diff --git a/src/python/pants/backend/jvm/tasks/bootstrap_jvm_tools.py b/src/python/pants/backend/jvm/tasks/bootstrap_jvm_tools.py
index e438f89d197..77009a4acb9 100644
--- a/src/python/pants/backend/jvm/tasks/bootstrap_jvm_tools.py
+++ b/src/python/pants/backend/jvm/tasks/bootstrap_jvm_tools.py
@@ -46,15 +46,15 @@ def compute_fingerprint(self, target):
     if base_fingerprint is None:
       return None
 
-    hasher.update('version=2')
+    hasher.update(b'version=2')
     hasher.update(base_fingerprint.encode('utf-8'))
 
     # NB: this series of updates must always cover the same fields that populate `_tuple`'s slots
     # to ensure proper invalidation.
-    hasher.update(self._main)
+    hasher.update(self._main.encode('utf-8'))
     if self._custom_rules:
       for rule in self._custom_rules:
-        hasher.update(rule.render())
+        hasher.update(rule.render().encode('utf-8'))
 
     return hasher.hexdigest() if PY3 else hasher.hexdigest().decode('utf-8')
 
diff --git a/tests/python/pants_test/backend/codegen/protobuf/java/test_protobuf_integration.py b/tests/python/pants_test/backend/codegen/protobuf/java/test_protobuf_integration.py
index 8d2041fd133..4c1c944cfa7 100644
--- a/tests/python/pants_test/backend/codegen/protobuf/java/test_protobuf_integration.py
+++ b/tests/python/pants_test/backend/codegen/protobuf/java/test_protobuf_integration.py
@@ -35,7 +35,7 @@ def test_bundle_protobuf_normal(self):
                                   stdout=subprocess.PIPE,
                                   cwd=out_path)
       java_retcode = java_run.wait()
-      java_out = java_run.stdout.read()
+      java_out = java_run.stdout.read().decode('utf-8')
       self.assertEqual(java_retcode, 0)
       self.assertIn("parsec", java_out)
 
@@ -54,7 +54,7 @@ def test_bundle_protobuf_imports(self):
         stdout=subprocess.PIPE,
         cwd=out_path)
       java_retcode = java_run.wait()
-      java_out = java_run.stdout.read()
+      java_out = java_run.stdout.read().decode('utf-8')
       self.assertEqual(java_retcode, 0)
       self.assertIn("very test", java_out)
 
@@ -76,7 +76,7 @@ def test_bundle_protobuf_unpacked_jars(self):
               'org.pantsbuild.example.protobuf.unpacked_jars.ExampleProtobufExternalArchive']
       java_run = subprocess.Popen(args, stdout=subprocess.PIPE, cwd=out_path)
       java_retcode = java_run.wait()
-      java_out = java_run.stdout.read()
+      java_out = java_run.stdout.read().decode('utf-8')
       self.assertEqual(java_retcode, 0)
       self.assertIn("Message is: Hello World!", java_out)
 
diff --git a/tests/python/pants_test/backend/codegen/thrift/python/test_apache_thrift_py_gen.py b/tests/python/pants_test/backend/codegen/thrift/python/test_apache_thrift_py_gen.py
index 9bd2fbc151c..789db883445 100644
--- a/tests/python/pants_test/backend/codegen/thrift/python/test_apache_thrift_py_gen.py
+++ b/tests/python/pants_test/backend/codegen/thrift/python/test_apache_thrift_py_gen.py
@@ -154,7 +154,7 @@ def test_namespace_effective(self):
     # TODO(John Sirois): We really should be emitting setuptools in a
     # `synthetic_target_extra_dependencies` override in `ApacheThriftPyGen`:
     #   https://github.com/pantsbuild/pants/issues/5975
-    pythonpath = interpreter.extras.values()
+    pythonpath = list(interpreter.extras.values())
     pythonpath.extend(os.path.join(get_buildroot(), t.target_base) for t in targets)
     for dist in resolve(['thrift=={}'.format(self.get_thrift_version(apache_thrift_gen))],
                         interpreter=interpreter,
diff --git a/tests/python/pants_test/backend/codegen/wire/java/test_wire_integration.py b/tests/python/pants_test/backend/codegen/wire/java/test_wire_integration.py
index 5e3c1dc8786..d22f8bc98a2 100644
--- a/tests/python/pants_test/backend/codegen/wire/java/test_wire_integration.py
+++ b/tests/python/pants_test/backend/codegen/wire/java/test_wire_integration.py
@@ -46,7 +46,7 @@ def test_bundle_wire_normal(self):
               'org.pantsbuild.example.wire.temperatureservice.WireTemperatureExample']
       java_run = subprocess.Popen(args, stdout=subprocess.PIPE, cwd=out_path)
       java_retcode = java_run.wait()
-      java_out = java_run.stdout.read()
+      java_out = java_run.stdout.read().decode('utf-8')
       self.assertEqual(java_retcode, 0)
       self.assertIn('19 degrees celsius', java_out)
 
@@ -63,7 +63,7 @@ def test_bundle_wire_dependent_targets(self):
                                   stdout=subprocess.PIPE,
                                   cwd=out_path)
       java_retcode = java_run.wait()
-      java_out = java_run.stdout.read()
+      java_out = java_run.stdout.read().decode('utf-8')
       self.assertEqual(java_retcode, 0)
       self.assertIn('Element{symbol=Hg, name=Mercury, atomic_number=80, '
                     'melting_point=Temperature{unit=celsius, number=-39}, '