diff --git a/packages/dsw-data-seeder/CHANGELOG.md b/packages/dsw-data-seeder/CHANGELOG.md
index c5bf568..0360f50 100644
--- a/packages/dsw-data-seeder/CHANGELOG.md
+++ b/packages/dsw-data-seeder/CHANGELOG.md
@@ -7,6 +7,10 @@ to [Semantic Versioning](https://semver.org/spec/v2.0.0.html).
 
 ## [Unreleased]
 
+### Fixed
+
+- Fixed error reporting on worker startup
+
 
 ## [4.14.0]
 
diff --git a/packages/dsw-data-seeder/dsw/data_seeder/cli.py b/packages/dsw-data-seeder/dsw/data_seeder/cli.py
index 0dd1f93..c799161 100644
--- a/packages/dsw-data-seeder/dsw/data_seeder/cli.py
+++ b/packages/dsw-data-seeder/dsw/data_seeder/cli.py
@@ -9,7 +9,7 @@
 from .config import SeederConfig, SeederConfigParser
 from .consts import (PROG_NAME, VERSION, NULL_UUID, DEFAULT_ENCODING,
                      VAR_SEEDER_RECIPE, VAR_WORKDIR_PATH, VAR_APP_CONFIG_PATH)
-from .seeder import DataSeeder, SeedRecipe
+from .seeder import DataSeeder, SeedRecipe, SentryReporter
 
 
 def load_config_str(config_str: str) -> SeederConfig:
@@ -61,7 +61,12 @@ def run(ctx: click.Context, recipe: str):
     cfg = ctx.obj['cfg']
     workdir = ctx.obj['workdir']
     seeder = DataSeeder(cfg=cfg, workdir=workdir)
-    seeder.run(recipe)
+    try:
+        seeder.run(recipe)
+    except Exception as e:
+        click.echo(f'Error: {e}', err=True)
+        SentryReporter.capture_exception(e)
+        sys.exit(2)
 
 
 @cli.command(name='seed', help='Seed data directly.')
@@ -72,7 +77,12 @@ def seed(ctx: click.Context, recipe: str, tenant_uuid: str):
     cfg = ctx.obj['cfg']
     workdir = ctx.obj['workdir']
     seeder = DataSeeder(cfg=cfg, workdir=workdir)
-    seeder.seed(recipe_name=recipe, tenant_uuid=tenant_uuid)
+    try:
+        seeder.seed(recipe_name=recipe, tenant_uuid=tenant_uuid)
+    except Exception as e:
+        click.echo(f'Error: {e}', err=True)
+        SentryReporter.capture_exception(e)
+        sys.exit(2)
 
 
 @cli.command(name='list', help='List recipes for data seeding.')
diff --git a/packages/dsw-data-seeder/dsw/data_seeder/handlers.py b/packages/dsw-data-seeder/dsw/data_seeder/handlers.py
index 2a813c4..3bc973a 100644
--- a/packages/dsw-data-seeder/dsw/data_seeder/handlers.py
+++ b/packages/dsw-data-seeder/dsw/data_seeder/handlers.py
@@ -5,7 +5,7 @@
 from .cli import load_config_str
 from .consts import (VAR_APP_CONFIG_PATH, VAR_WORKDIR_PATH,
                      VAR_SEEDER_RECIPE, DEFAULT_ENCODING)
-from .seeder import DataSeeder
+from .seeder import DataSeeder, SentryReporter
 
 
 # pylint: disable-next=unused-argument
@@ -19,5 +19,9 @@ def lambda_handler(event, context):
         sys.exit(1)
 
     config = load_config_str(config_path.read_text(encoding=DEFAULT_ENCODING))
-    seeder = DataSeeder(config, workdir_path)
-    seeder.run_once(recipe_name)
+    try:
+        seeder = DataSeeder(config, workdir_path)
+        seeder.run_once(recipe_name)
+    except Exception as e:
+        SentryReporter.capture_exception(e)
+        raise e
diff --git a/packages/dsw-data-seeder/dsw/data_seeder/seeder.py b/packages/dsw-data-seeder/dsw/data_seeder/seeder.py
index 534e6d1..5db2572 100644
--- a/packages/dsw-data-seeder/dsw/data_seeder/seeder.py
+++ b/packages/dsw-data-seeder/dsw/data_seeder/seeder.py
@@ -213,9 +213,10 @@ def __init__(self, cfg: SeederConfig, workdir: pathlib.Path):
         self.cfg = cfg
         self.workdir = workdir
         self.recipe = SeedRecipe.create_default()  # type: SeedRecipe
+        self.dbs = {}  # type: dict[str, Database]
 
         self._init_context(workdir=workdir)
-        self.dbs = {}  # type: dict[str, Database]
+        self._init_sentry()
         self._init_extra_connections()
 
     def _init_context(self, workdir: pathlib.Path):
@@ -228,6 +229,8 @@ def _init_context(self, workdir: pathlib.Path):
                 multi_tenant=self.cfg.cloud.multi_tenant,
             ),
         )
+
+    def _init_sentry(self):
         SentryReporter.initialize(
             config=self.cfg.sentry,
             release=BUILD_INFO.version,
diff --git a/packages/dsw-document-worker/CHANGELOG.md b/packages/dsw-document-worker/CHANGELOG.md
index 1dcfc85..82d1d79 100644
--- a/packages/dsw-document-worker/CHANGELOG.md
+++ b/packages/dsw-document-worker/CHANGELOG.md
@@ -7,6 +7,10 @@ to [Semantic Versioning](https://semver.org/spec/v2.0.0.html).
 
 ## [Unreleased]
 
+### Fixed
+
+- Fixed error reporting on worker startup
+
 
 ## [4.14.0]
 
diff --git a/packages/dsw-document-worker/dsw/document_worker/cli.py b/packages/dsw-document-worker/dsw/document_worker/cli.py
index 82ec57d..8a8a5c1 100644
--- a/packages/dsw-document-worker/dsw/document_worker/cli.py
+++ b/packages/dsw-document-worker/dsw/document_worker/cli.py
@@ -60,5 +60,5 @@ def main(config: DocumentWorkerConfig, workdir: str):
         worker.run()
     except Exception as e:
         SentryReporter.capture_exception(e)
-        click.echo(f'Ended with error: {e}')
+        click.echo(f'Error: {e}', err=True)
         sys.exit(2)
diff --git a/packages/dsw-document-worker/dsw/document_worker/handlers.py b/packages/dsw-document-worker/dsw/document_worker/handlers.py
index 714d412..5805c22 100644
--- a/packages/dsw-document-worker/dsw/document_worker/handlers.py
+++ b/packages/dsw-document-worker/dsw/document_worker/handlers.py
@@ -3,7 +3,7 @@
 
 from .cli import load_config_str
 from .consts import VAR_APP_CONFIG_PATH, VAR_WORKDIR_PATH, DEFAULT_ENCODING
-from .worker import DocumentWorker
+from .worker import DocumentWorker, SentryReporter
 
 
 # pylint: disable-next=unused-argument
@@ -12,5 +12,9 @@ def lambda_handler(event, context):
     workdir_path = pathlib.Path(os.getenv(VAR_WORKDIR_PATH, '/var/task/templates'))
 
     config = load_config_str(config_path.read_text(encoding=DEFAULT_ENCODING))
-    doc_worker = DocumentWorker(config, workdir_path)
-    doc_worker.run_once()
+    try:
+        doc_worker = DocumentWorker(config, workdir_path)
+        doc_worker.run_once()
+    except Exception as e:
+        SentryReporter.capture_exception(e)
+        raise e
diff --git a/packages/dsw-document-worker/dsw/document_worker/worker.py b/packages/dsw-document-worker/dsw/document_worker/worker.py
index e33567c..edfc67d 100644
--- a/packages/dsw-document-worker/dsw/document_worker/worker.py
+++ b/packages/dsw-document-worker/dsw/document_worker/worker.py
@@ -297,9 +297,11 @@ class DocumentWorker(CommandWorker):
 
     def __init__(self, config: DocumentWorkerConfig, workdir: pathlib.Path):
         self.config = config
-        self._init_context(workdir=workdir)
         self.current_job: Job | None = None
 
+        self._init_context(workdir=workdir)
+        self._init_sentry()
+
     def _init_context(self, workdir: pathlib.Path):
         Context.initialize(
             config=self.config,
diff --git a/packages/dsw-mailer/CHANGELOG.md b/packages/dsw-mailer/CHANGELOG.md
index d446ecb..3f54389 100644
--- a/packages/dsw-mailer/CHANGELOG.md
+++ b/packages/dsw-mailer/CHANGELOG.md
@@ -7,6 +7,10 @@ to [Semantic Versioning](https://semver.org/spec/v2.0.0.html).
 
 ## [Unreleased]
 
+### Fixed
+
+- Fixed error reporting on worker startup
+
 
 ## [4.14.0]
 
diff --git a/packages/dsw-mailer/dsw/mailer/cli.py b/packages/dsw-mailer/dsw/mailer/cli.py
index e56ec24..db6bdbd 100644
--- a/packages/dsw-mailer/dsw/mailer/cli.py
+++ b/packages/dsw-mailer/dsw/mailer/cli.py
@@ -10,7 +10,7 @@
 from .config import MailerConfig, MailerConfigParser
 from .consts import (VERSION, VAR_APP_CONFIG_PATH, VAR_WORKDIR_PATH,
                      DEFAULT_ENCODING)
-from .mailer import Mailer
+from .mailer import Mailer, SentryReporter
 from .model import MessageRequest
 
 
@@ -77,14 +77,24 @@ def cli(ctx, config: MailerConfig, workdir: str):
               type=click.File('r', encoding=DEFAULT_ENCODING))
 def send(ctx, msg_request: MessageRequest, config: MailerConfig):
     mailer: Mailer = ctx.obj['mailer']
-    mailer.send(rq=msg_request, cfg=config.mail)
+    try:
+        mailer.send(rq=msg_request, cfg=config.mail)
+    except Exception as e:
+        SentryReporter.capture_exception(e)
+        click.echo(f'Error: {e}', err=True)
+        sys.exit(2)
 
 
 @cli.command(name='run', help='Run mailer worker processing message jobs.')
 @click.pass_context
 def run(ctx):
     mailer: Mailer = ctx.obj['mailer']
-    mailer.run()
+    try:
+        mailer.run()
+    except Exception as e:
+        SentryReporter.capture_exception(e)
+        click.echo(f'Error: {e}', err=True)
+        sys.exit(2)
 
 
 def main():
diff --git a/packages/dsw-mailer/dsw/mailer/handlers.py b/packages/dsw-mailer/dsw/mailer/handlers.py
index 22e13ae..7b1809e 100644
--- a/packages/dsw-mailer/dsw/mailer/handlers.py
+++ b/packages/dsw-mailer/dsw/mailer/handlers.py
@@ -3,7 +3,7 @@
 
 from .cli import load_config_str
 from .consts import VAR_APP_CONFIG_PATH, VAR_WORKDIR_PATH, DEFAULT_ENCODING
-from .mailer import Mailer
+from .mailer import Mailer, SentryReporter
 
 
 # pylint: disable-next=unused-argument
@@ -12,5 +12,9 @@ def lambda_handler(event, context):
     workdir_path = pathlib.Path(os.getenv(VAR_WORKDIR_PATH, '/var/task/templates'))
 
     config = load_config_str(config_path.read_text(encoding=DEFAULT_ENCODING))
-    mailer = Mailer(config, workdir_path)
-    mailer.run_once()
+    try:
+        mailer = Mailer(config, workdir_path)
+        mailer.run_once()
+    except Exception as e:
+        SentryReporter.capture_exception(e)
+        raise e
diff --git a/packages/dsw-mailer/dsw/mailer/mailer.py b/packages/dsw-mailer/dsw/mailer/mailer.py
index b690360..cd12c4a 100644
--- a/packages/dsw-mailer/dsw/mailer/mailer.py
+++ b/packages/dsw-mailer/dsw/mailer/mailer.py
@@ -36,6 +36,7 @@ def __init__(self, cfg: MailerConfig, workdir: pathlib.Path):
         )
 
         self._init_context(workdir=workdir)
+        self._init_sentry()
         self.ctx = Context.get()
 
     def _init_context(self, workdir: pathlib.Path):
@@ -44,6 +45,8 @@ def _init_context(self, workdir: pathlib.Path):
             workdir=workdir,
             db=Database(cfg=self.cfg.db, connect=False),
         )
+
+    def _init_sentry(self):
         SentryReporter.initialize(
             config=self.cfg.sentry,
             release=BUILD_INFO.version,