diff --git a/CHANGELOG.md b/CHANGELOG.md
index 46d0b77..5262c83 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -3,12 +3,15 @@
 # Master
 
 - Test staged binaries on Travis
-- Sqlite3 Update:
-  - Add Tests
-  - Test for Pysqlite
-- Bug fix: pipenv no longer installs twice on CI
-- Add support for staging binary testing
+
 --------------------------------------------------------------------------------
+# 158 (2019-10-21)
+
+- Python 3.7.5 and 3.8.0 now available on Heroku 18 and 16.
+- Add support for Python 3.8 branch
+- Sqlite3 Update:
+  - Test Improvements
+- Add support for staging binary testing
 
 # 157 (2019-09-18)
 
diff --git a/bin/compile b/bin/compile
index 284b313..9319463 100755
--- a/bin/compile
+++ b/bin/compile
@@ -52,6 +52,7 @@ export VENDOR_URL
 source "$BIN_DIR/default_pythons"
 
 # Supported Python Branches
+PY38="python-3.8"
 PY37="python-3.7"
 PY36="python-3.6"
 PY35="python-3.5"
diff --git a/bin/default_pythons b/bin/default_pythons
index e0f443f..ecc569c 100755
--- a/bin/default_pythons
+++ b/bin/default_pythons
@@ -1,10 +1,11 @@
 #!/usr/bin/env bash
 
 DEFAULT_PYTHON_VERSION="python-3.6.9"
+LATEST_38="python-3.8.0"
+LATEST_37="python-3.7.5"
 LATEST_36="python-3.6.9"
-LATEST_37="python-3.7.4"
 LATEST_35="python-3.5.7"
 LATEST_34="python-3.4.10"
 LATEST_27="python-2.7.16"
 
-export DEFAULT_PYTHON_VERSION LATEST_37 LATEST_36 LATEST_35 LATEST_34 LATEST_27
+export DEFAULT_PYTHON_VERSION LATEST_38 LATEST_37 LATEST_36 LATEST_35 LATEST_34 LATEST_27
diff --git a/bin/steps/pipenv b/bin/steps/pipenv
index c799c7d..a84d549 100755
--- a/bin/steps/pipenv
+++ b/bin/steps/pipenv
@@ -60,16 +60,10 @@ if [ ! "$SKIP_PIPENV_INSTALL" ]; then
         # avoid this eager behavior.
         /app/.heroku/python/bin/pip install pipenv==$PIPENV_VERSION --upgrade --upgrade-strategy only-if-needed &> /dev/null
 
-        # Install the test dependencies, for CI.
-        if [ "$INSTALL_TEST" ]; then
-            puts-step "Installing test dependencies…"
-            /app/.heroku/python/bin/pipenv install --dev --system --deploy 2>&1 | cleanup | indent
-
         # Install the dependencies.
-        elif [[ ! -f Pipfile.lock ]]; then
+        if [[ ! -f Pipfile.lock ]]; then
             puts-step "Installing dependencies with Pipenv $PIPENV_VERSION…"
             /app/.heroku/python/bin/pipenv install --system --skip-lock 2>&1 | indent
-
         else
             pipenv-to-pip Pipfile.lock > requirements.txt
             "$BIN_DIR/steps/pip-uninstall"
@@ -79,6 +73,12 @@ if [ ! "$SKIP_PIPENV_INSTALL" ]; then
             puts-step "Installing dependencies with Pipenv $PIPENV_VERSION…"
             /app/.heroku/python/bin/pipenv install --system --deploy 2>&1 | indent
         fi
+
+        # Install the test dependencies, for CI.
+        if [ "$INSTALL_TEST" ]; then
+            puts-step "Installing test dependencies…"
+            /app/.heroku/python/bin/pipenv install --dev --system --deploy 2>&1 | cleanup | indent
+        fi
     fi
 else
     export SKIP_PIP_INSTALL=1
diff --git a/bin/steps/python b/bin/steps/python
index 2d00754..2625b44 100755
--- a/bin/steps/python
+++ b/bin/steps/python
@@ -11,6 +11,13 @@ SECURITY_UPDATE="Python has released a security update! Please consider upgradin
 
 # check if runtime exists
 if curl --output /dev/null --silent --head --fail "$VENDORED_PYTHON"; then
+  if [[ "$PYTHON_VERSION" == $PY38* ]]; then
+    # do things to alert the user of security release available
+    if [ "$PYTHON_VERSION" != "$LATEST_38" ]; then
+      puts-warn "$SECURITY_UPDATE" "$LATEST_38"
+      echo "       Learn More: https://devcenter.heroku.com/articles/python-runtimes"
+    fi
+  fi
   if [[ "$PYTHON_VERSION" == $PY37* ]]; then
     # do things to alert the user of security release available
     if [ "$PYTHON_VERSION" != "$LATEST_37" ]; then
diff --git a/builds/runtimes/python-3.7.5 b/builds/runtimes/python-3.7.5
new file mode 100755
index 0000000..ad41723
--- /dev/null
+++ b/builds/runtimes/python-3.7.5
@@ -0,0 +1,4 @@
+#!/usr/bin/env bash
+# Build Path: /app/.heroku/python/
+
+source $(dirname $0)/python3
diff --git a/builds/runtimes/python-3.8.0 b/builds/runtimes/python-3.8.0
new file mode 100755
index 0000000..ad41723
--- /dev/null
+++ b/builds/runtimes/python-3.8.0
@@ -0,0 +1,4 @@
+#!/usr/bin/env bash
+# Build Path: /app/.heroku/python/
+
+source $(dirname $0)/python3
diff --git a/test/fixtures/python3_4_warn/runtime.txt b/test/fixtures/python3_4_warn/runtime.txt
index fe5dcf7..cc8325f 100644
--- a/test/fixtures/python3_4_warn/runtime.txt
+++ b/test/fixtures/python3_4_warn/runtime.txt
@@ -1 +1 @@
-python-3.4.0
+python-3.4.9
diff --git a/test/fixtures/python3_8/requirements.txt b/test/fixtures/python3_8/requirements.txt
new file mode 100644
index 0000000..f229360
--- /dev/null
+++ b/test/fixtures/python3_8/requirements.txt
@@ -0,0 +1 @@
+requests
diff --git a/test/fixtures/python3_8/runtime.txt b/test/fixtures/python3_8/runtime.txt
new file mode 100644
index 0000000..73b1cf8
--- /dev/null
+++ b/test/fixtures/python3_8/runtime.txt
@@ -0,0 +1 @@
+python-3.8.0
diff --git a/test/fixtures/python3_8_fail/requirements.txt b/test/fixtures/python3_8_fail/requirements.txt
new file mode 100644
index 0000000..7e10602
--- /dev/null
+++ b/test/fixtures/python3_8_fail/requirements.txt
@@ -0,0 +1 @@
+flask
diff --git a/test/fixtures/python3_8_fail/runtime.txt b/test/fixtures/python3_8_fail/runtime.txt
new file mode 100644
index 0000000..fbcec36
--- /dev/null
+++ b/test/fixtures/python3_8_fail/runtime.txt
@@ -0,0 +1 @@
+python-3.8.99
diff --git a/test/run-versions b/test/run-versions
index 6feb5e1..2526238 100755
--- a/test/run-versions
+++ b/test/run-versions
@@ -49,13 +49,9 @@ testPython3_4() {
 
 testPython3_4_warn() {
   compile "python3_4_warn"
-  if [[ $STACK = "cedar-14" ]]; then
-    assertCaptured "python-3.4.0"
-    assertCaptured "security update!"
-    assertCapturedSuccess
-  else
-    assertCapturedError
-  fi
+  assertCaptured "python-3.4.9"
+  assertCaptured "security update!"
+  assertCapturedSuccess
 }
 
 testPython3_4_fail() {
@@ -146,6 +142,25 @@ testPython3_7_fail() {
   assertCapturedError
 }
 
+testPython3_8() {
+  updateVersion "python3_8" $LATEST_38
+  compile "python3_8"
+  if [[ $STACK = "cedar-14" ]]; then
+    assertCapturedError
+  else
+    assertNotCaptured "security update"
+    assertCaptured $LATEST_38
+    assertCaptured "Installing SQLite3"
+    assertCapturedSuccess
+  fi
+}
+
+testPython3_8_fail() {
+  compile "python3_8_fail"
+  assertCaptured "Aborting"
+  assertCapturedError
+}
+
 pushd $(dirname 0) >/dev/null
 popd >/dev/null