diff --git a/test/e2e/content-workspace/config-errors/.gitignore b/test/e2e/content-workspace/config-errors/.gitignore
index 075b2542a..9141b5b23 100644
--- a/test/e2e/content-workspace/config-errors/.gitignore
+++ b/test/e2e/content-workspace/config-errors/.gitignore
@@ -1 +1,2 @@
 /.quarto/
+!.posit
diff --git a/test/e2e/content-workspace/config-errors/.posit/publish/deployments/deployment-4QPM.toml b/test/e2e/content-workspace/config-errors/.posit/publish/deployments/deployment-4QPM.toml
new file mode 100644
index 000000000..d1dc99468
--- /dev/null
+++ b/test/e2e/content-workspace/config-errors/.posit/publish/deployments/deployment-4QPM.toml
@@ -0,0 +1,43 @@
+# This file is automatically generated by Posit Publisher; do not edit.
+'$schema' = 'https://cdn.posit.co/publisher/schemas/posit-publishing-record-schema-v3.json'
+server_type = 'connect'
+server_url = 'http://localhost:3939'
+client_version = '1.10.0-21-gf65d45573'
+created_at = '2025-01-22T10:45:45-08:00'
+dismissed_at = ''
+type = 'python-fastapi'
+configuration_name = 'fastapi-simple-DHJL'
+id = '913f357e-1060-41f6-a619-2515a959250d'
+dashboard_url = 'http://localhost:3939/connect/#/apps/913f357e-1060-41f6-a619-2515a959250d'
+direct_url = 'http://localhost:3939/content/913f357e-1060-41f6-a619-2515a959250d/'
+logs_url = 'http://localhost:3939/connect/#/apps/913f357e-1060-41f6-a619-2515a959250d/logs'
+deployed_at = '2025-02-10T12:27:54-08:00'
+bundle_id = '402'
+bundle_url = 'http://localhost:3939/__api__/v1/content/913f357e-1060-41f6-a619-2515a959250d/bundles/402/download'
+files = [
+  '.posit/publish/deployments/deployment-4QPM.toml',
+  '.posit/publish/fastapi-simple-DHJL.toml',
+  'requirements.txt',
+  'simple.py'
+]
+requirements = [
+  'fastapi'
+]
+
+[configuration]
+'$schema' = 'https://cdn.posit.co/publisher/schemas/posit-publishing-schema-v3.json'
+type = 'python-fastapi'
+entrypoint = 'simple.py'
+validate = true
+files = [
+  '/simple.py',
+  '/requirements.txt',
+  '/.posit/publish/fastapi-simple-DHJL.toml',
+  '/.posit/publish/deployments/deployment-4QPM.toml'
+]
+title = 'fastapi-simple'
+
+[configuration.python]
+version = '3.11.9'
+package_file = 'requirements.txt'
+package_manager = 'pip'
diff --git a/test/e2e/content-workspace/config-errors/.posit/publish/deployments/deployment-P869.toml b/test/e2e/content-workspace/config-errors/.posit/publish/deployments/deployment-P869.toml
new file mode 100644
index 000000000..4f0ab923b
--- /dev/null
+++ b/test/e2e/content-workspace/config-errors/.posit/publish/deployments/deployment-P869.toml
@@ -0,0 +1,278 @@
+# This file is automatically generated by Posit Publisher; do not edit.
+'$schema' = 'https://cdn.posit.co/publisher/schemas/posit-publishing-record-schema-v3.json'
+server_type = 'connect'
+server_url = 'http://localhost:3939'
+client_version = ''
+created_at = '2025-01-17T11:27:38-08:00'
+type = 'quarto-static'
+configuration_name = 'quarto-project-8G2B'
+id = '4e230f05-c52f-4f04-8a06-98ddc6a93cea'
+dashboard_url = 'http://localhost:3939/connect/#/apps/4e230f05-c52f-4f04-8a06-98ddc6a93cea'
+direct_url = 'http://localhost:3939/content/4e230f05-c52f-4f04-8a06-98ddc6a93cea/'
+logs_url = 'http://localhost:3939/connect/#/apps/4e230f05-c52f-4f04-8a06-98ddc6a93cea/logs'
+deployed_at = '2025-01-17T16:16:48-08:00'
+bundle_id = '175'
+bundle_url = 'http://localhost:3939/__api__/v1/content/4e230f05-c52f-4f04-8a06-98ddc6a93cea/bundles/175/download'
+files = [
+  '_quarto.yml',
+  'quarto-project.qmd',
+  'requirements.txt'
+]
+
+[deployment_error]
+code = 'requirementsFileReadingError'
+message = 'Missing dependency file requirements.txt. This file must be included in the deployment.'
+operation = 'publish/checkCapabilities'
+
+[deployment_error.data]
+RequirementsFile = '/Users/billsager/dev/publishing-client/test/sample-content/quarto-project/requirements.txt'
+
+[configuration]
+'$schema' = 'https://cdn.posit.co/publisher/schemas/posit-publishing-schema-v3.json'
+type = 'quarto-static'
+entrypoint = 'quarto-project.qmd'
+validate = true
+files = [
+  '/quarto-project.qmd',
+  '/_quarto.yml',
+  '/',
+  '/'
+]
+title = 'quarto-project'
+
+[configuration.python]
+version = '3.8.2'
+package_file = 'requirements.txt'
+package_manager = 'pip'
+
+[configuration.r]
+version = '4.3.3'
+package_file = 'renv.lock'
+package_manager = 'renv'
+
+[configuration.quarto]
+version = '1.6.39'
+engines = ['jupyter', 'knitr']
+
+[renv]
+[renv.r]
+version = '4.3.3'
+
+[[renv.r.repositories]]
+name = 'CRAN'
+url = 'https://cloud.r-project.org'
+
+[renv.packages]
+[renv.packages.R6]
+package = 'R6'
+version = '2.5.1'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R']
+hash = '470851b6d5d0ac559e9d01bb352b4021'
+
+[renv.packages.base64enc]
+package = 'base64enc'
+version = '0.1-3'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R']
+hash = '543776ae6848fde2f48ff3816d0628bc'
+
+[renv.packages.bslib]
+package = 'bslib'
+version = '0.8.0'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'base64enc', 'cachem', 'fastmap', 'grDevices', 'htmltools', 'jquerylib', 'jsonlite', 'lifecycle', 'memoise', 'mime', 'rlang', 'sass']
+hash = 'b299c6741ca9746fb227debcb0f9fb6c'
+
+[renv.packages.cachem]
+package = 'cachem'
+version = '1.1.0'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['fastmap', 'rlang']
+hash = 'cd9a672193789068eb5a2aad65a0dedf'
+
+[renv.packages.cli]
+package = 'cli'
+version = '3.6.3'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'utils']
+hash = 'b21916dd77a27642b447374a5d30ecf3'
+
+[renv.packages.digest]
+package = 'digest'
+version = '0.6.37'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'utils']
+hash = '33698c4b3127fc9f506654607fb73676'
+
+[renv.packages.evaluate]
+package = 'evaluate'
+version = '0.23'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'methods']
+hash = 'daf4a1246be12c1fa8c7705a0935c1a0'
+
+[renv.packages.fastmap]
+package = 'fastmap'
+version = '1.2.0'
+source = 'Repository'
+repository = 'CRAN'
+hash = 'aa5e1cd11c2d15497494c5292d7ffcc8'
+
+[renv.packages.fontawesome]
+package = 'fontawesome'
+version = '0.5.3'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'htmltools', 'rlang']
+hash = 'bd1297f9b5b1fc1372d19e2c4cd82215'
+
+[renv.packages.fs]
+package = 'fs'
+version = '1.6.5'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'methods']
+hash = '7f48af39fa27711ea5fbd183b399920d'
+
+[renv.packages.glue]
+package = 'glue'
+version = '1.8.0'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'methods']
+hash = '5899f1eaa825580172bb56c08266f37c'
+
+[renv.packages.highr]
+package = 'highr'
+version = '0.10'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'xfun']
+hash = '06230136b2d2b9ba5805e1963fa6e890'
+
+[renv.packages.htmltools]
+package = 'htmltools'
+version = '0.5.8.1'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'base64enc', 'digest', 'fastmap', 'grDevices', 'rlang', 'utils']
+hash = '81d371a9cc60640e74e4ab6ac46dcedc'
+
+[renv.packages.jquerylib]
+package = 'jquerylib'
+version = '0.1.4'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['htmltools']
+hash = '5aab57a3bd297eee1c1d862735972182'
+
+[renv.packages.jsonlite]
+package = 'jsonlite'
+version = '1.8.9'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['methods']
+hash = '4e993b65c2c3ffbffce7bb3e2c6f832b'
+
+[renv.packages.knitr]
+package = 'knitr'
+version = '1.45'
+source = 'Repository'
+repository = 'RSPM'
+requirements = ['R', 'evaluate', 'highr', 'methods', 'tools', 'xfun', 'yaml']
+hash = '1ec462871063897135c1bcbe0fc8f07d'
+
+[renv.packages.lifecycle]
+package = 'lifecycle'
+version = '1.0.4'
+source = 'Repository'
+repository = 'RSPM'
+requirements = ['R', 'cli', 'glue', 'rlang']
+hash = 'b8552d117e1b808b09a832f589b79035'
+
+[renv.packages.memoise]
+package = 'memoise'
+version = '2.0.1'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['cachem', 'rlang']
+hash = 'e2817ccf4a065c5d9d7f2cfbe7c1d78c'
+
+[renv.packages.mime]
+package = 'mime'
+version = '0.12'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['tools']
+hash = '18e9c28c1d3ca1560ce30658b22ce104'
+
+[renv.packages.rappdirs]
+package = 'rappdirs'
+version = '0.3.3'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R']
+hash = '5e3c5dc0b071b21fa128676560dbe94d'
+
+[renv.packages.renv]
+package = 'renv'
+version = '1.0.11'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['utils']
+hash = '47623f66b4e80b3b0587bc5d7b309888'
+
+[renv.packages.rlang]
+package = 'rlang'
+version = '1.1.4'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'utils']
+hash = '3eec01f8b1dee337674b2e34ab1f9bc1'
+
+[renv.packages.rmarkdown]
+package = 'rmarkdown'
+version = '2.29'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'bslib', 'evaluate', 'fontawesome', 'htmltools', 'jquerylib', 'jsonlite', 'knitr', 'methods', 'tinytex', 'tools', 'utils', 'xfun', 'yaml']
+hash = 'df99277f63d01c34e95e3d2f06a79736'
+
+[renv.packages.sass]
+package = 'sass'
+version = '0.4.9'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R6', 'fs', 'htmltools', 'rappdirs', 'rlang']
+hash = 'd53dbfddf695303ea4ad66f86e99b95d'
+
+[renv.packages.tinytex]
+package = 'tinytex'
+version = '0.54'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['xfun']
+hash = '3ec7e3ddcacc2d34a9046941222bf94d'
+
+[renv.packages.xfun]
+package = 'xfun'
+version = '0.49'
+source = 'Repository'
+repository = 'CRAN'
+requirements = ['R', 'grDevices', 'stats', 'tools']
+hash = '8687398773806cfff9401a2feca96298'
+
+[renv.packages.yaml]
+package = 'yaml'
+version = '2.3.10'
+source = 'Repository'
+repository = 'CRAN'
+hash = '51dab85c6c98e50a18d7551e9d49f76c'
diff --git a/test/e2e/content-workspace/config-errors/.posit/publish/quarto-project-8G2B.toml b/test/e2e/content-workspace/config-errors/.posit/publish/quarto-project-8G2B.toml
new file mode 100644
index 000000000..006a74774
--- /dev/null
+++ b/test/e2e/content-workspace/config-errors/.posit/publish/quarto-project-8G2B.toml
@@ -0,0 +1,24 @@
+# Configuration file generated by Posit Publisher.
+# Please review and modify as needed. See the documentation for more options:
+# https://github.com/posit-dev/publisher/blob/main/docs/configuration.md
+'$schema' = 'https://cdn.posit.co/publisher/schemas/posit-publishing-schema-v3.json'
+type = 'quarto-static'
+entrypoint = 'quarto-project.qmd'
+validate = true
+files = [
+  '/quarto-project.qmd',
+  '/_quarto.yml',
+  '/requirements.txt',
+  '/renv.lock',
+  '/.posit/publish/quarto-project-8G2B.toml',
+  '/.posit/publish/deployments/deployment-P869.toml'
+]
+title = 'quarto-project'
+
+[python]
+
+[r]
+
+[quarto]
+version = '1.6.39'
+engines = ['jupyter']