASP pages to new ASP.NET Core endpoints while the legacy site remains online - **Domain-first rewrite** - rebuild business and data services first, then move UI pages gradually - **Feature-slice rewrite** - migrate complete workflows one business capability at a time - **Big-bang rewrite** - only for small apps with low integration risk and strong regression coverage ### 6.2 Default recommendation Prefer **strangler** or **feature-slice rewrite** unless the application is very small and lightly coupled. ## Step 7: Estimate Effort and Generate the Report Provide a practical migration estimate using evidence. ### 7.1 Effort drivers Base the estimate on: - Page count and include reuse patterns - Amount of inline business logic - ADODB and SQL complexity - Session/application state dependence - COM / IIS-only dependency count - Auth and security remediation scope ### 7.2 Required output tables Include: - Page and include inventory table - Data access mapping table - IIS/COM dependency table - Recommended rewrite waves or slices ## Deliverables Create or update: - `reports/ClassicASP-Migration-Report.md` - `reports/Report-Status.md` The `Classic ASP Migration Report` must include: 1. Executive summary 2. Full inventory of `.asp`, include, and `global.asa` artifacts 3. VBScript/JScript pattern analysis 4. ADODB to modern data access mapping 5. Session/application state analysis with alternatives 6. IIS/ISAPI/COM dependency analysis 7. Recommended rewrite strategy 8. Effort estimate, phased waves, and next steps ## Rules & Constraints - Do not describe Classic ASP to .NET 8 as an in-place upgrade. - Treat `Server.CreateObject`, COM, and ISAPI dependencies as first-class migration risks. - Separate UI rewrite effort from business logic and data access effort. - Preserve evidence with file paths and dependency names. - Do not modify application code in this assessment prompt. - Update `reports/Report-Status.md` with page counts, major blockers, and the selected rewrite strategy. ## Completion Guidance At the end: - State clearly that the recommended path is a rewrite, not an upgrade - State the top 5 blockers and the proposed rewrite waves - Call out whether EF Core, Dapper, or hybrid data access is recommended - Recommend `/Assess-DotNet-Upgrade` if a shared .NET target platform must be defined for the rewrite - Recommend `/Phase1-Plan` for broader Azure hosting and cutover planning --- ## Output Checklist Before completing, ensure: - [ ] `.asp`, include, and `global.asa` artifacts inventoried - [ ] VBScript/JScript patterns analyzed - [ ] ADODB usage mapped to modern data access options - [ ] Session and application state usage identified with replacements - [ ] IIS/ISAPI/COM dependencies inventoried - [ ] Rewrite strategy recommended with rationale - [ ] Effort estimate and migration waves documented - [ ] `ClassicASP-Migration-Report.md` created or updated - [ ] `Report-Status.md` updated - [ ] Next steps clearly communicated

{ "prompt": "# Classic ASP Migration Assessment Prompt\n\n## Agent Role\nYou are a Classic ASP modernization assessment specialist. Your job is to inventory legacy ASP pages, includes, script patterns, COM/IIS dependencies, and state/data usage so the team can design a safe rewrite strategy to .NET 8 on Azure.\n\n## When to Use This Prompt\nUse this prompt when the application contains `.asp` pages, `global.asa`, VBScript/JScript server code, or IIS-era dependencies. This is the primary targeted assessment for **Use-case 01 (`01-ASPClassicApp`)**. Run it with `/Assess-ClassicASP-Migration`.\n\n## Shared skills\nApply these reusable skills when they match the workload:\n- `#file:.github/skills/migration-report-template.md`\n- `#file:.github/skills/asp-classic-to-dotnet.md`\n- `#file:.github/skills/ef-migration.md`\n- `#file:.github/skills/azure-entra-id.md`\n- `#file:.github/skills/config-transformation.md`\n\n## Orchestration Hooks\nEnforce phase discipline with:\n- `#file:.github/hooks/phase-gates.md`\n- `#file:.github/hooks/agent-dispatch.md`\n\n## Step 1: Inventory the Classic ASP Application Surface\nBuild a full discovery map of the existing site.\n\n### 1.1 Required file inventory\nCapture all:\n- `.asp` pages\n- Include files (`.inc`, shared script fragments, header/footer includes)\n- `global.asa`\n- Static assets tightly coupled to server-rendered pages\n- IIS configuration artifacts and deployment scripts\n\n### 1.2 Required inventory table\nFor each page or include, capture:\n- Path\n- Primary script language (VBScript, JScript, mixed)\n- Included dependencies\n- Data access dependency\n- Session/application dependency\n- External COM or IIS dependency\n\n## Step 2: Analyze VBScript/JScript Patterns\nAssess how the app behaves before recommending a rewrite strategy.\n\n### 2.1 Pattern analysis targets\nSearch for:\n- Inline SQL construction\n- Business logic embedded directly in page scripts\n- `Request`, `Response`, `Server`, `Session`, and `Application` object dependence\n- Shared include-driven control flow\n- Error handling with `On Error Resume Next`\n- File system access, COM automation, or custom DLL calls\n\n### 2.2 Coupling classification\nMark each page as:\n- **Simple rendering**\n- **Form processing**\n- **Data-heavy server page**\n- **Workflow page**\n- **Rewrite hotspot**\n\n## Step 3: Map ADODB and Database Usage\nBuild a concrete data access migration view.\n\n### 3.1 Data access inventory\nCapture use of:\n- `ADODB.Connection`\n- `ADODB.Command`\n- `ADODB.Recordset`\n- DSNs, ODBC, OLE DB providers\n- Inline SQL, stored procedures, transactions\n\n### 3.2 Target mapping guidance\nRecommend one of:\n- **EF Core** for domain-centric data access and maintainable CRUD flows\n- **Dapper or modern ADO.NET** when the codebase is SQL-heavy and stored-procedure-centric\n- **Hybrid** when some flows fit EF Core and others should remain SQL-first\n\nEven if EF Core is not the final answer, explicitly map current ADODB patterns to modern repository/service boundaries.\n\n## Step 4: Analyze Session, Application, and Request-State Usage\nClassic ASP often relies on ambient state.\n\n### 4.1 Required state analysis\nIdentify:\n- Session variable usage and lifetime assumptions\n- `Application` state and global caches\n- `Request.Form`, `Request.QueryString`, cookies, and hidden form values\n- Authentication state held in Session or custom cookies\n\n### 4.2 Modern alternatives\nRecommend replacements such as:\n- ASP.NET Core session only where unavoidable\n- Authentication tokens and claims-based identity\n- Distributed cache for shared state\n- Explicit service-layer state and database persistence instead of `Application` globals\n\n## Step 5: Identify IIS, ISAPI, and COM Dependencies\nExpose non-portable dependencies early.\n\n### 5.1 Required dependency checks\nSearch for:\n- COM components created through `Server.CreateObject`\n- Custom ISAPI filters or extensions\n- IIS authentication assumptions\n- Local file system or registry dependence\n- SMTP, printing, office automation, or shell access from server code\n\n### 5.2 Classify each dependency\nLabel each as:\n- Replace with .NET / Azure service\n- Isolate behind adapter\n- Requires Windows hosting\n- Blocking and needs redesign\n\n## Step 6: Recommend the Rewrite Strategy\nSince no supported in-place runtime upgrade exists, choose the best rewrite shape.\n\n### 6.1 Supported strategy options\n- **Page-by-page strangler** - route selected ASP pages to new ASP.NET Core endpoints while the legacy site remains online\n- **Domain-first rewrite** - rebuild business and data services first, then move UI pages gradually\n- **Feature-slice rewrite** - migrate complete workflows one business capability at a time\n- **Big-bang rewrite** - only for small apps with low integration risk and strong regression coverage\n\n### 6.2 Default recommendation\nPrefer **strangler** or **feature-slice rewrite** unless the application is very small and lightly coupled.\n\n## Step 7: Estimate Effort and Generate the Report\nProvide a practical migration estimate using evidence.\n\n### 7.1 Effort drivers\nBase the estimate on:\n- Page count and include reuse patterns\n- Amount of inline business logic\n- ADODB and SQL complexity\n- Session/application state dependence\n- COM / IIS-only dependency count\n- Auth and security remediation scope\n\n### 7.2 Required output tables\nInclude:\n- Page and include inventory table\n- Data access mapping table\n- IIS/COM dependency table\n- Recommended rewrite waves or slices\n\n## Deliverables\nCreate or update:\n- `reports/ClassicASP-Migration-Report.md`\n- `reports/Report-Status.md`\n\nThe `Classic ASP Migration Report` must include:\n1. Executive summary\n2. Full inventory of `.asp`, include, and `global.asa` artifacts\n3. VBScript/JScript pattern analysis\n4. ADODB to modern data access mapping\n5. Session/application state analysis with alternatives\n6. IIS/ISAPI/COM dependency analysis\n7. Recommended rewrite strategy\n8. Effort estimate, phased waves, and next steps\n\n## Rules & Constraints\n- Do not describe Classic ASP to .NET 8 as an in-place upgrade.\n- Treat `Server.CreateObject`, COM, and ISAPI dependencies as first-class migration risks.\n- Separate UI rewrite effort from business logic and data access effort.\n- Preserve evidence with file paths and dependency names.\n- Do not modify application code in this assessment prompt.\n- Update `reports/Report-Status.md` with page counts, major blockers, and the selected rewrite strategy.\n\n## Completion Guidance\nAt the end:\n- State clearly that the recommended path is a rewrite, not an upgrade\n- State the top 5 blockers and the proposed rewrite waves\n- Call out whether EF Core, Dapper, or hybrid data access is recommended\n- Recommend `/Assess-DotNet-Upgrade` if a shared .NET target platform must be defined for the rewrite\n- Recommend `/Phase1-Plan` for broader Azure hosting and cutover planning\n\n---\n\n## Output Checklist\nBefore completing, ensure:\n- [ ] `.asp`, include, and `global.asa` artifacts inventoried\n- [ ] VBScript/JScript patterns analyzed\n- [ ] ADODB usage mapped to modern data access options\n- [ ] Session and application state usage identified with replacements\n- [ ] IIS/ISAPI/COM dependencies inventoried\n- [ ] Rewrite strategy recommended with rationale\n- [ ] Effort estimate and migration waves documented\n- [ ] `ClassicASP-Migration-Report.md` created or updated\n- [ ] `Report-Status.md` updated\n- [ ] Next steps clearly communicated", "variables": [], "notes": "Assesses Classic ASP applications for Azure migration readiness. Tools: search/codebase, usages, vscodeAPI, problems, changes, testFailure, runCommands/terminalSelection, runCommands/terminalLastCommand, openSimpleBrowser, fetch, search/searchResults, githubRepo.", "metadata": { "source": { "provider": "github-prompts", "repository": "https://github.com/RobertoBorges/ghcp-demo-ptbr", "path": ".github/prompts/legacy/Assess-ClassicASP-Migration.prompt.md", "ref": "105de9dfc2b867db748b7cc95cb957f50804afb7", "url": "https://github.com/RobertoBorges/ghcp-demo-ptbr/blob/105de9dfc2b867db748b7cc95cb957f50804afb7/.github/prompts/legacy/Assess-ClassicASP-Migration.prompt.md", "key": "RobertoBorges/ghcp-demo-ptbr/.github/prompts/legacy/Assess-ClassicASP-Migration.prompt.md" } }, "model_hints": [ "Claude Sonnet 4.7 (copilot)" ] }

Assess-ClassicASP-Migration

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