diff --git a/.github/ISSUE_TEMPLATE/Bug_report.md b/.github/ISSUE_TEMPLATE/Bug_report.md
deleted file mode 100644
index aac03222ef..0000000000
--- a/.github/ISSUE_TEMPLATE/Bug_report.md
+++ /dev/null
@@ -1,71 +0,0 @@
----
-name: Bug report 🐛
-about: Report errors or unexpected behavior 🤔
-
----
-
-<!--
-
-BEFORE SUBMITTING A NEW ISSUE, PLEASE READ THE TROUBLESHOOTING DOCS!
-https://github.com/PowerShell/vscode-powershell/tree/master/docs/troubleshooting.md
-
-IMPORTANT: you can generate a bug report directly from the
-PowerShell extension in Visual Studio Code by selecting
-"PowerShell: Upload Bug Report to GitHub" from the command palette.
-
-NOTE: If you have both stable (aka "PowerShell") and preview (aka "PowerShell Preview") installed,
-you MUST DISABLE one of them for the best performance.
-Docs on how to disable an extension can be found here:
-https://code.visualstudio.com/docs/editor/extension-gallery#_disable-an-extension
-
-The more repro details you can provide, along with a zip
-of the log files from your session, the better the chances
-are for a quick resolution.
-
-You may also want to record a GIF of the bug occurring and
-attach it here by dropping the file into the description body.
-
--->
-
-### System Details
-
-<!--
-To help diagnose your issue, the following details are helpful:
-- Operating system name and version
-- VS Code version
-- PowerShell extension version
-- Output from `$PSVersionTable`
-
-To get this information, run the following expression in your Integrated Console and paste the output here inside the backticks below:
-
-& {"### VSCode version: $(code -v)"; "`n### VSCode extensions:`n$(code --list-extensions --show-versions | Out-String)"; "`n### PSES version: $($pseditor.EditorServicesVersion)"; "`n### PowerShell version:`n$($PSVersionTable | Out-String)"}
-
-
-If you are running VSCode Insiders, use this expression instead (and paste the result inside the backticks):
-
-& {"### VSCode version: $(code-insiders -v)"; "`n### VSCode extensions:`n$(code-insiders --list-extensions --show-versions | Out-String)"; "`n### PSES version: $($pseditor.EditorServicesVersion)"; "`n### PowerShell version:`n$($PSVersionTable | Out-String)"}
-
--->
-
-<!-- PowerShell output from above goes here -->
-System Details Output
-```
-
-```
-
-### Issue Description
-
-I am experiencing a problem with...
-
-#### Expected Behaviour
-
--- Description of what *should* be happening --
-
-#### Actual Behaviour
-
--- Description of what actually happens --
-
-### Attached Logs
-
-Follow the instructions in the [troubleshooting docs](https://github.com/PowerShell/vscode-powershell/blob/master/docs/troubleshooting.md#logs)
-about capturing and sending logs.
diff --git a/.github/ISSUE_TEMPLATE/Feature_request.md b/.github/ISSUE_TEMPLATE/Feature_request.md
deleted file mode 100644
index 1d11250c90..0000000000
--- a/.github/ISSUE_TEMPLATE/Feature_request.md
+++ /dev/null
@@ -1,15 +0,0 @@
----
-name: Feature request/idea 🚀
-about: Suggest a new feature or improvement (this does not mean you have to implement it)
-
----
-
-**Summary of the new feature**
-
-A clear and concise description of what the problem is that the new feature would solve.
-Try formulating it in user story style (if applicable):
-'As a user I want X so that Y.' with X being the being the action and Y being the value of the action.
-
-**Proposed technical implementation details (optional)**
-
-A clear and concise description of what you want to happen.
diff --git a/.github/ISSUE_TEMPLATE/Support_request.md b/.github/ISSUE_TEMPLATE/Support_request.md
deleted file mode 100644
index 55a614d848..0000000000
--- a/.github/ISSUE_TEMPLATE/Support_request.md
+++ /dev/null
@@ -1,8 +0,0 @@
----
-name: Support Question ❓
-about: If you have a question, you can try asking in the VSCode channel of the international PowerShell Slack channel first.  You can also try Gitter chat for vscode-powershell.
-
----
-
-* Slack Community Chat: https://powershell.slack.com (you can sign-up at http://slack.poshcode.org/ for an invite)
-* Gitter Chat: https://gitter.im/PowerShell/vscode-powershell
diff --git a/.github/ISSUE_TEMPLATE/bug-report.yml b/.github/ISSUE_TEMPLATE/bug-report.yml
new file mode 100644
index 0000000000..811463f8a2
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/bug-report.yml
@@ -0,0 +1,81 @@
+name: 🐛 Bug report
+description: Open an issue about a bug that needs fixing.
+labels: Issue-Bug
+body:
+- type: checkboxes
+  attributes:
+    label: Prerequisites
+    options:
+    - label: I have written a descriptive issue title.
+      required: true
+    - label: I have searched all [issues](https://github.com/PowerShell/vscode-powershell/issues?q=is%3Aissue) to ensure it has not already been reported.
+      required: true
+    - label: I have read the [troubleshooting](https://github.com/PowerShell/vscode-powershell/blob/master/docs/troubleshooting.md) guide.
+      required: true
+    - label: I have verified that I am using the latest version of Visual Studio Code and the PowerShell extension.
+      required: true
+- type: textarea
+  attributes:
+    label: Summary
+    description: Explain the problem briefly below.
+    placeholder: I am experiencing a problem with X. I think Y should be happening but Z is actually happening.
+  validations:
+    required: true
+- type: textarea
+  attributes:
+    label: PowerShell Version
+    description: Paste verbatim output from `$PSVersionTable` below. Please double-check that this is the PowerShell version that VS Code is set to use.
+    render: console
+    placeholder: |
+      PS> $PSVersionTable
+
+      Name                           Value
+      ----                           -----
+      PSVersion                      7.1.3
+      PSEdition                      Core
+      GitCommitId                    7.1.3
+      OS                             Darwin 20.4.0 Darwin Kernel
+      Platform                       Unix
+      PSCompatibleVersions           {1.0, 2.0, 3.0, 4.0…}
+      PSRemotingProtocolVersion      2.3
+      SerializationVersion           1.1.0.1
+      WSManStackVersion              3.0
+  validations:
+    required: true
+- type: textarea
+  attributes:
+    label: Visual Studio Code Version
+    description: Paste verbatim output from `code --version` below.
+    render: console
+    placeholder: |
+      PS> code --version
+
+      1.57.1
+      507ce72a4466fbb27b715c3722558bb15afa9f48
+      arm64
+  validations:
+    required: true
+- type: textarea
+  attributes:
+    label: Extension Version
+    description: Paste verbatim output from `code --list-extensions --show-versions | Select-String powershell` below.
+    render: console
+      PS> code --list-extensions --show-versions | Select-String powershell
+
+      ms-vscode.powershell@2021.5.1
+  validations:
+    required: true
+- type: textarea
+  attributes:
+    label: Steps to Reproduce
+    description: List of steps, sample code, failing test or link to a project that reproduces the behavior. Make sure you place a stack trace inside a code (```) block to avoid linking unrelated issues.
+  validations:
+    required: true
+- type: textarea
+  attributes:
+    label: Visuals
+    description: Please upload images or animations that can be used to reproduce issues in the area below. Try the [Steps Recorder](https://support.microsoft.com/en-us/windows/record-steps-to-reproduce-a-problem-46582a9b-620f-2e36-00c9-04e25d784e47) on Windows or [Screenshot](https://support.apple.com/en-us/HT208721) on macOS.
+- type: textarea
+  attributes:
+    label: Logs
+    description: Please upload logs collected by following these [instructions](https://github.com/PowerShell/vscode-powershell/blob/master/docs/troubleshooting.md#logs) in the area below. Be careful to scrub sensitive information!
diff --git a/.github/ISSUE_TEMPLATE/feature-request.yml b/.github/ISSUE_TEMPLATE/feature-request.yml
new file mode 100644
index 0000000000..81ce4a4f75
--- /dev/null
+++ b/.github/ISSUE_TEMPLATE/feature-request.yml
@@ -0,0 +1,24 @@
+name: ✨ Feature request
+description: Open an issue about a potential new feature or improvement.
+labels: Issue-Enhancement
+body:
+- type: checkboxes
+  attributes:
+    label: Prerequisites
+    options:
+    - label: I have written a descriptive issue title.
+      required: true
+    - label: I have searched all [issues](https://github.com/PowerShell/vscode-powershell/issues?q=is%3Aissue) to ensure it has not already been reported.
+      required: true
+- type: textarea
+  attributes:
+    label: Summary
+    description: Explain the feature request below.
+    placeholder: I would like to do X because it would be useful for Y and I cannot currently do it with Z.
+  validations:
+    required: true
+- type: textarea
+  attributes:
+    label: Proposed Design
+    description: Optionally explain any technical design below.
+    placeholder: We could accomplish this by extending X to take Y and yield Z.