diff --git a/bench/app.py b/bench/app.py
index 5e1eab13..cd02390a 100755
--- a/bench/app.py
+++ b/bench/app.py
@@ -354,11 +354,11 @@ def install_app(
 
 	bench = Bench(bench_path)
 	conf = bench.conf
-	quiet_flag = "" if verbose else "-q"
+	quiet_flag = "" if verbose else "--quiet"
 	app_path = os.path.realpath(os.path.join(bench_path, "apps", app))
 	cache_flag = "--no-cache-dir" if no_cache else ""
 
-	bench.run(f"{bench.python} -m pip install {quiet_flag} -U -e {app_path} {cache_flag}")
+	bench.run(f"{bench.python} -m pip install {quiet_flag} --upgrade -e {app_path} {cache_flag}")
 
 	if conf.get("developer_mode"):
 		install_python_dev_dependencies(apps=app)
diff --git a/bench/bench.py b/bench/bench.py
index 248e9bd5..f3002396 100644
--- a/bench/bench.py
+++ b/bench/bench.py
@@ -237,12 +237,12 @@ class BenchSetup(Base):
 		virtualenv = get_venv_path()
 
 		if not os.path.exists(self.bench.python):
-			self.run(f"{virtualenv} -q env -p {python}")
+			self.run(f"{virtualenv} env -p {python}")
 
-		self.run(f"{self.bench.python} -m pip install -U pip")
+		self.pip()
 
 		if os.path.exists(frappe):
-			self.run(f"{self.bench.python} -m pip install -U -e {frappe}")
+			self.run(f"{self.bench.python} -m pip install --upgrade -e {frappe}")
 
 	@step(title="Setting Up Bench Config", success="Bench Config Set Up")
 	def config(self, redis=True, procfile=True):
@@ -262,6 +262,11 @@ class BenchSetup(Base):
 
 			setup_procfile(self.bench.name, skip_redis=not redis)
 
+	def pip(self):
+		"""Updates env pip; assumes that env is setup
+		"""
+		return self.run(f"{self.bench.python} -m pip install --upgrade pip")
+
 	def logging(self):
 		from bench.utils import setup_logging
 
diff --git a/bench/utils/bench.py b/bench/utils/bench.py
index a9621b48..e791b9b5 100644
--- a/bench/utils/bench.py
+++ b/bench/utils/bench.py
@@ -83,12 +83,12 @@ def update_python_packages(bench_path="."):
 	apps.insert(0, "frappe")
 
 	print("Updating Python libraries...")
-	update_env_pip(bench_path)
+	bench.setup.pip()
 
 	for app in apps:
 		app_path = os.path.join(bench_path, "apps", app)
 		click.secho(f"\nInstalling python dependencies for {app}", fg="yellow")
-		bench.run(f"{bench.python} -m pip install -U -e {app_path}")
+		bench.run(f"{bench.python} -m pip install --upgrade -e {app_path}")
 
 
 def update_node_packages(bench_path="."):
@@ -226,7 +226,7 @@ def migrate_env(python, backup=False):
 		venv_creation = exec_cmd(f"{virtualenv} --python {python} {pvenv}")
 
 		apps = " ".join([f"-e {os.path.join('apps', app)}" for app in bench.apps])
-		packages_setup = exec_cmd(f"{pvenv} -m pip install -q -U {apps}")
+		packages_setup = exec_cmd(f"{pvenv} -m pip install --upgrade {apps}")
 
 		logger.log(f"Migration Successful to {python}")
 	except Exception: