Prerequisites

• I have written a descriptive issue title.
• I have searched all issues to ensure it has not already been reported.
• I have read the troubleshooting guide.
• I have verified that I am using the latest version of Visual Studio Code and the PowerShell extension.

Summary

REF: #3394 (comment)

After attempting to resolve my issue with the pre-release version of the extension, the debugger started failing again. Per @rjmholt 's suggestion, I am opening a new issue for tracking.

PowerShell Version

Both PS 5.1 and 7 have issues.
Name Value
---- -----
PSVersion 7.1.0
PSEdition Core
GitCommitId 7.1.0
OS Microsoft Windows 10.0.18363
Platform Win32NT
PSCompatibleVersions {1.0, 2.0, 3.0, 4.0...}
PSRemotingProtocolVersion 2.3
SerializationVersion 1.1.0.1
WSManStackVersion 3.0
Name Value 
---- ----- 
PSVersion 5.1.18362.1474 
PSEdition Desktop 
PSCompatibleVersions {1.0, 2.0, 3.0, 4.0...} 
BuildVersion 10.0.18362.1474 
CLRVersion 4.0.30319.42000 
WSManStackVersion 3.0 
PSRemotingProtocolVersion 2.3 
SerializationVersion 1.1.0.1

Visual Studio Code Version

1.59.1
3866c3553be8b268c8a7f8c0482c0c0177aa8bfa
x64

Extension Version

ms-vscode.powershell@202180
ms-vscode.powershell-preview@2021年8月1日

Steps to Reproduce

Scenario 1 (PowerShell 5.1)

1. Close all VSCode instances
2. Open new instance with no folder opened
3. Create a new PowerShell script
4. Past in script below (do not save)

function Write-SomeStatus {
 # Breakpoint on following line
 Write-Host 'Some Status'
}
Write-SomeStatus

5. Press F5

Expected: Breakpoint is hit
Actual: Breakpoint is skipped and script contents + "Some Status" is written to terminal

Scenario 2 (PowerShell 5.1)

1. Save the script from Scenario 1 to C:\temp\DebuggingTest.ps1
2. Readd the breakpoint to line 3 (as indicated)
3. Press F5
4. Debugger starts and attaches correctly
5. Press F5 to run to completion
6. Run Write-SomeStatus from the terminal directly
7. Debugger attaches to breakpoint at line 3
8. Press F5 to continue and the debugger hangs (screenshot below)

Visuals

Debugger attaches when adding new Write-Host line:
image

Debugger hangs after calling from terminal directly:
image

Logs

EditorServices.log
StartEditorServices.log
vscode-powershell.log