diff --git a/.dockerignore b/.dockerignore
index b1b026d8b31b4d..8bf5252822b1d3 100644
--- a/.dockerignore
+++ b/.dockerignore
@@ -61,6 +61,7 @@
 **/*.obj
 **/*.pch
 **/*.pdb
+!**/_.pdb
 **/*.pgc
 **/*.pgd
 **/*.rsp
diff --git a/eng/docker/build-docker-sdk.ps1 b/eng/docker/build-docker-sdk.ps1
index ed0181887c1480..e3fbaef77d1d36 100755
--- a/eng/docker/build-docker-sdk.ps1
+++ b/eng/docker/build-docker-sdk.ps1
@@ -14,46 +14,42 @@ $ErrorActionPreference = "Stop"
 
 $REPO_ROOT_DIR=$(git -C "$PSScriptRoot" rev-parse --show-toplevel)
 
+$dockerFilePrefix="$PSScriptRoot/libraries-sdk"
+
+if ($privateAspNetCore)
+{
+  $dockerFilePrefix="$PSScriptRoot/libraries-sdk-aspnetcore"
+}
+
 if ($buildWindowsContainers)
 {
   # Due to size concerns, we don't currently do docker builds on windows.
   # Build on the host machine, then simply copy artifacts to the target docker image.
   # This should result in significantly lower build times, for now.
-  & "$REPO_ROOT_DIR/build.cmd" -ci -subset clr+libs -runtimeconfiguration release -c $configuration
-  
-  # Dockerize the build artifacts
-  if($privateAspNetCore)
-  {
-    docker build --tag $imageName `
-      --build-arg CONFIGURATION=$configuration `
-      --build-arg TESTHOST_LOCATION=. `
-      --file "$PSScriptRoot/libraries-sdk-aspnetcore.windows.Dockerfile" `
-      "$REPO_ROOT_DIR/artifacts/bin/testhost"
-  }
-  else
+  & "$REPO_ROOT_DIR/build.cmd" clr+libs -ci -rc release -c $configuration
+
+  if (!$?)
   {
-    docker build --tag $imageName `
-      --build-arg CONFIGURATION=$configuration `
-      --build-arg TESTHOST_LOCATION=. `
-      --file "$PSScriptRoot/libraries-sdk.windows.Dockerfile" `
-      "$REPO_ROOT_DIR/artifacts/bin/testhost"
+    exit $LASTEXITCODE
   }
+
+  $dockerFile="$dockerFilePrefix.windows.Dockerfile"
+
+  docker build --tag $imageName `
+    --build-arg CONFIGURATION=$configuration `
+    --build-arg TESTHOST_LOCATION=. `
+    --file $dockerFile `
+    "$REPO_ROOT_DIR/artifacts/bin/testhost"
 }
-else 
+else
 {
   # Docker build libraries and copy to dotnet sdk image
-  if($privateAspNetCore)
-  {
-    docker build --tag $imageName `
-      --build-arg CONFIGURATION=$configuration `
-      --file "$PSScriptRoot/libraries-sdk-aspnetcore.linux.Dockerfile" `
-      $REPO_ROOT_DIR
-  }
-  else
-  {
+  $dockerFile="$dockerFilePrefix.linux.Dockerfile"
+
   docker build --tag $imageName `
       --build-arg CONFIGURATION=$configuration `
-      --file "$PSScriptRoot/libraries-sdk.linux.Dockerfile" `
+      --file $dockerFile `
       $REPO_ROOT_DIR
-  }
 }
+
+exit $LASTEXITCODE
diff --git a/eng/docker/build-docker-sdk.sh b/eng/docker/build-docker-sdk.sh
new file mode 100755
index 00000000000000..39ddd5ffc460d7
--- /dev/null
+++ b/eng/docker/build-docker-sdk.sh
@@ -0,0 +1,61 @@
+#!/usr/bin/env bash
+# Builds libraries and produces a dotnet sdk docker image
+# that contains the current bits in its shared framework folder.
+
+# Stop script if unbound variable found (use ${var:-} if intentional)
+set -u
+
+# Stop script if command returns non-zero exit code.
+# Prevents hidden errors caused by missing error code propagation.
+set -e
+
+source="${BASH_SOURCE[0]}"
+
+# resolve $source until the file is no longer a symlink
+while [[ -h "$source" ]]; do
+  scriptroot="$( cd -P "$( dirname "$source" )" && pwd )"
+  source="$(readlink "$source")"
+  # if $source was a relative symlink, we need to resolve it relative to the path where the
+  # symlink file was located
+  [[ $source != /* ]] && source="$scriptroot/$source"
+done
+scriptroot="$( cd -P "$( dirname "$source" )" && pwd )"
+
+imagename="dotnet-sdk-libs-current"
+configuration="Release"
+privateaspnetcore=0
+
+while [[ $# > 0 ]]; do
+  opt="$(echo "${1/#--/-}" | awk '{print tolower($0)}')"
+  case "$opt" in
+    -imagename|-t)
+      imagename=$2
+      shift 2
+      ;;
+    -configuration|-c)
+      configuration=$2
+      shift 2
+      ;;
+    -privateaspnetcore|-pa)
+      privateaspnetcore=1
+      shift 1
+      ;;
+    *)
+      shift 1
+      ;;
+  esac
+done
+
+repo_root=$(git rev-parse --show-toplevel)
+docker_file="$scriptroot/libraries-sdk.linux.Dockerfile"
+
+if [[ $privateaspnetcore -eq 1 ]]; then
+    docker_file="$scriptroot/libraries-sdk-aspnetcore.linux.Dockerfile"
+fi
+
+docker build --tag $imagename \
+    --build-arg CONFIGURATION=$configuration \
+    --file $docker_file \
+    $repo_root
+
+exit $?
diff --git a/eng/docker/libraries-sdk-aspnetcore.linux.Dockerfile b/eng/docker/libraries-sdk-aspnetcore.linux.Dockerfile
index 422e8e19601558..04974370ebac4b 100644
--- a/eng/docker/libraries-sdk-aspnetcore.linux.Dockerfile
+++ b/eng/docker/libraries-sdk-aspnetcore.linux.Dockerfile
@@ -1,6 +1,6 @@
 # Builds and copies library artifacts into target dotnet sdk image
 ARG BUILD_BASE_IMAGE=mcr.microsoft.com/dotnet-buildtools/prereqs:centos-7-f39df28-20191023143754
-ARG SDK_BASE_IMAGE=mcr.microsoft.com/dotnet/core/sdk:3.0.100-buster
+ARG SDK_BASE_IMAGE=mcr.microsoft.com/dotnet/nightly/sdk:5.0-buster-slim
 
 FROM $BUILD_BASE_IMAGE as corefxbuild
 
diff --git a/eng/docker/libraries-sdk-aspnetcore.windows.Dockerfile b/eng/docker/libraries-sdk-aspnetcore.windows.Dockerfile
index 81c13817d11d91..32f91f5d8595fd 100644
--- a/eng/docker/libraries-sdk-aspnetcore.windows.Dockerfile
+++ b/eng/docker/libraries-sdk-aspnetcore.windows.Dockerfile
@@ -1,6 +1,6 @@
 # escape=`
 # Simple Dockerfile which copies library build artifacts into target dotnet sdk image
-ARG SDK_BASE_IMAGE=mcr.microsoft.com/dotnet/core/sdk:3.0.100-nanoserver-1809
+ARG SDK_BASE_IMAGE=mcr.microsoft.com/dotnet/nightly/sdk:5.0-nanoserver-1809
 FROM $SDK_BASE_IMAGE as target
 
 ARG TESTHOST_LOCATION=".\\artifacts\\bin\\testhost"
diff --git a/eng/docker/libraries-sdk.linux.Dockerfile b/eng/docker/libraries-sdk.linux.Dockerfile
index 8a4abed0b09509..2cc979dba6a07c 100644
--- a/eng/docker/libraries-sdk.linux.Dockerfile
+++ b/eng/docker/libraries-sdk.linux.Dockerfile
@@ -1,6 +1,6 @@
 # Builds and copies library artifacts into target dotnet sdk image
 ARG BUILD_BASE_IMAGE=mcr.microsoft.com/dotnet-buildtools/prereqs:centos-7-f39df28-20191023143754
-ARG SDK_BASE_IMAGE=mcr.microsoft.com/dotnet/core/sdk:3.0.100-buster
+ARG SDK_BASE_IMAGE=mcr.microsoft.com/dotnet/nightly/sdk:5.0-buster-slim
 
 FROM $BUILD_BASE_IMAGE as corefxbuild
 
@@ -25,4 +25,4 @@ ARG TARGET_COREFX_VERSION=3.0.0
 
 COPY --from=corefxbuild \
     $TESTHOST_LOCATION/$TFM-$OS-$CONFIGURATION-$ARCH/shared/$COREFX_SHARED_FRAMEWORK_NAME/$SOURCE_COREFX_VERSION/* \
-    $TARGET_SHARED_FRAMEWORK/$COREFX_SHARED_FRAMEWORK_NAME/$TARGET_COREFX_VERSION/
+    $TARGET_SHARED_FRAMEWORK/$COREFX_SHARED_FRAMEWORK_NAME/$TARGET_COREFX_VERSION/
\ No newline at end of file
diff --git a/eng/docker/libraries-sdk.windows.Dockerfile b/eng/docker/libraries-sdk.windows.Dockerfile
index b6393424aad23a..50c3f357c9b770 100644
--- a/eng/docker/libraries-sdk.windows.Dockerfile
+++ b/eng/docker/libraries-sdk.windows.Dockerfile
@@ -1,6 +1,6 @@
 # escape=`
-# Simple Dockerfile which copies library build artifacts into target dotnet sdk image
-ARG SDK_BASE_IMAGE=mcr.microsoft.com/dotnet/core/sdk:3.0.100-nanoserver-1809
+# Simple Dockerfile which copies clr and library build artifacts into target dotnet sdk image
+ARG SDK_BASE_IMAGE=mcr.microsoft.com/dotnet/nightly/sdk:5.0-nanoserver-1809
 FROM $SDK_BASE_IMAGE as target
 
 ARG TESTHOST_LOCATION=".\\artifacts\\bin\\testhost"
diff --git a/eng/pipelines/libraries/stress/http.yml b/eng/pipelines/libraries/stress/http.yml
index 2d7dbb6860b2b4..ddf8a566790339 100644
--- a/eng/pipelines/libraries/stress/http.yml
+++ b/eng/pipelines/libraries/stress/http.yml
@@ -27,7 +27,8 @@ jobs:
   displayName: Docker Linux
   timeoutInMinutes: 120
   pool:
-    name: Hosted Ubuntu 1604
+    name: NetCorePublic-Pool
+    queue: BuildPool.Ubuntu.1604.Amd64.Open
 
   steps:
   - checkout: self
@@ -35,11 +36,11 @@ jobs:
     fetchDepth: 5
   
   - bash: |
-      $(dockerfilesFolder)/build-docker-sdk.ps1 -t $(sdkBaseImage) -c $(BUILD_CONFIGURATION)
+      $(dockerfilesFolder)/build-docker-sdk.sh -t $(sdkBaseImage) -c $(BUILD_CONFIGURATION)
     displayName: Build CLR and Libraries
   
   - bash: |
-      $(httpStressProject)/run-docker-compose.ps1 -o -c $(BUILD_CONFIGURATION) -t $(sdkBaseImage)
+      $(httpStressProject)/run-docker-compose.sh -o -c $(BUILD_CONFIGURATION) -t $(sdkBaseImage)
     displayName: Build HttpStress
   
   - bash: |
@@ -51,7 +52,8 @@ jobs:
   displayName: Docker NanoServer
   timeoutInMinutes: 120
   pool:
-    vmImage: 'windows-latest'
+    name: NetCorePublic-Pool
+    queue: BuildPool.Server.Amd64.VS2019.Open
 
   steps:
   - checkout: self
@@ -59,15 +61,15 @@ jobs:
     fetchDepth: 5
     lfs: false
   
-  - pwsh: |
+  - powershell: |
       $(dockerfilesFolder)/build-docker-sdk.ps1 -w -t $(sdkBaseImage) -c $(BUILD_CONFIGURATION)
     displayName: Build CLR and Libraries
   
-  - pwsh: |
+  - powershell: |
       $(httpStressProject)/run-docker-compose.ps1 -w -o -c $(BUILD_CONFIGURATION) -t $(sdkBaseImage)
     displayName: Build HttpStress
   
-  - pwsh: |
+  - powershell: |
       cd '$(httpStressProject)'
       docker-compose up --abort-on-container-exit --no-color
     displayName: Run HttpStress
diff --git a/eng/pipelines/libraries/stress/ssl.yml b/eng/pipelines/libraries/stress/ssl.yml
index 88e20efce027a1..5359ea76e8b280 100644
--- a/eng/pipelines/libraries/stress/ssl.yml
+++ b/eng/pipelines/libraries/stress/ssl.yml
@@ -28,7 +28,8 @@ jobs:
   displayName: Docker Linux
   timeoutInMinutes: 120
   pool:
-    name: Hosted Ubuntu 1604
+    name: NetCorePublic-Pool
+    queue: BuildPool.Ubuntu.1604.Amd64.Open
 
   steps:
   - checkout: self
@@ -36,11 +37,11 @@ jobs:
     fetchDepth: 5
 
   - bash: |
-      $(dockerfilesFolder)/build-docker-sdk.ps1 -t $(sdkBaseImage) -c $(BUILD_CONFIGURATION)
+      $(dockerfilesFolder)/build-docker-sdk.sh -t $(sdkBaseImage) -c $(BUILD_CONFIGURATION)
     displayName: Build CLR and Libraries
 
   - bash: |
-      $(sslStressProject)/run-docker-compose.ps1 -o -c $(BUILD_CONFIGURATION) -t $(sdkBaseImage)
+      $(sslStressProject)/run-docker-compose.sh -o -c $(BUILD_CONFIGURATION) -t $(sdkBaseImage)
     displayName: Build SslStress
 
   - bash: |
@@ -52,7 +53,8 @@ jobs:
   displayName: Docker NanoServer
   timeoutInMinutes: 120
   pool:
-    vmImage: 'windows-latest'
+    name: NetCorePublic-Pool
+    queue: BuildPool.Server.Amd64.VS2019.Open
 
   steps:
   - checkout: self
@@ -60,15 +62,15 @@ jobs:
     fetchDepth: 5
     lfs: false
 
-  - pwsh: |
+  - powershell: |
       $(dockerfilesFolder)/build-docker-sdk.ps1 -w -t $(sdkBaseImage) -c $(BUILD_CONFIGURATION)
     displayName: Build CLR and Libraries
   
-  - pwsh: |
+  - powershell: |
       $(sslStressProject)/run-docker-compose.ps1 -w -o -c $(BUILD_CONFIGURATION) -t $(sdkBaseImage)
     displayName: Build SslStress
   
-  - pwsh: |
+  - powershell: |
       cd '$(sslStressProject)'
       docker-compose up --abort-on-container-exit --no-color
     displayName: Run SslStress 
diff --git a/src/libraries/System.Net.Http/tests/StressTests/HttpStress/HttpStress.csproj b/src/libraries/System.Net.Http/tests/StressTests/HttpStress/HttpStress.csproj
index 0d8818fb1d0827..b107d5ba1930e6 100644
--- a/src/libraries/System.Net.Http/tests/StressTests/HttpStress/HttpStress.csproj
+++ b/src/libraries/System.Net.Http/tests/StressTests/HttpStress/HttpStress.csproj
@@ -2,7 +2,7 @@
 
   <PropertyGroup>
     <OutputType>Exe</OutputType>
-    <TargetFramework>netcoreapp3.0</TargetFramework>
+    <TargetFramework>net5.0</TargetFramework>
     <LangVersion>preview</LangVersion>
     <Nullable>enable</Nullable>
   </PropertyGroup>
diff --git a/src/libraries/System.Net.Http/tests/StressTests/HttpStress/run-docker-compose.sh b/src/libraries/System.Net.Http/tests/StressTests/HttpStress/run-docker-compose.sh
new file mode 100755
index 00000000000000..bf5955315b188b
--- /dev/null
+++ b/src/libraries/System.Net.Http/tests/StressTests/HttpStress/run-docker-compose.sh
@@ -0,0 +1,101 @@
+#!/usr/bin/env bash
+# Runs the stress test using docker-compose
+
+# Stop script if unbound variable found (use ${var:-} if intentional)
+set -u
+
+# Stop script if command returns non-zero exit code.
+# Prevents hidden errors caused by missing error code propagation.
+set -e
+
+source="${BASH_SOURCE[0]}"
+
+# resolve $source until the file is no longer a symlink
+while [[ -h "$source" ]]; do
+  scriptroot="$( cd -P "$( dirname "$source" )" && pwd )"
+  source="$(readlink "$source")"
+  # if $source was a relative symlink, we need to resolve it relative to the path where the
+  # symlink file was located
+  [[ $source != /* ]] && source="$scriptroot/$source"
+done
+scriptroot="$( cd -P "$( dirname "$source" )" && pwd )"
+
+imagename="dotnet-sdk-libs-current"
+configuration="Release"
+privateaspnetcore=0
+buildcurrentlibraries=0
+buildonly=0
+clientstressargs=""
+serverstressargs=""
+
+while [[ $# > 0 ]]; do
+  opt="$(echo "${1/#--/-}" | awk '{print tolower($0)}')"
+  case "$opt" in
+    -sdkimagename|-t)
+      imagename=$2
+      shift 2
+      ;;
+    -configuration|-c)
+      configuration=$2
+      shift 2
+      ;;
+    -privateaspnetcore|-pa)
+      privateaspnetcore=1
+      shift 1
+      ;;
+    -buildcurrentlibraries|-b)
+      buildcurrentlibraries=1
+      shift 1
+      ;;
+    -buildonly|-o)
+      buildonly=1
+      shift 1
+      ;;
+    -clientstressargs)
+      clientstressargs=$2
+      shift 2
+      ;;
+    -serverstressargs)
+      serverstressargs=$2
+      shift 2
+      ;;
+    *)
+      shift 1
+      ;;
+  esac
+done
+
+repo_root=$(git rev-parse --show-toplevel)
+
+if [[ buildcurrentlibraries -eq 1 ]]; then
+    libraries_args=" -t $imagename -c $configuration"
+    if [[ $privateaspnetcore -eq 1 ]]; then
+        libraries_args="$libraries_args -pa"
+    fi
+
+    if ! $repo_root/eng/docker/build-docker-sdk.sh $libraries_args; then
+        exit 1
+    fi
+
+elif [[ $privateaspnetcore -eq 1 ]]; then
+    echo "Using a private Asp.Net Core package (-pa) requires using privately built libraries. Please, enable it with -b switch."
+    exit 1
+fi
+
+build_args=""
+if [[ "$imagename" != "" ]]; then
+    build_args=" --build-arg SDK_BASE_IMAGE=$imagename"
+fi
+
+compose_file="$scriptroot/docker-compose.yml"
+
+if ! docker-compose --file "$compose_file" build $build_args; then
+    exit $?
+fi
+
+if [[ $buildonly -eq 0 ]]; then
+    export HTTPSTRESS_CLIENT_ARGS=$clientstressargs
+    export HTTPSTRESS_SERVER_ARGS=$serverstressargs
+    docker-compose --file "$compose_file" up --abort-on-container-exit
+    exit $?
+fi
diff --git a/src/libraries/System.Net.Security/tests/StressTests/SslStress/SslStress.csproj b/src/libraries/System.Net.Security/tests/StressTests/SslStress/SslStress.csproj
index f383e35086a6e5..3221dd6cd13cb5 100644
--- a/src/libraries/System.Net.Security/tests/StressTests/SslStress/SslStress.csproj
+++ b/src/libraries/System.Net.Security/tests/StressTests/SslStress/SslStress.csproj
@@ -1,7 +1,7 @@
 <Project Sdk="Microsoft.NET.Sdk">
   <PropertyGroup>
     <OutputType>Exe</OutputType>
-    <TargetFramework>netcoreapp3.0</TargetFramework>
+    <TargetFramework>net5.0</TargetFramework>
     <Nullable>enable</Nullable>
   </PropertyGroup>
   <ItemGroup>
diff --git a/src/libraries/System.Net.Security/tests/StressTests/SslStress/run-docker-compose.sh b/src/libraries/System.Net.Security/tests/StressTests/SslStress/run-docker-compose.sh
new file mode 100755
index 00000000000000..ba08e07dfe1342
--- /dev/null
+++ b/src/libraries/System.Net.Security/tests/StressTests/SslStress/run-docker-compose.sh
@@ -0,0 +1,101 @@
+#!/usr/bin/env bash
+# Runs the stress test using docker-compose
+
+# Stop script if unbound variable found (use ${var:-} if intentional)
+set -u
+
+# Stop script if command returns non-zero exit code.
+# Prevents hidden errors caused by missing error code propagation.
+set -e
+
+source="${BASH_SOURCE[0]}"
+
+# resolve $source until the file is no longer a symlink
+while [[ -h "$source" ]]; do
+  scriptroot="$( cd -P "$( dirname "$source" )" && pwd )"
+  source="$(readlink "$source")"
+  # if $source was a relative symlink, we need to resolve it relative to the path where the
+  # symlink file was located
+  [[ $source != /* ]] && source="$scriptroot/$source"
+done
+scriptroot="$( cd -P "$( dirname "$source" )" && pwd )"
+
+imagename="dotnet-sdk-libs-current"
+configuration="Release"
+privateaspnetcore=0
+buildcurrentlibraries=0
+buildonly=0
+clientstressargs=""
+serverstressargs=""
+
+while [[ $# > 0 ]]; do
+  opt="$(echo "${1/#--/-}" | awk '{print tolower($0)}')"
+  case "$opt" in
+    -sdkimagename|-t)
+      imagename=$2
+      shift 2
+      ;;
+    -configuration|-c)
+      configuration=$2
+      shift 2
+      ;;
+    -privateaspnetcore|-pa)
+      privateaspnetcore=1
+      shift 1
+      ;;
+    -buildcurrentlibraries|-b)
+      buildcurrentlibraries=1
+      shift 1
+      ;;
+    -buildonly|-o)
+      buildonly=1
+      shift 1
+      ;;
+    -clientstressargs)
+      clientstressargs=$2
+      shift 2
+      ;;
+    -serverstressargs)
+      serverstressargs=$2
+      shift 2
+      ;;
+    *)
+      shift 1
+      ;;
+  esac
+done
+
+repo_root=$(git rev-parse --show-toplevel)
+
+if [[ buildcurrentlibraries -eq 1 ]]; then
+    libraries_args=" -t $imagename -c $configuration"
+    if [[ $privateaspnetcore -eq 1 ]]; then
+        libraries_args="$libraries_args -pa"
+    fi
+
+    if ! $repo_root/eng/docker/build-docker-sdk.sh $libraries_args; then
+        exit 1
+    fi
+
+elif [[ $privateaspnetcore -eq 1 ]]; then
+    echo "Using a private Asp.Net Core package (-pa) requires using privately built libraries. Please, enable it with -b switch."
+    exit 1
+fi
+
+build_args=""
+if [[ "$imagename" != "" ]]; then
+    build_args=" --build-arg SDK_BASE_IMAGE=$imagename"
+fi
+
+compose_file="$scriptroot/docker-compose.yml"
+
+if ! docker-compose --file "$compose_file" build $build_args; then
+    exit $?
+fi
+
+if [[ $buildonly -eq 0 ]]; then
+    export SSLSTRESS_CLIENT_ARGS=$clientstressargs
+    export SSLSTRESS_SERVER_ARGS=$serverstressargs
+    docker-compose --file "$compose_file" up --abort-on-container-exit
+    exit $?
+fi