diff --git a/.github/workflows/build-python.yaml b/.github/workflows/build-python.yaml
index 89e15b0c..8f51ea02 100644
--- a/.github/workflows/build-python.yaml
+++ b/.github/workflows/build-python.yaml
@@ -19,8 +19,8 @@ jobs:
       matrix:
         #os: ["ubuntu-latest", "macos-latest", "windows-latest"]
         # Mac and Windows chew through build minutes - waiting until repo is public to enable
-        os: ["ubuntu-latest"]
-        python: ["3.10", "3.11"]
+        os: ["ubuntu-latest", "windows-latest"]
+        python: ["3.10"]
     runs-on: ${{ matrix.os }}
     steps:
       - name: Checkout source code
diff --git a/poetry.lock b/poetry.lock
index 6d878199..3a5adb5b 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -181,7 +181,7 @@ redis = ["redis (>=2.10.5)"]
 
 [[package]]
 name = "certifi"
-version = "2022.9.24"
+version = "2022.12.7"
 description = "Python package for providing Mozilla's CA Bundle."
 category = "main"
 optional = false
@@ -728,7 +728,7 @@ pip = "*"
 
 [[package]]
 name = "pip-audit"
-version = "2.4.7"
+version = "2.4.8"
 description = "A tool for scanning Python environments for known vulnerabilities"
 category = "dev"
 optional = false
@@ -738,7 +738,7 @@ python-versions = ">=3.7"
 CacheControl = {version = ">=0.12.10", extras = ["filecache"]}
 cyclonedx-python-lib = ">=2.0.0,<2.5.0 || >2.5.0"
 html5lib = ">=1.1"
-packaging = ">=21.0.0"
+packaging = ">=21.0.0,<22.0.0"
 pip-api = ">=0.0.28"
 pip-requirements-parser = ">=31.2.0"
 resolvelib = ">=0.8.0"
@@ -778,7 +778,7 @@ testing = ["pytest", "pytest-cov"]
 
 [[package]]
 name = "platformdirs"
-version = "2.5.4"
+version = "2.6.0"
 description = "A small Python package for determining appropriate platform-specific dirs, e.g. a \"user data dir\"."
 category = "dev"
 optional = false
@@ -818,7 +818,7 @@ ssh = ["paramiko"]
 
 [[package]]
 name = "prompt-toolkit"
-version = "3.0.33"
+version = "3.0.36"
 description = "Library for building powerful interactive command lines in Python"
 category = "main"
 optional = false
@@ -1502,8 +1502,8 @@ cachecontrol = [
     {file = "CacheControl-0.12.11.tar.gz", hash = "sha256:a5b9fcc986b184db101aa280b42ecdcdfc524892596f606858e0b7a8b4d9e144"},
 ]
 certifi = [
-    {file = "certifi-2022.9.24-py3-none-any.whl", hash = "sha256:90c1a32f1d68f940488354e36370f6cca89f0f106db09518524c88d6ed83f382"},
-    {file = "certifi-2022.9.24.tar.gz", hash = "sha256:0d9c601124e5a6ba9712dbc60d9c53c21e34f5f641fe83002317394311bdce14"},
+    {file = "certifi-2022.12.7-py3-none-any.whl", hash = "sha256:4ad3232f5e926d6718ec31cfc1fcadfde020920e278684144551c91769c7bc18"},
+    {file = "certifi-2022.12.7.tar.gz", hash = "sha256:35824b4c3a97115964b408844d64aa14db1cc518f6562e8d7261699d1350a9e3"},
 ]
 cffi = [
     {file = "cffi-1.15.1-cp27-cp27m-macosx_10_9_x86_64.whl", hash = "sha256:a66d3508133af6e8548451b25058d5812812ec3798c886bf38ed24a98216fab2"},
@@ -2111,8 +2111,8 @@ pip-api = [
     {file = "pip_api-0.0.30-py3-none-any.whl", hash = "sha256:2a0314bd31522eb9ffe8a99668b0d07fee34ebc537931e7b6483001dbedcbdc9"},
 ]
 pip-audit = [
-    {file = "pip_audit-2.4.7-py3-none-any.whl", hash = "sha256:a99f825ee431a89b89981c4e9e6eaacff5af3233783f2f5d79fe03306dc378ce"},
-    {file = "pip_audit-2.4.7.tar.gz", hash = "sha256:f87b37b6db5317a3f5ecebc202b5d4401958b5e4bd05b39d7b230bdc6f63c34b"},
+    {file = "pip_audit-2.4.8-py3-none-any.whl", hash = "sha256:40876d6ad6adf5ac64fba1ecef034db9804c35c2c18f7c22cb7b11b382c10df9"},
+    {file = "pip_audit-2.4.8.tar.gz", hash = "sha256:a45540ab0c5a9311315ca42c78fa8f72cf3598d5968a67d883d2d6194eda598c"},
 ]
 pip-requirements-parser = [
     {file = "pip-requirements-parser-31.2.0.tar.gz", hash = "sha256:8c2a6f8e091ac2693824a5ef4e3b250226e34f74a20a91a87b9ab0714b47788f"},
@@ -2123,8 +2123,8 @@ pkginfo = [
     {file = "pkginfo-1.9.2.tar.gz", hash = "sha256:ac03e37e4d601aaee40f8087f63fc4a2a6c9814dda2c8fa6aab1b1829653bdfa"},
 ]
 platformdirs = [
-    {file = "platformdirs-2.5.4-py3-none-any.whl", hash = "sha256:af0276409f9a02373d540bf8480021a048711d572745aef4b7842dad245eba10"},
-    {file = "platformdirs-2.5.4.tar.gz", hash = "sha256:1006647646d80f16130f052404c6b901e80ee4ed6bef6792e1f238a8969106f7"},
+    {file = "platformdirs-2.6.0-py3-none-any.whl", hash = "sha256:1a89a12377800c81983db6be069ec068eee989748799b946cce2a6e80dcc54ca"},
+    {file = "platformdirs-2.6.0.tar.gz", hash = "sha256:b46ffafa316e6b83b47489d240ce17173f123a9b9c83282141c3daf26ad9ac2e"},
 ]
 pluggy = [
     {file = "pluggy-1.0.0-py2.py3-none-any.whl", hash = "sha256:74134bbf457f031a36d68416e1509f34bd5ccc019f0bcc952c7b909d06b37bd3"},
@@ -2135,8 +2135,8 @@ plumbum = [
     {file = "plumbum-1.8.0.tar.gz", hash = "sha256:f1da1f167a2afe731a85de3f56810f424926c0a1a8fd1999ceb2ef20b618246d"},
 ]
 prompt-toolkit = [
-    {file = "prompt_toolkit-3.0.33-py3-none-any.whl", hash = "sha256:ced598b222f6f4029c0800cefaa6a17373fb580cd093223003475ce32805c35b"},
-    {file = "prompt_toolkit-3.0.33.tar.gz", hash = "sha256:535c29c31216c77302877d5120aef6c94ff573748a5b5ca5b1b1f76f5e700c73"},
+    {file = "prompt_toolkit-3.0.36-py3-none-any.whl", hash = "sha256:aa64ad242a462c5ff0363a7b9cfe696c20d55d9fc60c11fd8e632d064804d305"},
+    {file = "prompt_toolkit-3.0.36.tar.gz", hash = "sha256:3e163f254bef5a03b146397d7c1963bd3e2812f0964bb9a24e6ec761fd28db63"},
 ]
 pycparser = [
     {file = "pycparser-2.21-py2.py3-none-any.whl", hash = "sha256:8ee45429555515e1f6b185e78100aea234072576aa43ab53aefcae078162fca9"},
diff --git a/src/algokit/core/log_handlers.py b/src/algokit/core/log_handlers.py
index 02120082..e2de4c35 100644
--- a/src/algokit/core/log_handlers.py
+++ b/src/algokit/core/log_handlers.py
@@ -94,6 +94,7 @@ def initialise_logging() -> None:
         filename=get_app_state_dir() / "cli.log",
         maxBytes=1 * 1024 * 1024,
         backupCount=5,
+        encoding="utf-8",
     )
     file_log_handler.setLevel(logging.DEBUG)
     file_log_handler.formatter = logging.Formatter(
diff --git a/tests/conftest.py b/tests/conftest.py
index bfecfbeb..37ecb257 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -9,6 +9,7 @@
 from approvaltests.reporters.generic_diff_reporter_factory import GenericDiffReporter  # type: ignore
 from prompt_toolkit.application import create_app_session
 from prompt_toolkit.input import PipeInput, create_pipe_input
+from prompt_toolkit.output import DummyOutput
 from pytest_mock import MockerFixture
 from utils.app_dir_mock import AppDirs, tmp_app_dir
 from utils.proc_mock import ProcMock
@@ -31,7 +32,7 @@ def app_dir_mock(mocker: MockerFixture, tmp_path: Path) -> AppDirs:
 @pytest.fixture(scope="function")
 def mock_questionary_input() -> typing.Iterator[PipeInput]:
     with create_pipe_input() as pipe_input:
-        with create_app_session(input=pipe_input):
+        with create_app_session(input=pipe_input, output=DummyOutput()):
             yield pipe_input
 
 
diff --git a/tests/goal/test_goal.py b/tests/goal/test_goal.py
index bb0d69bc..dd8bc3d9 100644
--- a/tests/goal/test_goal.py
+++ b/tests/goal/test_goal.py
@@ -1,8 +1,8 @@
 from subprocess import CompletedProcess
 
-from approvaltests import verify  # type: ignore
 from pytest_mock import MockerFixture
 from utils.app_dir_mock import AppDirs
+from utils.approvals import verify
 from utils.click_invoker import invoke
 from utils.proc_mock import ProcMock
 
diff --git a/tests/init/test_init.py b/tests/init/test_init.py
index b427be30..7b99f5b2 100644
--- a/tests/init/test_init.py
+++ b/tests/init/test_init.py
@@ -2,18 +2,24 @@
 import subprocess
 from pathlib import Path
 
+import click
 import pytest
 from _pytest.tmpdir import TempPathFactory
-from approvaltests import verify
-from click import unstyle
 from prompt_toolkit.input import PipeInput
 from pytest_mock import MockerFixture
+from utils.approvals import TokenScrubber, combine_scrubbers, verify
 from utils.click_invoker import invoke
 
 PARENT_DIRECTORY = Path(__file__).parent
 GIT_BUNDLE_PATH = PARENT_DIRECTORY / "copier-script-v0.1.0.gitbundle"
 
 
+def make_output_scrubber(**extra_tokens: str) -> TokenScrubber:
+    default_tokens = {"test_parent_directory": str(PARENT_DIRECTORY)}
+    tokens = default_tokens | extra_tokens
+    return combine_scrubbers(click.unstyle, TokenScrubber(tokens=tokens))
+
+
 @pytest.fixture(autouse=True, scope="module")
 def supress_copier_dependencies_debug_output():
     logging.getLogger("plumbum.local").setLevel("INFO")
@@ -43,7 +49,7 @@ def test_init_minimal_interaction_required_no_git_no_network(
     assert result.exit_code == 0
     paths = {p.relative_to(cwd) for p in cwd.rglob("*")}
     assert paths == {Path("myapp"), Path("myapp") / "script.sh"}
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_minimal_interaction_required_yes_git_no_network(
@@ -75,9 +81,8 @@ def test_init_minimal_interaction_required_yes_git_no_network(
     assert git_rev_list.returncode == 0
     git_initial_commit_hash = git_rev_list.stdout[:7]
     verify(
-        unstyle(result.output)
-        .replace(git_initial_commit_hash, "{git_initial_commit_hash}")
-        .replace(str(PARENT_DIRECTORY), "{test_parent_directory}")
+        result.output,
+        scrubber=make_output_scrubber(git_initial_commit_hash=git_initial_commit_hash),
     )
 
 
@@ -93,7 +98,7 @@ def test_init_do_not_use_existing_folder(tmp_path_factory: TempPathFactory, mock
     )
 
     assert result.exit_code == 1
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_use_existing_folder(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -109,7 +114,7 @@ def test_init_use_existing_folder(tmp_path_factory: TempPathFactory, mock_questi
     )
 
     assert result.exit_code == 0
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_existing_filename_same_as_folder_name(
@@ -127,7 +132,7 @@ def test_init_existing_filename_same_as_folder_name(
     )
 
     assert result.exit_code == 1
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_template_selection(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -141,7 +146,7 @@ def test_init_template_selection(tmp_path_factory: TempPathFactory, mock_questio
     )
 
     assert result.exit_code == 0
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_invalid_template_url(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -154,7 +159,7 @@ def test_init_invalid_template_url(tmp_path_factory: TempPathFactory, mock_quest
     )
 
     assert result.exit_code == 1
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_project_name(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -170,7 +175,7 @@ def test_init_project_name(tmp_path_factory: TempPathFactory, mock_questionary_i
     assert result.exit_code == 0
     paths = {p.relative_to(cwd) for p in cwd.rglob("*")}
     assert paths == {Path(project_name), Path(project_name) / "script.sh"}
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_project_name_not_empty(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -187,7 +192,7 @@ def test_init_project_name_not_empty(tmp_path_factory: TempPathFactory, mock_que
     assert result.exit_code == 0
     paths = {p.relative_to(cwd) for p in cwd.rglob("*")}
     assert paths == {Path(project_name), Path(project_name) / "script.sh"}
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_project_name_reenter_folder_name(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -208,7 +213,7 @@ def test_init_project_name_reenter_folder_name(tmp_path_factory: TempPathFactory
     assert result.exit_code == 0
     paths = {p.relative_to(cwd) for p in cwd.rglob("*")}
     assert paths == {Path(project_name_2), Path(project_name_2) / "script.sh", Path(project_name)}
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_ask_about_git(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -239,9 +244,8 @@ def test_init_ask_about_git(tmp_path_factory: TempPathFactory, mock_questionary_
     assert git_rev_list.returncode == 0
     git_initial_commit_hash = git_rev_list.stdout[:7]
     verify(
-        unstyle(result.output)
-        .replace(git_initial_commit_hash, "{git_initial_commit_hash}")
-        .replace(str(PARENT_DIRECTORY), "{test_parent_directory}")
+        result.output,
+        scrubber=make_output_scrubber(git_initial_commit_hash=git_initial_commit_hash),
     )
 
 
@@ -258,7 +262,7 @@ def test_init_template_url_and_template_name(tmp_path_factory: TempPathFactory,
     )
 
     assert result.exit_code == 1
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_no_community_template(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -271,7 +275,7 @@ def test_init_no_community_template(tmp_path_factory: TempPathFactory, mock_ques
     )
 
     assert result.exit_code == 1
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_input_template_url(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -288,7 +292,7 @@ def test_init_input_template_url(tmp_path_factory: TempPathFactory, mock_questio
     )
 
     assert result.exit_code == 0
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_with_defaults(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -303,7 +307,7 @@ def test_init_with_defaults(tmp_path_factory: TempPathFactory, mock_questionary_
     assert result.exit_code == 0
     paths = {p.relative_to(cwd) for p in cwd.rglob("*")}
     assert paths == {Path("myapp"), Path("myapp") / "none"}
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
 
 
 def test_init_with_official_template_name(tmp_path_factory: TempPathFactory, mock_questionary_input: PipeInput):
@@ -323,4 +327,4 @@ def test_init_with_official_template_name(tmp_path_factory: TempPathFactory, moc
             Path("myapp") / "smart_contracts",
         }
     )
-    verify(unstyle(result.output).replace(str(PARENT_DIRECTORY), "{test_parent_directory}"))
+    verify(result.output, scrubber=make_output_scrubber())
diff --git a/tests/sandbox/test_sandbox_console.py b/tests/sandbox/test_sandbox_console.py
index 1f302a71..1ab0c685 100644
--- a/tests/sandbox/test_sandbox_console.py
+++ b/tests/sandbox/test_sandbox_console.py
@@ -1,7 +1,7 @@
 from subprocess import CompletedProcess
 
-from approvaltests import verify  # type: ignore
 from pytest_mock import MockerFixture
+from utils.approvals import verify
 from utils.click_invoker import invoke
 from utils.proc_mock import ProcMock
 
diff --git a/tests/sandbox/test_sandbox_reset.py b/tests/sandbox/test_sandbox_reset.py
index d011a681..fb705f27 100644
--- a/tests/sandbox/test_sandbox_reset.py
+++ b/tests/sandbox/test_sandbox_reset.py
@@ -1,6 +1,6 @@
 from algokit.core.sandbox import get_docker_compose_yml
-from approvaltests import verify  # type: ignore
 from utils.app_dir_mock import AppDirs
+from utils.approvals import verify
 from utils.click_invoker import invoke
 from utils.proc_mock import ProcMock
 
diff --git a/tests/sandbox/test_sandbox_start.py b/tests/sandbox/test_sandbox_start.py
index 8f084af9..4d56f6bb 100644
--- a/tests/sandbox/test_sandbox_start.py
+++ b/tests/sandbox/test_sandbox_start.py
@@ -1,8 +1,8 @@
 import json
 
 from algokit.core.sandbox import get_docker_compose_yml
-from approvaltests import verify  # type: ignore
 from utils.app_dir_mock import AppDirs
+from utils.approvals import verify
 from utils.click_invoker import invoke
 from utils.proc_mock import ProcMock
 
diff --git a/tests/sandbox/test_sandbox_status.py b/tests/sandbox/test_sandbox_status.py
index 6c6872f5..f9b0f93c 100644
--- a/tests/sandbox/test_sandbox_status.py
+++ b/tests/sandbox/test_sandbox_status.py
@@ -1,9 +1,9 @@
 import json
 
 import httpx
-from approvaltests import verify
 from pytest_httpx import HTTPXMock
 from utils.app_dir_mock import AppDirs
+from utils.approvals import verify
 from utils.click_invoker import invoke
 from utils.proc_mock import ProcMock
 
diff --git a/tests/sandbox/test_sandbox_stop.py b/tests/sandbox/test_sandbox_stop.py
index 9cc71aed..4aa89c7d 100644
--- a/tests/sandbox/test_sandbox_stop.py
+++ b/tests/sandbox/test_sandbox_stop.py
@@ -1,5 +1,5 @@
-from approvaltests import verify  # type: ignore
 from utils.app_dir_mock import AppDirs
+from utils.approvals import verify
 from utils.click_invoker import invoke
 from utils.proc_mock import ProcMock
 
diff --git a/tests/utils/approvals.py b/tests/utils/approvals.py
new file mode 100644
index 00000000..f14c9c72
--- /dev/null
+++ b/tests/utils/approvals.py
@@ -0,0 +1,40 @@
+from typing import Any
+
+import approvaltests
+from approvaltests.scrubbers.scrubbers import Scrubber, combine_scrubbers
+
+__all__ = [
+    "TokenScrubber",
+    "Scrubber",
+    "combine_scrubbers",
+    "verify",
+]
+
+
+class TokenScrubber(Scrubber):
+    def __init__(self, tokens: dict[str, str]):
+        self._tokens = tokens
+
+    def __call__(self, data: str) -> str:
+        result = data
+        for token, search in self._tokens.items():
+            result = result.replace(search, "{" + token + "}")
+        return result
+
+
+def verify(
+    data: Any,  # noqa: ANN401
+    *,
+    options: approvaltests.Options | None = None,
+    scrubber: Scrubber | None = None,
+    **kwargs: Any
+) -> None:
+    options = options or approvaltests.Options()
+    if scrubber is not None:
+        options = options.add_scrubber(scrubber)
+    kwargs.setdefault("encoding", "utf-8")
+    approvaltests.verify(
+        data=data,
+        options=options,
+        **kwargs,
+    )