diff --git a/test/bats/contract/deploy.bats b/test/bats/contract/deploy.bats
index 98cef6a2a..01e1c848e 100644
--- a/test/bats/contract/deploy.bats
+++ b/test/bats/contract/deploy.bats
@@ -59,7 +59,7 @@ init_with_fields() {
     perl -i -pe '$_ .= qq(description =  "'"${CONTENT}"' description"\n) if /title/' ${FULL_PATH}/.posit/publish/${CONTENT}.toml
 
     if [[ ${ADDITIONAL_FILES} ]]; then
-        perl -i -pe "s/(files = \[.*)\]/\1, '${ADDITIONAL_FILES}']/" ${FULL_PATH}/.posit/publish/${CONTENT}.toml
+        perl -i -0777 -pe "s/(files = \[.*?)(\s*\])/\1, '${ADDITIONAL_FILES}'\2/s" ${FULL_PATH}/.posit/publish/${CONTENT}.toml
     fi
 
     # add Connect runtime fields for interactive content
diff --git a/test/vscode-ui/test/specs/fastapi.spec.ts b/test/vscode-ui/test/specs/fastapi.spec.ts
index 7b26f9545..5e1dfae1f 100644
--- a/test/vscode-ui/test/specs/fastapi.spec.ts
+++ b/test/vscode-ui/test/specs/fastapi.spec.ts
@@ -90,7 +90,7 @@ describe("VS Code Extension UI Test", () => {
     );
     const fileContent = fs.readFileSync(filePath, "utf8");
     await expect(fileContent).toContain(
-      "type = 'python-fastapi'\nentrypoint = 'simple.py'\nvalidate = true\nfiles = ['simple.py', 'requirements.txt']\ntitle = 'my fastapi app'",
+      "type = 'python-fastapi'\nentrypoint = 'simple.py'\nvalidate = true\nfiles = [\n  'simple.py',\n  'requirements.txt'\n]\ntitle = 'my fastapi app'",
     );
   });
 
diff --git a/test/vscode-ui/test/specs/nested-fastapi.spec.ts b/test/vscode-ui/test/specs/nested-fastapi.spec.ts
index 1c09dc85b..8ae930a4b 100644
--- a/test/vscode-ui/test/specs/nested-fastapi.spec.ts
+++ b/test/vscode-ui/test/specs/nested-fastapi.spec.ts
@@ -166,7 +166,7 @@ describe("Nested Fast API Deployment", () => {
     );
     const fileContent = fs.readFileSync(filePath, "utf8");
     await expect(fileContent).toContain(
-      "type = 'python-fastapi'\nentrypoint = 'simple.py'\nvalidate = true\nfiles = ['simple.py', 'requirements.txt']\ntitle = 'my fastapi app'",
+      "type = 'python-fastapi'\nentrypoint = 'simple.py'\nvalidate = true\nfiles = [\n  'simple.py',\n  'requirements.txt'\n]\ntitle = 'my fastapi app'",
     );
   });