diff --git a/bench/app.py b/bench/app.py
index 5ce0f8fc..f8c1ba22 100755
--- a/bench/app.py
+++ b/bench/app.py
@@ -320,6 +320,7 @@ def get_app(
 	repo_name = app.repo
 	branch = app.tag
 	bench_setup = False
+	restart_bench = not init_bench
 
 	if not is_bench_directory(bench_path):
 		if not init_bench:
@@ -343,7 +344,6 @@ def get_app(
 			"color": None,
 		})
 
-
 	cloned_path = os.path.join(bench_path, "apps", repo_name)
 	dir_already_exists = os.path.isdir(cloned_path)
 	to_clone = not dir_already_exists
@@ -368,7 +368,7 @@ def get_app(
 		or overwrite
 		or click.confirm("Do you want to reinstall the existing application?")
 	):
-		app.install(verbose=verbose, skip_assets=skip_assets)
+		app.install(verbose=verbose, skip_assets=skip_assets, restart_bench=restart_bench)
 
 
 def new_app(app, no_git=None, bench_path="."):
diff --git a/bench/bench.py b/bench/bench.py
index 655693e2..f359be7c 100644
--- a/bench/bench.py
+++ b/bench/bench.py
@@ -138,9 +138,9 @@ class Bench(Base, Validator):
 
 		if conf.get("developer_mode"):
 			restart_process_manager(bench_path=self.name, web_workers=web)
-		if supervisor or conf.get("restart_supervisor_on_update"):
+		if supervisor and conf.get("restart_supervisor_on_update"):
 			restart_supervisor_processes(bench_path=self.name, web_workers=web)
-		if systemd or conf.get("restart_systemd_on_update"):
+		if systemd and conf.get("restart_systemd_on_update"):
 			restart_systemd_processes(bench_path=self.name, web_workers=web)
 
 	def get_installed_apps(self) -> List:
diff --git a/bench/commands/setup.py b/bench/commands/setup.py
index 99b06606..42672aa1 100755
--- a/bench/commands/setup.py
+++ b/bench/commands/setup.py
@@ -6,7 +6,7 @@ import sys
 import click
 
 # imports - module imports
-from bench.utils import exec_cmd, run_playbook
+from bench.utils import exec_cmd, run_playbook, which
 
 
 @click.group(help="Setup command group for enabling setting up a Frappe environment")
@@ -44,6 +44,8 @@ def setup_supervisor(user=None, yes=False, skip_redis=False):
 	from bench.utils import get_cmd_output
 	from bench.config.supervisor import update_supervisord_config, generate_supervisor_config
 
+	which("supervisorctl", raise_err=True)
+
 	if "Permission denied" in get_cmd_output("supervisorctl status"):
 		update_supervisord_config(user=user, yes=yes)
 
diff --git a/bench/commands/utils.py b/bench/commands/utils.py
index 20b5a796..b2d8a301 100644
--- a/bench/commands/utils.py
+++ b/bench/commands/utils.py
@@ -23,6 +23,9 @@ def start(no_dev, concurrency, procfile, no_prefix, man):
 @click.option('--systemd', is_flag=True, default=False)
 def restart(web, supervisor, systemd):
 	from bench.bench import Bench
+	if not systemd and not web:
+		supervisor = True
+
 	Bench(".").reload(web, supervisor, systemd)
 
 
diff --git a/bench/utils/__init__.py b/bench/utils/__init__.py
index f75fe263..dde12acc 100644
--- a/bench/utils/__init__.py
+++ b/bench/utils/__init__.py
@@ -133,7 +133,7 @@ def which(executable: str, raise_err: bool = False) -> str:
 	exec_ = which(executable)
 
 	if not exec_ and raise_err:
-		raise ValueError(f"{executable} not found.")
+		raise FileNotFoundError(f"{executable} not found in PATH")
 
 	return exec_
 
diff --git a/bench/utils/bench.py b/bench/utils/bench.py
index 28ca31f3..e0be48b9 100644
--- a/bench/utils/bench.py
+++ b/bench/utils/bench.py
@@ -258,8 +258,10 @@ def restart_supervisor_processes(bench_path=".", web_workers=False):
 			supervisor_status = get_cmd_output("supervisorctl status", cwd=bench_path)
 		except Exception as e:
 			if e.returncode == 127:
-				sudo = "sudo "
-				supervisor_status = get_cmd_output("sudo supervisorctl status", cwd=bench_path)
+				log("restart failed: Couldn't find supervisorctl in PATH", level=3)
+				return
+			sudo = "sudo "
+			supervisor_status = get_cmd_output("sudo supervisorctl status", cwd=bench_path)
 
 		if web_workers and f"{bench_name}-web:" in supervisor_status:
 			group = f"{bench_name}-web:\t"