diff --git a/CHANGELOG.txt b/CHANGELOG.txt
index 585e84ba2d..1dec15ba1d 100644
--- a/CHANGELOG.txt
+++ b/CHANGELOG.txt
@@ -20,6 +20,7 @@ Changelog
  * Docs: Add code block to make it easier to understand contribution docs (Suyash Singh)
  * Docs: Add new "Icons" page for icons customisation and reuse across the admin interface (Coen van der Kamp)
  * Docs: Fix broken formatting for MultiFieldPanel / FieldRowPanel permission kwarg docs (Matt Westcott)
+ * Docs: Add helpful troubleshooting links and refine wording for getting started with development (Loveth Omokaro)
  * Maintenance: Removed features deprecated in Wagtail 3.0 and 4.0 (Matt Westcott)
  * Maintenance: Update djhtml (html formatting) library to v 1.5.2 (Loveth Omokaro)
  * Maintenance: Re-enable `strictPropertyInitialization` in tsconfig (Thibaud Colas)
diff --git a/docs/contributing/developing.md b/docs/contributing/developing.md
index 47cd6179c7..45bf75bde2 100644
--- a/docs/contributing/developing.md
+++ b/docs/contributing/developing.md
@@ -19,14 +19,14 @@ Alternatively, you can install [Node.js](https://nodejs.org/) directly, ensure y
 
 You will also need to install the **libjpeg** and **zlib** libraries, if you haven't done so already - see Pillow's [platform-specific installation instructions](https://pillow.readthedocs.io/en/stable/installation.html#external-libraries).
 
-Clone a copy of [the Wagtail codebase](https://github.com/wagtail/wagtail):
+Fork the [the Wagtail codebase](https://github.com/wagtail/wagtail) and clone the forked copy:
 
 ```sh
-git clone https://github.com/wagtail/wagtail.git
+git clone https://github.com/username/wagtail/wagtail.git
 cd wagtail
 ```
 
-**With your preferred virtualenv activated,** install the Wagtail package in development mode with the included testing and documentation dependencies:
+**With your preferred [virtualenv activated](virtual_environment_creation),** install the Wagtail package in development mode with the included testing and documentation dependencies:
 
 ```sh
 pip install -e ."[testing,docs]" -U
diff --git a/docs/getting_started/index.md b/docs/getting_started/index.md
index 06c37ca45a..b386f4d41c 100644
--- a/docs/getting_started/index.md
+++ b/docs/getting_started/index.md
@@ -13,7 +13,7 @@
 
 ## Dependencies needed for installation
 
--   [Python 3](https://www.python.org/downloads/)
+-   [Python 3](https://www.python.org/downloads/).
 -   **libjpeg** and **zlib**, libraries required for Django's **Pillow** library.
     See Pillow's [platform-specific installation instructions](https://pillow.readthedocs.io/en/stable/installation.html#external-libraries).
 
@@ -65,3 +65,25 @@ demo_site
 integrating_into_django
 the_zen_of_wagtail
 ```
+
+(common_installation_issues)=
+
+## Common issues
+
+### Python is not available in `path`
+
+```sh
+python
+> command not found: python
+```
+
+For detailed guidance, see this guide on [how to add Python to your path](https://realpython.com/add-python-to-path/).
+
+### python3 not available
+
+```sh
+python3 -m pip install --upgrade pip
+> command not found: python3
+```
+
+If this error occurs, [the `python3` can be replaced with `py`](https://docs.python.org/3/faq/windows.html#how-do-i-run-a-python-program-under-windows).
diff --git a/docs/getting_started/tutorial.md b/docs/getting_started/tutorial.md
index 986105bbc6..9c02c5fbdf 100644
--- a/docs/getting_started/tutorial.md
+++ b/docs/getting_started/tutorial.md
@@ -31,6 +31,8 @@ The way to do this varies by platform—see Pillow's
 [platform-specific installation instructions](https://pillow.readthedocs.io/en/stable/installation.html#external-libraries).
 ```
 
+(virtual_environment_creation)=
+
 ### Create and activate a virtual environment
 
 We recommend using a virtual environment, which isolates installed dependencies from other projects.
diff --git a/docs/releases/5.0.md b/docs/releases/5.0.md
index a5aeda91ad..20b8ef9e43 100644
--- a/docs/releases/5.0.md
+++ b/docs/releases/5.0.md
@@ -36,6 +36,7 @@ depth: 1
  * Add code block to make it easier to understand contribution docs (Suyash Singh)
  * Add new "Icons" page for icons customisation and reuse across the admin interface (Coen van der Kamp)
  * Fix broken formatting for MultiFieldPanel / FieldRowPanel permission kwarg docs (Matt Westcott)
+ * Add helpful troubleshooting links and refine wording for getting started with development (Loveth Omokaro)
 
 ### Maintenance