diff --git a/bin/compile b/bin/compile
index a092a28..2d7c661 100755
--- a/bin/compile
+++ b/bin/compile
@@ -49,9 +49,9 @@ export VENDOR_URL
 # These variables are used to specify which versions of Python to install by default,
 # as well as prompt the user to upgrade if they are using an un–supported version.
 # Note: When 3.7 lands, I recommend switching to LATEST_36 and LATEST_37.
-DEFAULT_PYTHON_VERSION="python-3.6.6"
-LATEST_36="python-3.6.6"
-LATEST_37="python-3.7.0"
+DEFAULT_PYTHON_VERSION="python-3.6.7"
+LATEST_36="python-3.6.7"
+LATEST_37="python-3.7.1"
 LATEST_35="python-3.5.6"
 LATEST_34="python-3.4.9"
 LATEST_27="python-2.7.15"
diff --git a/bin/steps/pipenv-python-version b/bin/steps/pipenv-python-version
index c8ee06d..dcdf3c2 100755
--- a/bin/steps/pipenv-python-version
+++ b/bin/steps/pipenv-python-version
@@ -19,7 +19,7 @@ if [[ -f $BUILD_DIR/Pipfile ]]; then
             if [[ "$PYTHON" == "null" ]]; then
                 PYTHON=$(jq -r '._meta.requires.python_version' "$BUILD_DIR/Pipfile.lock")
                 if [ "$PYTHON" = 2.7 ]; then
-                    echo "$LATEST_2" > "$BUILD_DIR/runtime.txt"
+                    echo "$LATEST_27" > "$BUILD_DIR/runtime.txt"
                 fi
                 if [ "$PYTHON" = 3.6 ]; then
                     echo "$LATEST_36" > "$BUILD_DIR/runtime.txt"
@@ -33,4 +33,3 @@ if [[ -f $BUILD_DIR/Pipfile ]]; then
         fi
     fi
 fi
-
diff --git a/spec/hatchet/python_spec.rb b/spec/hatchet/python_spec.rb
index 5ae95ed..39c0026 100644
--- a/spec/hatchet/python_spec.rb
+++ b/spec/hatchet/python_spec.rb
@@ -4,7 +4,7 @@ describe "Python!!!!!!!!!!!" do
   it "🐍" do
     Hatchet::Runner.new('python-getting-started', stack: DEFAULT_STACK).deploy do |app|
       expect(app.output).to           match(/Installing pip/)
-      expect(app.run('python -V')).to match(/3.6.6/)
+      expect(app.run('python -V')).to match(/3.6.7/)
     end
   end
 end
diff --git a/test/fixtures/pipenv-version/Pipfile b/test/fixtures/pipenv-version/Pipfile
index cd4e813..91ec253 100644
--- a/test/fixtures/pipenv-version/Pipfile
+++ b/test/fixtures/pipenv-version/Pipfile
@@ -6,4 +6,4 @@ verify_ssl = true
 requests = "*"
 
 [requires]
-python_version = "3.6"
\ No newline at end of file
+python_version = "3.6"
diff --git a/test/fixtures/pipenv-version2/Pipfile b/test/fixtures/pipenv-version2/Pipfile
new file mode 100644
index 0000000..3026dd1
--- /dev/null
+++ b/test/fixtures/pipenv-version2/Pipfile
@@ -0,0 +1,11 @@
+[[source]]
+url = "https://pypi.org/simple"
+verify_ssl = true
+name = "pypi"
+
+[packages]
+
+[dev-packages]
+
+[requires]
+python_version = "2.7"
diff --git a/test/fixtures/pipenv-version2/Pipfile.lock b/test/fixtures/pipenv-version2/Pipfile.lock
new file mode 100644
index 0000000..637b90f
--- /dev/null
+++ b/test/fixtures/pipenv-version2/Pipfile.lock
@@ -0,0 +1,20 @@
+{
+    "_meta": {
+        "hash": {
+            "sha256": "ae4bdd7d4157baab65ae9d0e8389a6011e6b640995372c45ec81fa5d1ddfae9f"
+        },
+        "pipfile-spec": 6,
+        "requires": {
+            "python_version": "2.7"
+        },
+        "sources": [
+            {
+                "name": "pypi",
+                "url": "https://pypi.org/simple",
+                "verify_ssl": true
+            }
+        ]
+    },
+    "default": {},
+    "develop": {}
+}
diff --git a/test/fixtures/python2_fail/requirements.txt b/test/fixtures/python2_fail/requirements.txt
new file mode 100644
index 0000000..663bd1f
--- /dev/null
+++ b/test/fixtures/python2_fail/requirements.txt
@@ -0,0 +1 @@
+requests
\ No newline at end of file
diff --git a/test/fixtures/python2_fail/runtime.txt b/test/fixtures/python2_fail/runtime.txt
new file mode 100644
index 0000000..d42956d
--- /dev/null
+++ b/test/fixtures/python2_fail/runtime.txt
@@ -0,0 +1 @@
+python-2.7.16
diff --git a/test/fixtures/python3_6_7/requirements.txt b/test/fixtures/python3_4_fail/requirements.txt
similarity index 100%
rename from test/fixtures/python3_6_7/requirements.txt
rename to test/fixtures/python3_4_fail/requirements.txt
diff --git a/test/fixtures/python3_4_fail/runtime.txt b/test/fixtures/python3_4_fail/runtime.txt
new file mode 100644
index 0000000..3b5c63e
--- /dev/null
+++ b/test/fixtures/python3_4_fail/runtime.txt
@@ -0,0 +1 @@
+python-3.4.10
diff --git a/test/fixtures/python3_7_1/requirements.txt b/test/fixtures/python3_5_fail/requirements.txt
similarity index 100%
rename from test/fixtures/python3_7_1/requirements.txt
rename to test/fixtures/python3_5_fail/requirements.txt
diff --git a/test/fixtures/python3_5_fail/runtime.txt b/test/fixtures/python3_5_fail/runtime.txt
new file mode 100644
index 0000000..df4118a
--- /dev/null
+++ b/test/fixtures/python3_5_fail/runtime.txt
@@ -0,0 +1 @@
+python-3.5.7
diff --git a/test/fixtures/python3_6/runtime.txt b/test/fixtures/python3_6/runtime.txt
index 1935e97..34b35b7 100644
--- a/test/fixtures/python3_6/runtime.txt
+++ b/test/fixtures/python3_6/runtime.txt
@@ -1 +1 @@
-python-3.6.6
+python-3.6.7
diff --git a/test/fixtures/python3_6_7/runtime.txt b/test/fixtures/python3_6_7/runtime.txt
deleted file mode 100644
index 34b35b7..0000000
--- a/test/fixtures/python3_6_7/runtime.txt
+++ /dev/null
@@ -1 +0,0 @@
-python-3.6.7
diff --git a/test/fixtures/python3_6_fail/requirements.txt b/test/fixtures/python3_6_fail/requirements.txt
new file mode 100644
index 0000000..7e10602
--- /dev/null
+++ b/test/fixtures/python3_6_fail/requirements.txt
@@ -0,0 +1 @@
+flask
diff --git a/test/fixtures/python3_6_fail/runtime.txt b/test/fixtures/python3_6_fail/runtime.txt
new file mode 100644
index 0000000..9fbd3bf
--- /dev/null
+++ b/test/fixtures/python3_6_fail/runtime.txt
@@ -0,0 +1 @@
+python-3.6.8
diff --git a/test/fixtures/python3_7/runtime.txt b/test/fixtures/python3_7/runtime.txt
index 881a2db..4255f73 100644
--- a/test/fixtures/python3_7/runtime.txt
+++ b/test/fixtures/python3_7/runtime.txt
@@ -1 +1 @@
-python-3.7.0
+python-3.7.1
diff --git a/test/fixtures/python3_7_1/runtime.txt b/test/fixtures/python3_7_1/runtime.txt
deleted file mode 100644
index 4255f73..0000000
--- a/test/fixtures/python3_7_1/runtime.txt
+++ /dev/null
@@ -1 +0,0 @@
-python-3.7.1
diff --git a/test/fixtures/python3_7_fail/requirements.txt b/test/fixtures/python3_7_fail/requirements.txt
new file mode 100644
index 0000000..7e10602
--- /dev/null
+++ b/test/fixtures/python3_7_fail/requirements.txt
@@ -0,0 +1 @@
+flask
diff --git a/test/fixtures/python3_7_fail/runtime.txt b/test/fixtures/python3_7_fail/runtime.txt
new file mode 100644
index 0000000..a01373a
--- /dev/null
+++ b/test/fixtures/python3_7_fail/runtime.txt
@@ -0,0 +1 @@
+python-3.7.2
diff --git a/test/fixtures/python3_7_warn/requirements.txt b/test/fixtures/python3_7_warn/requirements.txt
new file mode 100644
index 0000000..663bd1f
--- /dev/null
+++ b/test/fixtures/python3_7_warn/requirements.txt
@@ -0,0 +1 @@
+requests
\ No newline at end of file
diff --git a/test/fixtures/python3_7_warn/runtime.txt b/test/fixtures/python3_7_warn/runtime.txt
new file mode 100644
index 0000000..881a2db
--- /dev/null
+++ b/test/fixtures/python3_7_warn/runtime.txt
@@ -0,0 +1 @@
+python-3.7.0
diff --git a/test/fixtures/pythonDefault/requirements.txt b/test/fixtures/pythonDefault/requirements.txt
new file mode 100644
index 0000000..7e10602
--- /dev/null
+++ b/test/fixtures/pythonDefault/requirements.txt
@@ -0,0 +1 @@
+flask
diff --git a/test/run b/test/run
index 67d97c8..ae200a1 100755
--- a/test/run
+++ b/test/run
@@ -19,10 +19,15 @@ testPipenvLock() {
 
 testPipenvVersion() {
   compile "pipenv-version"
-  assertCaptured "3.6.6"
+  assertCaptured "3.6.7"
   assertCapturedSuccess
 }
 
+testPipenvVersion2() {
+  compile "pipenv-version2"
+  assertCaptured "2.7.15"
+  assertCapturedSuccess
+}
 testPipenvFullVersion() {
   compile "pipenv-full-version"
   assertCaptured "3.6.3"
@@ -87,6 +92,18 @@ testPylibmc() {
   assertCapturedSuccess
 }
 
+testPythonDefault() {
+  compile "pythonDefault"
+  assertCaptured "python-3.6.7"
+  assertCapturedSuccess
+}
+
+testPython2() {
+    compile "python2"
+    assertCaptured "python-2.7.15"
+    assertCapturedSuccess
+}
+
 testPython2_warn() {
     compile "python2_warn"
     if [[ $STACK = "heroku-18" ]]; then
@@ -98,31 +115,41 @@ testPython2_warn() {
     fi
 }
 
-testPython2() {
-    compile "python2"
-    assertCaptured "python-2.7.15"
-    assertCapturedSuccess
+testPython2_fail() {
+    compile "python2_fail"
+    assertCaptured "Aborting"
+    assertCapturedError
+}
+
+testPython3_4() {
+  compile "python3_4"
+  assertCaptured "python-3.4.9"
+  assertCapturedSuccess
 }
 
-# This fail
 testPython3_4_warn() {
   compile "python3_4_warn"
   if [[ $STACK = "cedar-14" ]]; then
     assertCaptured "python-3.4.0"
+    assertCaptured "security update!"
     assertCapturedSuccess
   else
     assertCapturedError
   fi
 }
 
-# This fail
-testPython3_4() {
-  compile "python3_4"
-  assertCaptured "python-3.4.9"
-  assertCapturedError
+testPython3_4_fail() {
+    compile "python3_4_fail"
+    assertCaptured "Aborting"
+    assertCapturedError
+}
+
+testPython3_5() {
+  compile "python3_5"
+  assertCaptured "python-3.5.6"
+  assertCapturedSuccess
 }
 
-# This fail
 testPython3_5_warn() {
   compile "python3_5_warn"
   if [[ $STACK = "cedar-14" ]]; then
@@ -134,14 +161,18 @@ testPython3_5_warn() {
   fi
 }
 
-# This will fail
-testPython3_5() {
-  compile "python3_5"
-  assertCaptured "python-3.5.6"
-  assertCapturedError
+testPython3_5_fail() {
+    compile "python3_5_fail"
+    assertCaptured "Aborting"
+    assertCapturedError
+}
+
+testPython3_6() {
+  compile "python3_6"
+  assertCaptured "python-3.6.7"
+  assertCapturedSuccess
 }
 
-# This will warn
 testPython3_6_warn() {
   compile "python3_6_warn"
   assertCaptured "python-3.6.5"
@@ -149,17 +180,10 @@ testPython3_6_warn() {
   assertCapturedSuccess
 }
 
-testPython3_6() {
-  compile "python3_6"
-  assertCaptured "python-3.6.6"
-  assertCapturedSuccess
-}
-
-# This will fail
-testPython3_6_7() {
-  compile "python3_6_7"
-  assertCaptured "python-3.6.7"
-  assertCapturedError
+testPython3_6_fail() {
+    compile "python3_6_fail"
+    assertCaptured "Aborting"
+    assertCapturedError
 }
 
 testPython3_7() {
@@ -167,15 +191,25 @@ testPython3_7() {
   if [[ $STACK = "cedar-14" ]]; then
     assertCapturedError
   else
-    assertCaptured "python-3.7.0"
+    assertCaptured "python-3.7.1"
     assertCapturedSuccess
   fi
 }
 
-# This will fail
-testPython3_7_1() {
-  compile "python3_7_1"
-  assertCaptured "python-3.7.1"
+testPython3_7_warn() {
+  compile "python3_7_warn"
+  if [[ $STACK = "cedar-14" ]]; then
+    assertCapturedError
+  else
+    assertCaptured "python-3.7.0"
+    assertCaptured "security update!"
+    assertCapturedSuccess
+  fi
+}
+
+testPython3_7_fail() {
+  compile "python3_7_fail"
+  assertCaptured "Aborting"
   assertCapturedError
 }