diff --git a/Dockerfile b/Dockerfile
index 2af6f55..1da4615 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,7 +1,7 @@
 # Setup build arguments
 ARG AWS_CLI_VERSION
 ARG TERRAFORM_VERSION
-ARG DEBIAN_VERSION=bookworm-20231120-slim
+ARG DEBIAN_VERSION=bookworm-20250610-slim
 ARG DEBIAN_FRONTEND=noninteractive
 
 # Download Terraform binary
@@ -9,9 +9,8 @@ FROM debian:${DEBIAN_VERSION} as terraform
 ARG TARGETARCH
 ARG TERRAFORM_VERSION
 RUN apt-get update
-# RUN apt-get install --no-install-recommends -y libcurl4=7.74.0-1.3+deb11u7
 RUN apt-get install --no-install-recommends -y ca-certificates=20230311
-RUN apt-get install --no-install-recommends -y curl=7.88.1-10+deb12u4
+RUN apt-get install --no-install-recommends -y curl=7.88.1-10+deb12u12
 RUN apt-get install --no-install-recommends -y gnupg=2.2.40-1.1
 RUN apt-get install --no-install-recommends -y unzip=6.0-28
 WORKDIR /workspace
@@ -28,10 +27,10 @@ FROM debian:${DEBIAN_VERSION} as aws-cli
 ARG AWS_CLI_VERSION
 RUN apt-get update
 RUN apt-get install -y --no-install-recommends ca-certificates=20230311
-RUN apt-get install -y --no-install-recommends curl=7.88.1-10+deb12u4
+RUN apt-get install -y --no-install-recommends curl=7.88.1-10+deb12u12
 RUN apt-get install -y --no-install-recommends gnupg=2.2.40-1.1
 RUN apt-get install -y --no-install-recommends unzip=6.0-28
-RUN apt-get install -y --no-install-recommends git=1:2.39.2-1.1
+RUN apt-get install -y --no-install-recommends git=1:2.39.5-0+deb12u2
 RUN apt-get install -y --no-install-recommends jq=1.6-2.1
 WORKDIR /workspace
 RUN curl --show-error --fail --output "awscliv2.zip" --remote-name "https://awscli.amazonaws.com/awscli-exe-linux-x86_64-${AWS_CLI_VERSION}.zip"
@@ -48,9 +47,9 @@ LABEL maintainer="bgauduch@github"
 RUN apt-get update \
   && apt-get install -y --no-install-recommends \
     ca-certificates=20230311\
-    git=1:2.39.2-1.1 \
+    git=1:2.39.5-0+deb12u2 \
     jq=1.6-2.1 \
-    openssh-client=1:9.2p1-2+deb12u1 \
+    openssh-client=1:9.2p1-2+deb12u6 \
   && apt-get clean \
   && rm -rf /var/lib/apt/lists/*
 WORKDIR /workspace
diff --git a/security/awscli-exe-linux-x86_64-2.14.5.zip.sig b/security/awscli-exe-linux-x86_64-2.14.5.zip.sig
deleted file mode 100644
index b39fefa..0000000
Binary files a/security/awscli-exe-linux-x86_64-2.14.5.zip.sig and /dev/null differ
diff --git a/security/awscli-exe-linux-x86_64-2.17.4.zip.sig b/security/awscli-exe-linux-x86_64-2.17.4.zip.sig
new file mode 100644
index 0000000..54abf77
Binary files /dev/null and b/security/awscli-exe-linux-x86_64-2.17.4.zip.sig differ
diff --git a/security/terraform_1.10.3_SHA256SUMS b/security/terraform_1.10.3_SHA256SUMS
new file mode 100644
index 0000000..48ff97a
--- /dev/null
+++ b/security/terraform_1.10.3_SHA256SUMS
@@ -0,0 +1,14 @@
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+ea4dfb077425a179ee45e90daa255d21ef976867d347edcc4526f71370abbaf3  terraform_1.10.3_darwin_arm64.zip
+5e23e97a392828a2fc83c20bb8f48aa437c7f886ee28795d216c3257a95138c7  terraform_1.10.3_freebsd_386.zip
+1bcce40eadc8f386353cad5b41d10b3618f2a967f027c177f5aa95337e499b9f  terraform_1.10.3_freebsd_amd64.zip
+99976c21f1642628f7a6d58e9013957e83a931c37ba475dff09ca27eed6fbc3c  terraform_1.10.3_freebsd_arm.zip
+f255e91b6d18ed7fdfffc32beff3877583ccce19d239685e9521e49c36b88f14  terraform_1.10.3_linux_386.zip
+ea3020db6b53c25a4a84e40cdc36c1a86df26967d718219ab4c71b44435da81e  terraform_1.10.3_linux_amd64.zip
+829bf0965dbae58e88fc885159889908583220b5fff4ca8ff34326534a824dbd  terraform_1.10.3_linux_arm.zip
+b92d8245c67d4f7193245bc9d534048a63520302b6edb3c7764277b00c96ed31  terraform_1.10.3_linux_arm64.zip
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+a3956ef0d347c82b481dbe8ec9ced97ba729df0a2e84eebce99d56de57d2e470  terraform_1.10.3_solaris_amd64.zip
+ca2e73f365b7cbefd8d45c80eae06f98b7fff2a3e1bb426e15f7ef9ed59d38de  terraform_1.10.3_windows_386.zip
+9d465d32a833843962fc6a93f74d170c93716e34c0b6480e21650ce84426ae86  terraform_1.10.3_windows_amd64.zip
diff --git a/security/terraform_1.10.3_SHA256SUMS.sig b/security/terraform_1.10.3_SHA256SUMS.sig
new file mode 100644
index 0000000..08882ab
Binary files /dev/null and b/security/terraform_1.10.3_SHA256SUMS.sig differ
diff --git a/security/terraform_1.10.5_SHA256SUMS b/security/terraform_1.10.5_SHA256SUMS
new file mode 100644
index 0000000..faf31f7
--- /dev/null
+++ b/security/terraform_1.10.5_SHA256SUMS
@@ -0,0 +1,14 @@
+4164db242076c7e99ac6aec67bc42b366925b97267e3883edaca4e4e408b082e  terraform_1.10.5_darwin_amd64.zip
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+6f26239a2c81d01f7b8a1fb800cfc7f87c0e3602cc4f0ab1a86b34fd19bd98d2  terraform_1.10.5_freebsd_386.zip
+169cd9f061862b7c6c37235837c3ba8037db84e6e5fb6383761059b68456ebe1  terraform_1.10.5_freebsd_amd64.zip
+2a49074caf5eb607a7ed6fdee10e0a54cf35223e5887809296f3c1671793553d  terraform_1.10.5_freebsd_arm.zip
+b88293a2ee2ee2aa805fb216229ab06ecd3485cf783dd525379af0faa3ab0789  terraform_1.10.5_linux_386.zip
+0566a24f5332098b15716ebc394be503f4094acba5ba529bf5eb0698ed5e2a90  terraform_1.10.5_linux_amd64.zip
+c446cbafed29342c9d7d71b8ce977cfc8be45352d9172dab50abac1da3cf0b89  terraform_1.10.5_linux_arm.zip
+0ca5d6977c7c46bfa4bbe030030b911e897cf0cb72bff5525fb76c10f1c3409a  terraform_1.10.5_linux_arm64.zip
+0d2b4e80d5985696daa092150bba8ba147c0af34e5d2655ff766d74cd3aa3f4e  terraform_1.10.5_openbsd_386.zip
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+e4bb69b7e9b4af2b5d2ad0a5a3943c7af2dfdf29c0982d86e12e086d6b730c66  terraform_1.10.5_windows_386.zip
+4e2c6b7232aa30026baf9fe575f1bf4006c2a0cbbcdcbd244573dc188b439239  terraform_1.10.5_windows_amd64.zip
diff --git a/security/terraform_1.10.5_SHA256SUMS.sig b/security/terraform_1.10.5_SHA256SUMS.sig
new file mode 100644
index 0000000..f3a64aa
Binary files /dev/null and b/security/terraform_1.10.5_SHA256SUMS.sig differ
diff --git a/security/terraform_1.11.4_SHA256SUMS b/security/terraform_1.11.4_SHA256SUMS
new file mode 100644
index 0000000..f9acd36
--- /dev/null
+++ b/security/terraform_1.11.4_SHA256SUMS
@@ -0,0 +1,14 @@
+a56d5002b9f7647291faccc3dd1a70350e60fb61e4c45037629508b8fdc2575b  terraform_1.11.4_darwin_amd64.zip
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+4e1dc85419dda723f2bb3afdf63a0d282a2de858588d56dd57d2e4e4c4c83f2b  terraform_1.11.4_windows_amd64.zip
diff --git a/security/terraform_1.11.4_SHA256SUMS.sig b/security/terraform_1.11.4_SHA256SUMS.sig
new file mode 100644
index 0000000..d3bcfbb
Binary files /dev/null and b/security/terraform_1.11.4_SHA256SUMS.sig differ
diff --git a/security/terraform_1.12.2_SHA256SUMS b/security/terraform_1.12.2_SHA256SUMS
new file mode 100644
index 0000000..b299eed
--- /dev/null
+++ b/security/terraform_1.12.2_SHA256SUMS
@@ -0,0 +1,14 @@
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diff --git a/security/terraform_1.12.2_SHA256SUMS.sig b/security/terraform_1.12.2_SHA256SUMS.sig
new file mode 100644
index 0000000..714bdb2
Binary files /dev/null and b/security/terraform_1.12.2_SHA256SUMS.sig differ
diff --git a/security/terraform_1.6.5_SHA256SUMS b/security/terraform_1.6.5_SHA256SUMS
deleted file mode 100644
index 2e1a647..0000000
--- a/security/terraform_1.6.5_SHA256SUMS
+++ /dev/null
@@ -1,14 +0,0 @@
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diff --git a/security/terraform_1.6.5_SHA256SUMS.sig b/security/terraform_1.6.5_SHA256SUMS.sig
deleted file mode 100644
index ee810ed..0000000
Binary files a/security/terraform_1.6.5_SHA256SUMS.sig and /dev/null differ
diff --git a/security/terraform_1.6.6_SHA256SUMS b/security/terraform_1.6.6_SHA256SUMS
new file mode 100644
index 0000000..28aae5e
--- /dev/null
+++ b/security/terraform_1.6.6_SHA256SUMS
@@ -0,0 +1,14 @@
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diff --git a/security/terraform_1.6.6_SHA256SUMS.sig b/security/terraform_1.6.6_SHA256SUMS.sig
new file mode 100644
index 0000000..ccb6861
Binary files /dev/null and b/security/terraform_1.6.6_SHA256SUMS.sig differ
diff --git a/security/terraform_1.7.5_SHA256SUMS b/security/terraform_1.7.5_SHA256SUMS
new file mode 100644
index 0000000..d0e0d00
--- /dev/null
+++ b/security/terraform_1.7.5_SHA256SUMS
@@ -0,0 +1,14 @@
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diff --git a/security/terraform_1.7.5_SHA256SUMS.sig b/security/terraform_1.7.5_SHA256SUMS.sig
new file mode 100644
index 0000000..1b5ba45
Binary files /dev/null and b/security/terraform_1.7.5_SHA256SUMS.sig differ
diff --git a/security/terraform_1.8.5_SHA256SUMS b/security/terraform_1.8.5_SHA256SUMS
new file mode 100644
index 0000000..a4c096f
--- /dev/null
+++ b/security/terraform_1.8.5_SHA256SUMS
@@ -0,0 +1,14 @@
+051c702e156a4d1a1c628783cf2ca0e1db8cca7b4c0f1686ea623558ed5560f9  terraform_1.8.5_darwin_amd64.zip
+627c5005ab4a2bee36316f4967a41f16d55f79ea737f78b6bb34325c728c73e1  terraform_1.8.5_darwin_arm64.zip
+4ad9453c00fadf63e525cf8548e710ca37d60b41c3b67f7cc03835c22cb91951  terraform_1.8.5_freebsd_386.zip
+b0f6552a0286ebaba15ed3a7ecb10fde64fa554fa810819730bc25a2b9fdcddd  terraform_1.8.5_freebsd_amd64.zip
+15ab124fe4280137af7b819567e80507342ffbae35f12b306fc578cf187b5ca0  terraform_1.8.5_freebsd_arm.zip
+3d3bda809de29295f7b208c12432eb147ea50186b0e1da9082c2db2a3708415b  terraform_1.8.5_linux_386.zip
+bb1ee3e8314da76658002e2e584f2d8854b6def50b7f124e27b957a42ddacfea  terraform_1.8.5_linux_amd64.zip
+2cd8cf46c46041c5f46766ec5e96728905df60ef92fd32d9889033ef8c305f46  terraform_1.8.5_linux_arm.zip
+17b3a243ea24003a58ab324c197da8609fccae136bcb8a424bf61ec475b3a203  terraform_1.8.5_linux_arm64.zip
+3fe034acf89a2b113fc37f46125bf805891e3f378bd8c14465515de2297423e8  terraform_1.8.5_openbsd_386.zip
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+be5bd53fb7ea6dffd8febffdffd886cbd1af11114b90b519e569eda0419bc4a5  terraform_1.8.5_solaris_amd64.zip
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+17f93df5a4021a415f3fd50d2b55c0d093b42c64ea9957ceda55be3aaa91b0e5  terraform_1.8.5_windows_amd64.zip
diff --git a/security/terraform_1.8.5_SHA256SUMS.sig b/security/terraform_1.8.5_SHA256SUMS.sig
new file mode 100644
index 0000000..93d647e
Binary files /dev/null and b/security/terraform_1.8.5_SHA256SUMS.sig differ
diff --git a/security/terraform_1.9.8_SHA256SUMS b/security/terraform_1.9.8_SHA256SUMS
new file mode 100644
index 0000000..c901f5d
--- /dev/null
+++ b/security/terraform_1.9.8_SHA256SUMS
@@ -0,0 +1,14 @@
+be591e8c59c49d0cfbc7664d24910a4b43840b89d0a4bbca662149bbf0397e91  terraform_1.9.8_darwin_amd64.zip
+873d7b925d08578fb6bb9c12c7cd92ae73e289e07c360f2fdd69f9036b7baaab  terraform_1.9.8_darwin_arm64.zip
+b1b56dbaa0ddda52a42b4398a1cebfd4ebc175391ef64b14747c65fa6debe072  terraform_1.9.8_freebsd_386.zip
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+bdef3da36aa736bcc14767bd353667773d46aaf562b1d85dfa66e5266290247d  terraform_1.9.8_freebsd_arm.zip
+aa85bb2e0c68f2ee148d1ea854ee0aa78086017cbda9058371be8be2f4c18d10  terraform_1.9.8_linux_386.zip
+186e0145f5e5f2eb97cbd785bc78f21bae4ef15119349f6ad4fa535b83b10df8  terraform_1.9.8_linux_amd64.zip
+cb6db8471e361bb9ad6bbd43d9c780d37208e6dbe416900fdc8999af9e459b77  terraform_1.9.8_linux_arm.zip
+f85868798834558239f6148834884008f2722548f84034c9b0f62934b2d73ebb  terraform_1.9.8_linux_arm64.zip
+851fa5b84efb78c31491f364ac1cdd6ea8e013ba04f9657acacc9401cfd479db  terraform_1.9.8_openbsd_386.zip
+e9311ffaa728c31a40493e6de35c13e1f7879468dd568d32ace2458725fb02d0  terraform_1.9.8_openbsd_amd64.zip
+a8eaecd78c68e2b748fd5d6e2cf1a1e97ad891aa36d53509c7ad04bb86bd24cc  terraform_1.9.8_solaris_amd64.zip
+b9c5a8c3b4a91b89b67f8f58a84b27d0ad423f0286df959176691e077d9f6966  terraform_1.9.8_windows_386.zip
+2667de56106bc6707968286357e29c20f8dbbb2f429ef57099b04994f82d9684  terraform_1.9.8_windows_amd64.zip
diff --git a/security/terraform_1.9.8_SHA256SUMS.sig b/security/terraform_1.9.8_SHA256SUMS.sig
new file mode 100644
index 0000000..e591a43
Binary files /dev/null and b/security/terraform_1.9.8_SHA256SUMS.sig differ
diff --git a/supported_versions.json b/supported_versions.json
index 0f73716..5f1525e 100644
--- a/supported_versions.json
+++ b/supported_versions.json
@@ -11,9 +11,16 @@
     "1.3.9",
     "1.4.6",
     "1.5.7",
-    "1.6.5"
+    "1.6.6",
+    "1.7.5",
+    "1.8.5",
+    "1.9.8",
+    "1.10.3",
+    "1.10.5",
+    "1.11.4",
+    "1.12.2"
   ],
   "awscli_versions": [
-    "2.14.5"
+    "2.17.4"
   ]
 }
diff --git a/tests/container-structure-tests.yml.template b/tests/container-structure-tests.yml.template
index 619fc87..fe292c6 100644
--- a/tests/container-structure-tests.yml.template
+++ b/tests/container-structure-tests.yml.template
@@ -11,7 +11,7 @@ commandTests:
   - name: "Check Git version"
     command: "git"
     args: ["--version"]
-    expectedOutput: ["git version 2.39.2"]
+    expectedOutput: ["git version 2.39.5"]
 
   - name: "Check JQ version"
     command: "jq"