diff --git a/Tiltfile b/Tiltfile
index 4f596526c..0bc5e0019 100644
--- a/Tiltfile
+++ b/Tiltfile
@@ -1,25 +1,27 @@
 # -*- mode: Python -*-
 
 k8s_yaml([
-'config/crd/bases/velero.io_backups.yaml',
-'config/crd/bases/velero.io_backupstoragelocations.yaml', 
-'config/crd/bases/velero.io_deletebackuprequests.yaml',   
-'config/crd/bases/velero.io_downloadrequests.yaml',   
-'config/crd/bases/velero.io_podvolumebackups.yaml',  
-'config/crd/bases/velero.io_podvolumerestores.yaml',  
-'config/crd/bases/velero.io_resticrepositories.yaml',
-'config/crd/bases/velero.io_restores.yaml',    
-'config/crd/bases/velero.io_schedules.yaml', 
-'config/crd/bases/velero.io_serverstatusrequests.yaml',  
-'config/crd/bases/velero.io_volumesnapshotlocations.yaml', 
+    'config/crd/bases/velero.io_backups.yaml',
+    'config/crd/bases/velero.io_backupstoragelocations.yaml',
+    'config/crd/bases/velero.io_deletebackuprequests.yaml',
+    'config/crd/bases/velero.io_downloadrequests.yaml',
+    'config/crd/bases/velero.io_podvolumebackups.yaml',
+    'config/crd/bases/velero.io_podvolumerestores.yaml',
+    'config/crd/bases/velero.io_resticrepositories.yaml',
+    'config/crd/bases/velero.io_restores.yaml',
+    'config/crd/bases/velero.io_schedules.yaml',
+    'config/crd/bases/velero.io_serverstatusrequests.yaml',
+    'config/crd/bases/velero.io_volumesnapshotlocations.yaml',
 ])
 
 # default values
 settings = {
-   "default_registry": "",
-   "enable_restic": False,
-   "create_backup_locations": False, 
-   "setup-minio": False, 
+    "default_registry": "",
+    "enable_restic": False,
+    "enable_debug": False,
+    "debug_continue_on_start": True,  # Continue the velero process by default when in debug mode
+    "create_backup_locations": False,
+    "setup-minio": False,
 }
 
 # global settings
@@ -30,23 +32,26 @@ settings.update(read_json(
 
 k8s_yaml(kustomize('tilt-resources'))
 k8s_yaml('tilt-resources/deployment.yaml')
+if settings.get("enable_debug"):
+    k8s_resource('velero', port_forwards = '2345')
+    # TODO: Need to figure out how to apply port forwards for all restic pods
 if settings.get("enable_restic"):
     k8s_yaml('tilt-resources/restic.yaml')
 if settings.get("create_backup_locations"):
     k8s_yaml('tilt-resources/velero_v1_backupstoragelocation.yaml')
 if settings.get("setup-minio"):
-    k8s_yaml('examples/minio/00-minio-deployment.yaml', allow_duplicates=True)
+    k8s_yaml('examples/minio/00-minio-deployment.yaml', allow_duplicates = True)
 
 # By default, Tilt automatically allows Minikube, Docker for Desktop, Microk8s, Red Hat CodeReady Containers, Kind, K3D, and Krucible.
 allow_k8s_contexts(settings.get("allowed_contexts"))
 default_registry(settings.get("default_registry"))
-local_goos = str(local("go env GOOS", quiet=True, echo_off=True)).strip()
-git_sha = str(local("git rev-parse HEAD", quiet=True, echo_off=True)).strip()
-
+local_goos = str(local("go env GOOS", quiet = True, echo_off = True)).strip()
+git_sha = str(local("git rev-parse HEAD", quiet = True, echo_off = True)).strip()
 
 tilt_helper_dockerfile_header = """
 # Tilt image
 FROM golang:1.15.3 as tilt-helper
+
 # Support live reloading with Tilt
 RUN wget --output-document /restart.sh --quiet https://raw.githubusercontent.com/windmilleng/rerun-process-wrapper/master/restart.sh  && \
     wget --output-document /start.sh --quiet https://raw.githubusercontent.com/windmilleng/rerun-process-wrapper/master/start.sh && \
@@ -54,11 +59,15 @@ RUN wget --output-document /restart.sh --quiet https://raw.githubusercontent.com
 """
 
 additional_docker_helper_commands = """
+# Install delve to allow debugging
+RUN go get github.com/go-delve/delve/cmd/dlv
+
 RUN wget -qO- https://dl.k8s.io/v1.19.2/kubernetes-client-linux-amd64.tar.gz | tar xvz
 RUN wget -qO- https://get.docker.com | sh
 """
 
 additional_docker_build_commands = """
+COPY --from=tilt-helper /go/bin/dlv /usr/bin/dlv
 COPY --from=tilt-helper /usr/bin/docker /usr/bin/docker
 COPY --from=tilt-helper /go/kubernetes/client/bin/kubectl /usr/bin/kubectl
 """
@@ -76,17 +85,28 @@ RUN mkdir -p /output/usr/bin && \
 # Setup Velero
 ##############################
 
+def get_debug_flag():
+    """
+    Returns the flag to enable debug building of Velero if debug
+    mode is enabled.
+    """
+
+    if settings.get('enable_debug'):
+        return "DEBUG=1"
+    return ""
+
+
 # Set up a local_resource build of the Velero binary. The binary is written to _tiltbuild/velero.
 local_resource(
     "velero_server_binary",
-    cmd = 'cd ' + '.' + ';mkdir -p _tiltbuild;PKG=. BIN=velero GOOS=linux GOARCH=amd64 GIT_SHA=' + git_sha + ' VERSION=main GIT_TREE_STATE=dirty OUTPUT_DIR=_tiltbuild ./hack/build.sh',
+    cmd = 'cd ' + '.' + ';mkdir -p _tiltbuild;PKG=. BIN=velero GOOS=linux GOARCH=amd64 GIT_SHA=' + git_sha + ' VERSION=main GIT_TREE_STATE=dirty OUTPUT_DIR=_tiltbuild ' + get_debug_flag() + ' ./hack/build.sh',
     deps = ["cmd", "internal", "pkg"],
     ignore = ["pkg/cmd"],
 )
 
 local_resource(
     "velero_local_binary",
-    cmd = 'cd ' + '.' + ';mkdir -p _tiltbuild/local;PKG=. BIN=velero GOOS=' + local_goos + ' GOARCH=amd64 GIT_SHA=' + git_sha + ' VERSION=main GIT_TREE_STATE=dirty OUTPUT_DIR=_tiltbuild/local ./hack/build.sh',
+    cmd = 'cd ' + '.' + ';mkdir -p _tiltbuild/local;PKG=. BIN=velero GOOS=' + local_goos + ' GOARCH=amd64 GIT_SHA=' + git_sha + ' VERSION=main GIT_TREE_STATE=dirty OUTPUT_DIR=_tiltbuild/local ' + get_debug_flag() + ' ./hack/build.sh',
     deps = ["internal", "pkg/cmd"],
 )
 
@@ -107,34 +127,60 @@ dockerfile_contents = "\n".join([
     docker_build_download_restic_commands,
 ])
 
- # Set up an image build for Velero. The live update configuration syncs the output from the local_resource
- # build into the container.
+
+def get_velero_entrypoint():
+    """
+    Returns the entrypoint for the Velero container image.
+    """
+
+    entrypoint = ["sh", "/start.sh"]
+
+    if settings.get("enable_debug"):
+        # If debug mode is enabled, start the velero process using Delve
+        entrypoint.extend(
+            ["dlv", "--listen=:2345", "--headless=true", "--api-version=2", "--accept-multiclient", "exec"])
+
+        # Set whether or not to continue the debugged process on start
+        # See https://github.com/go-delve/delve/blob/master/Documentation/usage/dlv_exec.md
+        if settings.get("debug_continue_on_start"):
+            entrypoint.append("--continue")
+
+        entrypoint.append("--")
+
+    entrypoint.append("/velero")
+
+    return entrypoint
+
+
+# Set up an image build for Velero. The live update configuration syncs the output from the local_resource
+# build into the container.
 docker_build(
     ref = "velero/velero",
     context = ".",
     dockerfile_contents = dockerfile_contents,
     target = "tilt",
-    entrypoint=["sh", "/start.sh", "/velero"],
-    live_update=[
+    entrypoint = get_velero_entrypoint(),
+    live_update = [
         sync("./_tiltbuild/velero", "/velero"),
         run("sh /restart.sh"),
     ])
 
+
 ##############################
 # Setup plugins
 ##############################
 
 def load_provider_tiltfiles():
-    all_providers = settings.get("providers", {}) 
+    all_providers = settings.get("providers", {})
     enable_providers = settings.get("enable_providers", [])
-    providers = [] 
+    providers = []
 
     ## Load settings only for providers to enable
     for name in enable_providers:
         repo = all_providers.get(name)
         if not repo:
-           print("Enabled provider '{}' does not exist in list of supported providers".format(name))
-           continue
+            print("Enabled provider '{}' does not exist in list of supported providers".format(name))
+            continue
         file = repo + "/tilt-provider.json"
         if not os.path.exists(file):
             print("Provider settings not found for \"{}\". Please ensure this plugin repository has a tilt-provider.json file included.".format(name))
@@ -152,6 +198,7 @@ def load_provider_tiltfiles():
 
     return providers
 
+
 # Enable each provider
 def enable_providers(providers):
     if not providers:
@@ -160,6 +207,7 @@ def enable_providers(providers):
     for p in providers:
         enable_provider(p)
 
+
 # Configures a provider by doing the following:
 #
 # 1. Enables a local_resource go build of the provider's local binary
@@ -205,12 +253,13 @@ def enable_provider(provider):
         context = os.path.join(context, "/_tiltbuild/"),
         dockerfile_contents = dockerfile_contents,
         target = "tilt",
-        entrypoint=["/bin/bash", "-c", "cp /" + plugin_name + " /target/."],
-        live_update=[
+        entrypoint = ["/bin/bash", "-c", "cp /" + plugin_name + " /target/."],
+        live_update = [
             sync(os.path.join(context, "/_tiltbuild/", plugin_name), os.path.join("/", plugin_name))
         ]
     )
 
+
 ##############################
 # Start
 #############################
diff --git a/hack/build.sh b/hack/build.sh
index c28403fdf..d5492887c 100755
--- a/hack/build.sh
+++ b/hack/build.sh
@@ -51,6 +51,11 @@ if [[ -z "${GIT_TREE_STATE}" ]]; then
     exit 1
 fi
 
+GCFLAGS=""
+if [[ ${DEBUG:-} = "1" ]]; then
+    GCFLAGS="all=-N -l"
+fi
+
 export CGO_ENABLED=0
 
 LDFLAGS="-X ${PKG}/pkg/buildinfo.Version=${VERSION}"
@@ -67,6 +72,7 @@ fi
 
 go build \
     -o ${OUTPUT} \
+    -gcflags "${GCFLAGS}" \
     -installsuffix "static" \
     -ldflags "${LDFLAGS}" \
-    ${PKG}/cmd/${BIN}
\ No newline at end of file
+    ${PKG}/cmd/${BIN}
diff --git a/site/content/docs/main/tilt.md b/site/content/docs/main/tilt.md
index ac0bd52b8..917240bcf 100644
--- a/site/content/docs/main/tilt.md
+++ b/site/content/docs/main/tilt.md
@@ -27,6 +27,7 @@ files in this directory are gitignored so you may configure your setup according
 1. Clone any [provider plugin(s)](https://velero.io/plugins/) you want to make changes to and deploy (optional, must be configured to be deployed by the Velero Tilt's setup, [more info below](#provider-plugins))
 
 Note: To properly configure any plugin you use, please follow the plugin's documentation.
+
 ## Getting started
 
 ### tl;dr
@@ -61,7 +62,9 @@ Here is an example:
     ],
     "enable_restic": false,
     "create_backup_locations": true,
-    "setup-minio": true
+    "setup-minio": true,
+    "enable_debug": false,
+    "debug_continue_on_start": true
 }
 ```
 
@@ -85,7 +88,11 @@ containing the configuration of the Velero restic DaemonSet.
 **create_backup_locations** (Bool, default=false): Indicate whether to create one or more backup storage locations. If set to `true`, Tilt will look for a `velero/tilt-resources/velero_v1_backupstoragelocation.yaml` file
 containing at least one configuration for a Velero backup storage location.
 
-**setup-minio** (Bool, default=false): Configure this to  `true` if you want to configure backup storage locations in a Minio instance running inside your cluster. 
+**setup-minio** (Bool, default=false): Configure this to  `true` if you want to configure backup storage locations in a Minio instance running inside your cluster.
+
+**enable_debug** (Bool, default=false): Configure this to  `true` if you want to debug the velero process using [Delve](https://github.com/go-delve/delve).
+
+**debug_continue_on_start** (Bool, default=true): Configure this to  `true` if you want the velero process to continue on start when in debug mode. See [Delve CLI documentation](https://github.com/go-delve/delve/blob/master/Documentation/usage/dlv.md).
 
 ### Create Kubernetes resource files to deploy
 All needed Kubernetes resource files are provided as ready to use samples in the `velero/tilt-resources/examples` directory. You only have to move them to the `velero/tilt-resources` level. 
@@ -140,6 +147,26 @@ to learn what field/value pairs are required for your provider's credentials. Th
 
 There is a sample credentials file properly formatted for a MinIO storage credentials in `velero/tilt-resources/examples/cloud`.
 
+### Configure debugging with Delve
+If you would like to debug the Velero process, you can enable debug mode by setting the field `enable_debug` to `true` in your `tilt-resources/tile-settings.json` file.
+This will enable you to debug the process using [Delve](https://github.com/go-delve/delve).
+By enabling debug mode, the Velero executable will be built in debug mode (using the flags `-gcflags="-N -l"` which disables optimizations and inlining), and the process will be started in the Velero deployment using [`dlv exec`](https://github.com/go-delve/delve/blob/master/Documentation/usage/dlv_exec.md).
+
+The debug server will accept connections on port 2345 and Tilt is configured to forward this port to the local machine.
+Once Tilt is [running](#run-tilt) and the Velero resource is ready, you can connect to the debug server to begin debugging.
+To connect to the session, you can use the Delve CLI locally by running `dlv connect 127.0.0.1:2345`. See the [Delve CLI documentation](https://github.com/go-delve/delve/tree/master/Documentation/cli) for more guidance on how to use Delve.
+Delve can also be used within a number of [editors and IDEs](https://github.com/go-delve/delve/blob/master/Documentation/EditorIntegration.md).
+
+By default, the Velero process will continue on start when in debug mode.
+This means that the process will run until a breakpoint is set.
+You can disable this by setting the field `debug_continue_on_start` to `false` in your `tilt-resources/tile-settings.json` file.
+When this setting is disabled, the Velero process will not continue to run until a `continue` instruction is issued through your Delve session.
+
+When exiting your debug session, the CLI and editor integrations will typically ask if the remote process should be stopped.
+It is important to leave the remote process running and just disconnect from the debugging session.
+By stopping the remote process, that will cause the Velero container to stop and the pod to restart.
+If backups are in progress, these will be left in a stale state as they are not resumed when the Velero pod restarts.
+
 ### Run Tilt!
 To launch your development environment, run:
 
@@ -176,4 +203,4 @@ Each provider plugin configured to be deployed by Velero's Tilt setup has a `liv
 should monitor for changes. When a dependency is modified, Tilt rebuilds the provider's binary **on your local
 machine**, copies the binary to the init container, and triggers a restart of the Velero container. This is significantly faster
 than rebuilding the container image for each change. It also helps keep the size of each development image as small as
-possible (the container images do not need the entire go toolchain, source code, module dependencies, etc.).
\ No newline at end of file
+possible (the container images do not need the entire go toolchain, source code, module dependencies, etc.).
diff --git a/site/content/docs/v1.5/tilt.md b/site/content/docs/v1.5/tilt.md
index ac0bd52b8..be335a497 100644
--- a/site/content/docs/v1.5/tilt.md
+++ b/site/content/docs/v1.5/tilt.md
@@ -61,7 +61,9 @@ Here is an example:
     ],
     "enable_restic": false,
     "create_backup_locations": true,
-    "setup-minio": true
+    "setup-minio": true,
+    "enable_debug": false,
+    "debug_continue_on_start": true
 }
 ```
 
@@ -85,7 +87,11 @@ containing the configuration of the Velero restic DaemonSet.
 **create_backup_locations** (Bool, default=false): Indicate whether to create one or more backup storage locations. If set to `true`, Tilt will look for a `velero/tilt-resources/velero_v1_backupstoragelocation.yaml` file
 containing at least one configuration for a Velero backup storage location.
 
-**setup-minio** (Bool, default=false): Configure this to  `true` if you want to configure backup storage locations in a Minio instance running inside your cluster. 
+**setup-minio** (Bool, default=false): Configure this to  `true` if you want to configure backup storage locations in a Minio instance running inside your cluster.
+
+**enable_debug** (Bool, default=false): Configure this to  `true` if you want to debug the velero process using [Delve](https://github.com/go-delve/delve).
+
+**debug_continue_on_start** (Bool, default=true): Configure this to  `true` if you want the velero process to continue on start when in debug mode. See [Delve CLI documentation](https://github.com/go-delve/delve/blob/master/Documentation/usage/dlv.md).
 
 ### Create Kubernetes resource files to deploy
 All needed Kubernetes resource files are provided as ready to use samples in the `velero/tilt-resources/examples` directory. You only have to move them to the `velero/tilt-resources` level. 
@@ -140,6 +146,26 @@ to learn what field/value pairs are required for your provider's credentials. Th
 
 There is a sample credentials file properly formatted for a MinIO storage credentials in `velero/tilt-resources/examples/cloud`.
 
+### Configure debugging with Delve
+If you would like to debug the Velero process, you can enable debug mode by setting the field `enable_debug` to `true` in your `tilt-resources/tile-settings.json` file.
+This will enable you to debug the process using [Delve](https://github.com/go-delve/delve).
+By enabling debug mode, the Velero executable will be built in debug mode (using the flags `-gcflags="-N -l"` which disables optimizations and inlining), and the process will be started in the Velero deployment using [`dlv exec`](https://github.com/go-delve/delve/blob/master/Documentation/usage/dlv_exec.md).
+
+The debug server will accept connections on port 2345 and Tilt is configured to forward this port to the local machine.
+Once Tilt is [running](#run-tilt) and the Velero resource is ready, you can connect to the debug server to begin debugging.
+To connect to the session, you can use the Delve CLI locally by running `dlv connect 127.0.0.1:2345`. See the [Delve CLI documentation](https://github.com/go-delve/delve/tree/master/Documentation/cli) for more guidance on how to use Delve.
+Delve can also be used within a number of [editors and IDEs](https://github.com/go-delve/delve/blob/master/Documentation/EditorIntegration.md).
+
+By default, the Velero process will continue on start when in debug mode.
+This means that the process will run until a breakpoint is set.
+You can disable this by setting the field `debug_continue_on_start` to `false` in your `tilt-resources/tile-settings.json` file.
+When this setting is disabled, the Velero process will not continue to run until a `continue` instruction is issued through your Delve session.
+
+When exiting your debug session, the CLI and editor integrations will typically ask if the remote process should be stopped.
+It is important to leave the remote process running and just disconnect from the debugging session.
+By stopping the remote process, that will cause the Velero container to stop and the pod to restart.
+If backups are in progress, these will be left in a stale state as they are not resumed when the Velero pod restarts.
+
 ### Run Tilt!
 To launch your development environment, run:
 
@@ -176,4 +202,4 @@ Each provider plugin configured to be deployed by Velero's Tilt setup has a `liv
 should monitor for changes. When a dependency is modified, Tilt rebuilds the provider's binary **on your local
 machine**, copies the binary to the init container, and triggers a restart of the Velero container. This is significantly faster
 than rebuilding the container image for each change. It also helps keep the size of each development image as small as
-possible (the container images do not need the entire go toolchain, source code, module dependencies, etc.).
\ No newline at end of file
+possible (the container images do not need the entire go toolchain, source code, module dependencies, etc.).
diff --git a/tilt-resources/examples/deployment.yaml b/tilt-resources/examples/deployment.yaml
index 451e86073..292966a75 100644
--- a/tilt-resources/examples/deployment.yaml
+++ b/tilt-resources/examples/deployment.yaml
@@ -49,6 +49,8 @@ spec:
           ports:
             - containerPort: 8085
               name: metrics
+            - containerPort: 2345
+              name: delve
           resources:
             limits:
               cpu: "1"
@@ -128,4 +130,4 @@ metadata:
   labels:
     component: velero
   name: velero
-spec: {}
\ No newline at end of file
+spec: {}
diff --git a/tilt-resources/examples/tilt-settings.json b/tilt-resources/examples/tilt-settings.json
index 84247adfe..ffdb37b30 100644
--- a/tilt-resources/examples/tilt-settings.json
+++ b/tilt-resources/examples/tilt-settings.json
@@ -17,5 +17,7 @@
     ],
     "enable_restic": false,
     "create_backup_locations": true,
-    "setup-minio": true
+    "setup-minio": true,
+    "enable_debug": false,
+    "debug_continue_on_start": true
 }
\ No newline at end of file