diff --git a/.devcontainer/dev.compose.yaml b/.devcontainer/dev.compose.yaml
index f38a0fae2..a3d91f3ef 100644
--- a/.devcontainer/dev.compose.yaml
+++ b/.devcontainer/dev.compose.yaml
@@ -1,6 +1,6 @@
 services:
   dev:
-    image: mcr.microsoft.com/devcontainers/rust:1-1-trixie
+    image: mcr.microsoft.com/devcontainers/rust:1-1-bullseye
     volumes:
       # Mount the root folder that contains .git
       - ../:/workspace:cached
diff --git a/.devcontainer/devcontainer.json b/.devcontainer/devcontainer.json
index 42f89d3bd..93d2f6718 100644
--- a/.devcontainer/devcontainer.json
+++ b/.devcontainer/devcontainer.json
@@ -3,7 +3,7 @@
 {
 	"name": "Komodo",
 	// Or use a Dockerfile or Docker Compose file. More info: https://containers.dev/guide/dockerfile
-	//"image": "mcr.microsoft.com/devcontainers/rust:1-1-trixie",
+	//"image": "mcr.microsoft.com/devcontainers/rust:1-1-bullseye",
 	"dockerComposeFile": ["dev.compose.yaml"],
 	"workspaceFolder": "/workspace",
   	"service": "dev",
diff --git a/bin/binaries.Dockerfile b/bin/binaries.Dockerfile
index f5a80745c..ba1a97ddf 100644
--- a/bin/binaries.Dockerfile
+++ b/bin/binaries.Dockerfile
@@ -1,7 +1,7 @@
 ## Builds the Komodo Core, Periphery, and Util binaries
 ## for a specific architecture.
 
-FROM rust:1.90.0-trixie AS builder
+FROM rust:1.90.0-bullseye AS builder
 RUN cargo install cargo-strip
 
 WORKDIR /builder
diff --git a/bin/chef.binaries.Dockerfile b/bin/chef.binaries.Dockerfile
index f87e16354..c2e59b46f 100644
--- a/bin/chef.binaries.Dockerfile
+++ b/bin/chef.binaries.Dockerfile
@@ -3,7 +3,7 @@
 
 ## Uses chef for dependency caching to help speed up back-to-back builds.
 
-FROM lukemathwalker/cargo-chef:latest-rust-1.90.0-trixie AS chef
+FROM lukemathwalker/cargo-chef:latest-rust-1.90.0-bullseye AS chef
 WORKDIR /builder
 
 # Plan just the RECIPE to see if things have changed
diff --git a/bin/cli/aio.Dockerfile b/bin/cli/aio.Dockerfile
index 8d00c5284..910e81cb8 100644
--- a/bin/cli/aio.Dockerfile
+++ b/bin/cli/aio.Dockerfile
@@ -1,4 +1,4 @@
-FROM rust:1.90.0-trixie AS builder
+FROM rust:1.90.0-bullseye AS builder
 RUN cargo install cargo-strip
 
 WORKDIR /builder
diff --git a/bin/cli/multi-arch.Dockerfile b/bin/cli/multi-arch.Dockerfile
index 775cd7179..682ff734b 100644
--- a/bin/cli/multi-arch.Dockerfile
+++ b/bin/cli/multi-arch.Dockerfile
@@ -9,7 +9,7 @@ ARG AARCH64_BINARIES=${BINARIES_IMAGE}-aarch64
 FROM ${X86_64_BINARIES} AS x86_64
 FROM ${AARCH64_BINARIES} AS aarch64
 
-FROM debian:trixie-slim
+FROM debian:bullseye-slim
 
 WORKDIR /app
 
diff --git a/bin/core/aio.Dockerfile b/bin/core/aio.Dockerfile
index 174bbb2ed..186baeb50 100644
--- a/bin/core/aio.Dockerfile
+++ b/bin/core/aio.Dockerfile
@@ -1,7 +1,7 @@
 ## All in one, multi stage compile + runtime Docker build for your architecture.
 
 # Build Core
-FROM rust:1.90.0-trixie AS core-builder
+FROM rust:1.90.0-bullseye AS core-builder
 RUN cargo install cargo-strip
 
 WORKDIR /builder
@@ -26,7 +26,7 @@ RUN cd client && yarn && yarn build && yarn link
 RUN cd frontend && yarn link komodo_client && yarn && yarn build
 
 # Final Image
-FROM debian:trixie-slim
+FROM debian:bullseye-slim
 
 COPY ./bin/core/starship.toml /starship.toml
 COPY ./bin/core/debian-deps.sh .
diff --git a/bin/core/multi-arch.Dockerfile b/bin/core/multi-arch.Dockerfile
index e27ff5cf7..40be8e88e 100644
--- a/bin/core/multi-arch.Dockerfile
+++ b/bin/core/multi-arch.Dockerfile
@@ -13,7 +13,7 @@ FROM ${AARCH64_BINARIES} AS aarch64
 FROM ${FRONTEND_IMAGE} AS frontend
 
 # Final Image
-FROM debian:trixie-slim
+FROM debian:bullseye-slim
 
 COPY ./bin/core/starship.toml /starship.toml
 COPY ./bin/core/debian-deps.sh .
diff --git a/bin/core/single-arch.Dockerfile b/bin/core/single-arch.Dockerfile
index 54a21d656..712e0adfb 100644
--- a/bin/core/single-arch.Dockerfile
+++ b/bin/core/single-arch.Dockerfile
@@ -14,7 +14,7 @@ COPY ./client/core/ts ./client
 RUN cd client && yarn && yarn build && yarn link
 RUN cd frontend && yarn link komodo_client && yarn && yarn build
 
-FROM debian:trixie-slim
+FROM debian:bullseye-slim
 
 COPY ./bin/core/starship.toml /starship.toml
 COPY ./bin/core/debian-deps.sh .
diff --git a/bin/periphery/aio.Dockerfile b/bin/periphery/aio.Dockerfile
index e573399e5..fe2a3e679 100644
--- a/bin/periphery/aio.Dockerfile
+++ b/bin/periphery/aio.Dockerfile
@@ -1,6 +1,6 @@
 ## All in one, multi stage compile + runtime Docker build for your architecture.
 
-FROM rust:1.90.0-trixie AS builder
+FROM rust:1.90.0-bullseye AS builder
 RUN cargo install cargo-strip
 
 WORKDIR /builder
@@ -14,7 +14,7 @@ COPY ./bin/periphery ./bin/periphery
 RUN cargo build -p komodo_periphery --release && cargo strip
 
 # Final Image
-FROM debian:trixie-slim
+FROM debian:bullseye-slim
 
 COPY ./bin/periphery/starship.toml /starship.toml
 COPY ./bin/periphery/debian-deps.sh .
diff --git a/bin/periphery/multi-arch.Dockerfile b/bin/periphery/multi-arch.Dockerfile
index 4d00a2646..3751fafe9 100644
--- a/bin/periphery/multi-arch.Dockerfile
+++ b/bin/periphery/multi-arch.Dockerfile
@@ -10,7 +10,7 @@ ARG AARCH64_BINARIES=${BINARIES_IMAGE}-aarch64
 FROM ${X86_64_BINARIES} AS x86_64
 FROM ${AARCH64_BINARIES} AS aarch64
 
-FROM debian:trixie-slim
+FROM debian:bullseye-slim
 
 COPY ./bin/periphery/starship.toml /starship.toml
 COPY ./bin/periphery/debian-deps.sh .
diff --git a/bin/periphery/single-arch.Dockerfile b/bin/periphery/single-arch.Dockerfile
index 96f5c2cf2..586939ca0 100644
--- a/bin/periphery/single-arch.Dockerfile
+++ b/bin/periphery/single-arch.Dockerfile
@@ -6,7 +6,7 @@ ARG BINARIES_IMAGE=ghcr.io/moghtech/komodo-binaries:latest
 # This is required to work with COPY --from
 FROM ${BINARIES_IMAGE} AS binaries
 
-FROM debian:trixie-slim
+FROM debian:bullseye-slim
 
 COPY ./bin/periphery/starship.toml /starship.toml
 COPY ./bin/periphery/debian-deps.sh .
diff --git a/example/alerter/Dockerfile b/example/alerter/Dockerfile
index 58ddb7515..e823c0dca 100644
--- a/example/alerter/Dockerfile
+++ b/example/alerter/Dockerfile
@@ -1,4 +1,4 @@
-FROM rust:1.90.0-trixie as builder
+FROM rust:1.90.0-bullseye as builder
 WORKDIR /builder
 
 COPY . .
diff --git a/example/update_logger/Dockerfile b/example/update_logger/Dockerfile
index 84b24714a..76b7b8d33 100644
--- a/example/update_logger/Dockerfile
+++ b/example/update_logger/Dockerfile
@@ -1,4 +1,4 @@
-FROM rust:1.90.0-trixie as builder
+FROM rust:1.90.0-bullseye as builder
 WORKDIR /builder
 
 COPY . .