diff --git a/docker/Dockerfile.nmp-unsloth-training b/docker/Dockerfile.nmp-unsloth-training
index 4abe4bc51d..19a68bf22e 100644
--- a/docker/Dockerfile.nmp-unsloth-training
+++ b/docker/Dockerfile.nmp-unsloth-training
@@ -5,8 +5,8 @@
 #
 # Install steps:
 #   1. `uv pip install unsloth --torch-backend=auto` plus explicit
-#      `transformers==5.3.0` and `huggingface-hub==1.3.0` pins. Unsloth's
-#      resolver allows transformers 5.3.0, and the explicit pins keep later
+#      `transformers==5.5.0` and `huggingface-hub==1.5.0` pins. Unsloth's
+#      resolver allows transformers 5.5.0, and the explicit pins keep later
 #      platform glue installs from re-solving the HF stack.
 #      Unsloth's resolver still pulls unsloth_zoo
 #      and the rest of the HF stack (trl, peft, accelerate, datasets,
@@ -71,8 +71,8 @@ ARG USERNAME=ubuntu
 ARG USER_UID=1000
 ARG USER_GID=1000
 ARG UNSLOTH_VERSION=2026.6.1
-ARG TRANSFORMERS_VERSION=5.3.0
-ARG HF_HUB_VERSION=1.3.0
+ARG TRANSFORMERS_VERSION=5.5.0
+ARG HF_HUB_VERSION=1.5.0
 ARG BITSANDBYTES_VERSION=0.49.2
 ARG BNB_MAX_JOBS=10
 
@@ -177,6 +177,8 @@ RUN --mount=type=cache,target=/root/.cache/uv \
     "aiohttp>=3.13.4,<4" \
     "urllib3>=2.7.0,<3" \
     "grpcio>=1.81.1,<2" \
+    "mistune>=3.3.3,<4" \
+    "soupsieve>=2.8.4,<3" \
     "mlflow-skinny>=3.11.1,<3.12.0"
 
 # Stale NGC system site-packages (verified on nvcr.io/nvidia/pytorch:26.05-py3).
@@ -205,6 +207,10 @@ RUN rm -rf \
     /usr/local/lib/python3.12/dist-packages/mlflow \
     /usr/local/lib/python3.12/dist-packages/mlflow-*.dist-info \
     /usr/local/lib/python3.12/dist-packages/mlflow_skinny-*.dist-info \
+    /usr/local/lib/python3.12/dist-packages/mistune \
+    /usr/local/lib/python3.12/dist-packages/mistune-*.dist-info \
+    /usr/local/lib/python3.12/dist-packages/soupsieve \
+    /usr/local/lib/python3.12/dist-packages/soupsieve-*.dist-info \
     /usr/local/lib/python3.12/dist-packages/jupyter_server \
     /usr/local/lib/python3.12/dist-packages/jupyter_server-*.dist-info \
     /usr/local/cuda/NsightSystems-cli-*  \
diff --git a/docker/Dockerfile.safe-synthesizer-tasks b/docker/Dockerfile.safe-synthesizer-tasks
index 3330ae4088..76faf7a10f 100644
--- a/docker/Dockerfile.safe-synthesizer-tasks
+++ b/docker/Dockerfile.safe-synthesizer-tasks
@@ -115,7 +115,7 @@ RUN printf '%s\n' \
         "${SAFE_SYNTHESIZER_RUNTIME_PACKAGE}" \
         > /tmp/safe-synthesizer-runtime.txt && \
     printf '%s\n' \
-        wandb==0.27.2 \
+        wandb==0.28.0 \
         'cryptography>=48.0.1,<49' \
         'pyarrow>=23.0.1,<24' \
         > /tmp/safe-synthesizer-overrides.txt
diff --git a/docker/automodel/Dockerfile.nmp-automodel-base b/docker/automodel/Dockerfile.nmp-automodel-base
index 39e83e6f69..fa395c403a 100644
--- a/docker/automodel/Dockerfile.nmp-automodel-base
+++ b/docker/automodel/Dockerfile.nmp-automodel-base
@@ -97,13 +97,14 @@ RUN --mount=type=cache,target=/root/.cache/uv \
     "GitPython>=3.1.50,<4" \
     "jaraco-context>=6.1.0,<7" \
     "jupyter-server>=2.20.0,<3" \
-    "jupyterlab>=4.5.7,<5" \
-    "mistune>=3.2.1,<4" \
+    "jupyterlab>=4.6.1,<5" \
+    "mistune>=3.3.3,<4" \
     "notebook>=7.5.6,<8" \
     "onnx>=1.21.0,<2" \
-    "pillow>=12.2.0,<13" \
+    "pillow>=12.3.0,<13" \
     "pyasn1>=0.6.3,<1" \
     "pyarrow>=23.0.1,<24" \
+    "soupsieve>=2.8.4,<3" \
     "msgpack>=1.2.1,<2" \
     "cryptography>=48.0.1,<49" \
     "tornado>=6.5.5,<7" \
@@ -167,6 +168,10 @@ RUN rm -rf \
     /usr/local/lib/python3.12/dist-packages/mlflow \
     /usr/local/lib/python3.12/dist-packages/mlflow-*.dist-info \
     /usr/local/lib/python3.12/dist-packages/mlflow_skinny-*.dist-info \
+    /usr/local/lib/python3.12/dist-packages/mistune \
+    /usr/local/lib/python3.12/dist-packages/mistune-*.dist-info \
+    /usr/local/lib/python3.12/dist-packages/soupsieve \
+    /usr/local/lib/python3.12/dist-packages/soupsieve-*.dist-info \
     /usr/local/lib/python3.12/dist-packages/jupyter_server \
     /usr/local/lib/python3.12/dist-packages/jupyter_server-*.dist-info \
     /usr/local/cuda/NsightSystems-cli-* \
diff --git a/plugins/nemo-safe-synthesizer/constraints.txt b/plugins/nemo-safe-synthesizer/constraints.txt
index ae8172735b..cfa9473c7f 100644
--- a/plugins/nemo-safe-synthesizer/constraints.txt
+++ b/plugins/nemo-safe-synthesizer/constraints.txt
@@ -17,12 +17,13 @@ idna>=3.15
 jsonpath-ng>=1.8.0
 langchain-core>=1.2.28
 langsmith>=0.7.31
-mistune>=3.2.1
+mistune>=3.3.3
 nbconvert>=7.17.1
 pandas<3
-pillow>=12.2.0
+pillow>=12.3.0
 pyarrow>=23.0.1,<24
 pymdown-extensions>=10.21.3
+soupsieve>=2.8.4
 python-dotenv>=1.2.2
 python-multipart>=0.0.27
 requests>=2.33.0