diff --git a/docs/appendices/0.29.0-migration-guide.md b/docs/appendices/0.29.0-migration-guide.md
index 3aced033b..bd1e08ea6 100644
--- a/docs/appendices/0.29.0-migration-guide.md
+++ b/docs/appendices/0.29.0-migration-guide.md
@@ -5,13 +5,15 @@
 - The output of `run:detached` now uses the container name - eg. `node-js-app.run.1` - vs the container id.
 - The ID of `cron` tasks is now base36-encoded instead of base64-encoded.
 - The `nginx.conf.sigil` is now extracted when source code is extracted for a build and not from the built image. Users can specify alternative paths via the `nginx-conf-sigil-path` property of the `nginx` plugin. See the [nginx documentation](/docs/networking/proxies/nginx.md#customizing-the-nginx-configuration) for more information on how to configure the `nginx.conf.sigil` path for your application.
+    - For deploys via `git:from-image`, the `nginx.conf.sigil` file will be extracted from the source image, respecting the value of `nginx-conf-sigil-path`.
+- The `Procfile` is now extracted when source code is extracted for a build and not from the built image. Users can specify alternative paths via the `procfile-path` property of the `ps` plugin. See the [process management documentation](/docs/processes/process-management.md#changing-the-procfile-location) for more information on how to configure the `Procfile` path for your application.
+    - For deploys via `git:from-image`, the `Procfile` file will be extracted from the source image, respecting the value of `procfile-path`.
 - The existing `pre-restore` hook has been renamed to `scheduler-pre-restore`. There is a new `pre-restore` hook that is triggered within the `ps:restore` command prior to restoring any apps.
 - Nginx init commands are now performed via systemctl on Ubuntu systems when `/usr/bin/systemctl` is available.
 
 ## Removals
 
 - The `DOKKU_WAIT_TO_RETIRE` environment variable has been migrated to a `checks` property named `wait-to-retire` and will be ignored if set as an environment variable.
-- The `Procfile` is now extracted when source code is extracted for a build and not from the built image. Users can specify alternative paths via the `procfile-path` property of the `ps` plugin. See the [process management documentation](/docs/processes/process-management.md#changing-the-procfile-location) for more information on how to configure the `Procfile` path for your application.
 - The `domains-setup` trigger has been removed. Initial app domains will now be automatically setup during app creation.
 - The `URLS` file containing generated urls for an app is no longer generated or referenced. Users should retrieve app urls via the new `domains-urls` plugin trigger.
 - The common function `get_app_urls` has been removed. Users should retrieve app urls via the new `domains-urls` plugin trigger.
diff --git a/docs/deployment/methods/git.md b/docs/deployment/methods/git.md
index 444b181e6..6508f8f31 100644
--- a/docs/deployment/methods/git.md
+++ b/docs/deployment/methods/git.md
@@ -159,6 +159,18 @@ dokku git:from-image node-js-app dokku/node-js-getting-started:latest "Camila" "
 
 If the image is a private image that requires a docker login to access, the `registry:login` command should be used to log into the registry. See the [registry documentation](/docs/advanced-usage/registry-management.md#logging-into-a-registry) for more details on this process.
 
+Building an app from an image will result in the following files being extracted from the source image (with all custom paths specified for each file being respected):
+
+- nginx.conf.sigil
+- Procfile
+
+In the case where the repository is later modified to manually add any of the above files and deployed via `git push`, the files will still be extracted from the initial source image. To avoid this, please clear the `source-image` git property. It will be set back to the original source image on any subsequent `git:from-image` calls.
+
+```shell
+# sets an empty value
+dokku git:set node-js-app source-image
+```
+
 Finally, certain images may require a custom build context in order for `ONBUILD ADD` and `ONBUILD COPY` statements to succeed. A custom build context can be specified via the `--build-dir` flag. All files in the specified `build-dir` will be copied into the repository for use within the `docker build` process. The build context _must_ be specified on each deploy, and is not otherwise persisted between builds.
 
 ```shell
diff --git a/plugins/git/git-from-image b/plugins/git/git-from-image
index 009f3feec..3da05f3a1 100755
--- a/plugins/git/git-from-image
+++ b/plugins/git/git-from-image
@@ -1,5 +1,6 @@
 #!/usr/bin/env bash
 source "$PLUGIN_CORE_AVAILABLE_PATH/common/functions"
+source "$PLUGIN_CORE_AVAILABLE_PATH/common/property-functions"
 set -eo pipefail
 [[ $DOKKU_TRACE ]] && set -x
 
@@ -33,7 +34,7 @@ trigger-git-git-from-image() {
     dokku_log_info1 "Image exists on host, skipping pull"
   fi
 
-  export DOKKU_BUILDING_FROM_IMAGE="$DOCKER_IMAGE"
+  fn-plugin-property-write "git" "$APP" "source-image" "$DOCKER_IMAGE"
   plugn trigger git-from-directory "$APP" "$TMP_WORK_DIR" "$USER_NAME" "$USER_EMAIL"
 }
 
diff --git a/plugins/git/internal-functions b/plugins/git/internal-functions
index d2ae423c0..5813d512b 100755
--- a/plugins/git/internal-functions
+++ b/plugins/git/internal-functions
@@ -256,6 +256,7 @@ cmd-git-report-single() {
     "--git-keep-git-dir: $(fn-plugin-property-get "git" "$APP" "keep-git-dir" "false")"
     "--git-rev-env-var: $(fn-plugin-property-get "git" "$APP" "rev-env-var" "GIT_REV")"
     "--git-sha: $(fn-git-cmd "$APP_ROOT" rev-parse --short HEAD 2>/dev/null || false)"
+    "--git-source-image: $(fn-git-source-image "$APP")"
     "--git-last-updated-at: $(fn-git-last-updated-at "$APP")"
   )
 
@@ -544,6 +545,13 @@ fn-git-setup-build-dir-submodules() {
   fi
 }
 
+fn-git-source-image() {
+  declare desc="retrieve the source-image for a given application"
+  declare APP="$1"
+
+  fn-plugin-property-get "git" "$APP" "source-image" ""
+}
+
 fn-git-use-worktree() {
   declare desc="detects whether to use git worktree"
   local GIT_VERSION MAJOR_VERSION MINOR_VERSION
diff --git a/plugins/git/subcommands/set b/plugins/git/subcommands/set
index 394c9e3d5..50bb3d180 100755
--- a/plugins/git/subcommands/set
+++ b/plugins/git/subcommands/set
@@ -9,13 +9,13 @@ cmd-git-set() {
   declare cmd="git:set"
   [[ "$1" == "$cmd" ]] && shift 1
   declare APP="$1" KEY="$2" VALUE="$3"
-  local VALID_KEYS=("deploy-branch" "keep-git-dir" "rev-env-var")
+  local VALID_KEYS=("deploy-branch" "keep-git-dir" "rev-env-var" "source-image")
   [[ "$APP" == "--global" ]] || verify_app_name "$APP"
 
   [[ -z "$KEY" ]] && dokku_log_fail "No key specified"
 
   if ! fn-in-array "$KEY" "${VALID_KEYS[@]}"; then
-    dokku_log_fail "Invalid key specified, valid keys include: deploy-branch, keep-git-dir, rev-env-var"
+    dokku_log_fail "Invalid key specified, valid keys include: deploy-branch, keep-git-dir, rev-env-var, source-image"
   fi
 
   if [[ -n "$VALUE" ]]; then
diff --git a/plugins/nginx-vhosts/core-post-extract b/plugins/nginx-vhosts/core-post-extract
index c2d4c74be..70b7d6a09 100755
--- a/plugins/nginx-vhosts/core-post-extract
+++ b/plugins/nginx-vhosts/core-post-extract
@@ -41,9 +41,11 @@ trigger-nginx-vhosts-core-post-extract() {
   declare trigger="post-extract"
   declare APP="$1" SOURCECODE_WORK_DIR="$2"
   local CONF_SIGIL_PATH="$(fn-nginx-computed-nginx-conf-sigil-path "$APP")"
+  local app_source_image
 
-  if [[ -n "$DOKKU_BUILDING_FROM_IMAGE" ]]; then
-    fn-nginx-vhosts-copy-from-image "$APP" "$DOKKU_BUILDING_FROM_IMAGE" "$CONF_SIGIL_PATH"
+  app_source_image="$(plugn trigger git-get-property "$APP" "source-image")"
+  if [[ -n "$app_source_image" ]]; then
+    fn-nginx-vhosts-copy-from-image "$APP" "$app_source_image" "$CONF_SIGIL_PATH"
   else
     fn-nginx-vhosts-copy-from-directory "$APP" "$SOURCECODE_WORK_DIR" "$CONF_SIGIL_PATH"
   fi
diff --git a/plugins/ps/triggers.go b/plugins/ps/triggers.go
index e020c1f4a..ee3f133c8 100644
--- a/plugins/ps/triggers.go
+++ b/plugins/ps/triggers.go
@@ -74,7 +74,10 @@ func TriggerCorePostExtract(appName string, sourceWorkDir string) error {
 	}
 
 	processSpecificProcfile := fmt.Sprintf("%s.%s", existingProcfile, os.Getenv("DOKKU_PID"))
-	if os.Getenv("DOKKU_BUILDING_FROM_IMAGE") == "" {
+	b, _ := common.PlugnTriggerOutput("git-get-property", []string{appName, "source-image"}...)
+	appSourceImage := strings.TrimSpace(string(b[:]))
+
+	if appSourceImage == "" {
 		repoProcfilePath := path.Join(sourceWorkDir, procfilePath)
 		if !common.FileExists(repoProcfilePath) {
 			return common.TouchFile(fmt.Sprintf("%s.missing", processSpecificProcfile))
@@ -84,13 +87,12 @@ func TriggerCorePostExtract(appName string, sourceWorkDir string) error {
 			return fmt.Errorf("Unable to extract Procfile: %v", err.Error())
 		}
 	} else {
-		if err := common.CopyFromImage(appName, os.Getenv("DOKKU_BUILDING_FROM_IMAGE"), procfilePath, processSpecificProcfile); err != nil {
+		if err := common.CopyFromImage(appName, appSourceImage, procfilePath, processSpecificProcfile); err != nil {
 			return common.TouchFile(fmt.Sprintf("%s.missing", processSpecificProcfile))
 		}
 	}
 
-	b, err := sh.Command("procfile-util", "check", "-P", processSpecificProcfile).CombinedOutput()
-	if err != nil {
+	if b, err := sh.Command("procfile-util", "check", "-P", processSpecificProcfile).CombinedOutput(); err != nil {
 		return fmt.Errorf(strings.TrimSpace(string(b[:])))
 	}
 	return nil
diff --git a/tests/apps/python/alt.Dockerfile b/tests/apps/python/alt.Dockerfile
new file mode 100644
index 000000000..289b02f6a
--- /dev/null
+++ b/tests/apps/python/alt.Dockerfile
@@ -0,0 +1,5 @@
+FROM python:3.11.0-buster
+
+WORKDIR /app
+
+COPY . /app
diff --git a/tests/unit/nginx-vhosts_12.bats b/tests/unit/nginx-vhosts_12.bats
new file mode 100644
index 000000000..d9d1dcda3
--- /dev/null
+++ b/tests/unit/nginx-vhosts_12.bats
@@ -0,0 +1,129 @@
+#!/usr/bin/env bats
+
+load test_helper
+
+setup() {
+  global_setup
+  [[ -f "$DOKKU_ROOT/VHOST" ]] && cp -fp "$DOKKU_ROOT/VHOST" "$DOKKU_ROOT/VHOST.bak"
+  create_app
+}
+
+teardown() {
+  destroy_app 0 $TEST_APP
+  [[ -f "$DOKKU_ROOT/VHOST.bak" ]] && mv "$DOKKU_ROOT/VHOST.bak" "$DOKKU_ROOT/VHOST" && chown dokku:dokku "$DOKKU_ROOT/VHOST"
+  global_teardown
+}
+
+@test "(nginx-vhosts) git:from-image nginx.conf.sigil" {
+  local CUSTOM_TMP=$(mktemp -d "/tmp/dokku.me.XXXXX")
+  trap 'popd &>/dev/null || true; rm -rf "$CUSTOM_TMP"' INT TERM
+  rmdir "$CUSTOM_TMP" && cp -r "${BATS_TEST_DIRNAME}/../../tests/apps/python" "$CUSTOM_TMP"
+
+  pushd $CUSTOM_TMP
+  custom_nginx_template "$TEST_APP" "$CUSTOM_TMP"
+
+  run /bin/bash -c "dokku nginx:set --global nginx-conf-sigil-path"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "git init"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "git add nginx.conf.sigil"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "git commit -m 'Add custom nginx.conf.sigil'"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "docker image build -t dokku-test/$TEST_APP:latest -f $CUSTOM_TMP/alt.Dockerfile $CUSTOM_TMP"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "dokku git:from-image $TEST_APP dokku-test/$TEST_APP:latest"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+  assert_output_contains "Overriding default nginx.conf with detected nginx.conf.sigil"
+
+  run /bin/bash -c "dokku nginx:set --global nginx-conf-sigil-path dokku/nginx.conf.sigil"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "dokku proxy:report $TEST_APP"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "dokku ps:rebuild $TEST_APP"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+  assert_output_contains "Overriding default nginx.conf with detected nginx.conf.sigil" 0
+
+  run /bin/bash -c "mkdir -p $CUSTOM_TMP/dokku"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "mv $CUSTOM_TMP/nginx.conf.sigil $CUSTOM_TMP/dokku/nginx.conf.sigil"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "git add ."
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "git commit -m 'Move the nginx.conf.sigil'"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "docker image build -t dokku-test/$TEST_APP:v2 -f $CUSTOM_TMP/alt.Dockerfile $CUSTOM_TMP"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "dokku git:from-image $TEST_APP dokku-test/$TEST_APP:v2"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+  assert_output_contains "Overriding default nginx.conf with detected nginx.conf.sigil"
+
+  run /bin/bash -c "dokku nginx:set --global nginx-conf-sigil-path"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "dokku ps:rebuild $TEST_APP"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+  assert_output_contains "Overriding default nginx.conf with detected nginx.conf.sigil" 0
+
+  run /bin/bash -c "dokku nginx:set $TEST_APP nginx-conf-sigil-path dokku/nginx.conf.sigil"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+
+  run /bin/bash -c "dokku ps:rebuild $TEST_APP"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+  assert_output_contains "Overriding default nginx.conf with detected nginx.conf.sigil"
+
+  run /bin/bash -c "docker image rm dokku-test/$TEST_APP:latest dokku-test/$TEST_APP:v2"
+  echo "output: $output"
+  echo "status: $status"
+  assert_success
+}