diff --git a/mitmproxy/addons/view.py b/mitmproxy/addons/view.py
index d43194681..b2db01711 100644
--- a/mitmproxy/addons/view.py
+++ b/mitmproxy/addons/view.py
@@ -10,6 +10,7 @@ The View:
 """
 import collections
 import typing
+import os
 
 import blinker
 import sortedcontainers
@@ -339,12 +340,17 @@ class View(collections.Sequence):
         """
             Load flows into the view, without processing them with addons.
         """
-        with open(path, "rb") as f:
-            for i in io.FlowReader(f).stream():
-                # Do this to get a new ID, so we can load the same file N times and
-                # get new flows each time. It would be more efficient to just have a
-                # .newid() method or something.
-                self.add([i.copy()])
+        path = os.path.expanduser(path)
+        try:
+            with open(path, "rb") as f:
+                for i in io.FlowReader(f).stream():
+                    # Do this to get a new ID, so we can load the same file N times and
+                    # get new flows each time. It would be more efficient to just have a
+                    # .newid() method or something.
+                    self.add([i.copy()])
+        except IOError as e:
+            ctx.log.error(e.strerror)
+            return
 
     @command.command("view.go")
     def go(self, dst: int) -> None:
diff --git a/mitmproxy/optmanager.py b/mitmproxy/optmanager.py
index e1d74b8e0..c28ec685f 100644
--- a/mitmproxy/optmanager.py
+++ b/mitmproxy/optmanager.py
@@ -518,6 +518,7 @@ def save(opts, path, defaults=False):
 
         Raises OptionsError if the existing data is corrupt.
     """
+    path = os.path.expanduser(path)
     if os.path.exists(path) and os.path.isfile(path):
         with open(path, "rt", encoding="utf8") as f:
             try:
diff --git a/pathod/language/generators.py b/pathod/language/generators.py
index 1961df74d..70c6ad164 100644
--- a/pathod/language/generators.py
+++ b/pathod/language/generators.py
@@ -75,7 +75,7 @@ class RandomGenerator:
 
 class FileGenerator:
     def __init__(self, path):
-        self.path = path
+        self.path = os.path.expanduser(path)
 
     def __len__(self):
         return os.path.getsize(self.path)
diff --git a/pathod/pathoc_cmdline.py b/pathod/pathoc_cmdline.py
index 3b738d47a..0854f6ad9 100644
--- a/pathod/pathoc_cmdline.py
+++ b/pathod/pathoc_cmdline.py
@@ -208,6 +208,7 @@ def args_pathoc(argv, stdout=sys.stdout, stderr=sys.stderr):
 
     reqs = []
     for r in args.requests:
+        r = os.path.expanduser(r)
         if os.path.isfile(r):
             with open(r) as f:
                 r = f.read()
diff --git a/pathod/pathod_cmdline.py b/pathod/pathod_cmdline.py
index dee19f4fc..c646aaeef 100644
--- a/pathod/pathod_cmdline.py
+++ b/pathod/pathod_cmdline.py
@@ -215,6 +215,7 @@ def args_pathod(argv, stdout_=sys.stdout, stderr_=sys.stderr):
 
     anchors = []
     for patt, spec in args.anchors:
+        spec = os.path.expanduser(spec)
         if os.path.isfile(spec):
             with open(spec) as f:
                 data = f.read()
diff --git a/test/mitmproxy/addons/test_view.py b/test/mitmproxy/addons/test_view.py
index 40136f1ff..e8eeb5911 100644
--- a/test/mitmproxy/addons/test_view.py
+++ b/test/mitmproxy/addons/test_view.py
@@ -170,6 +170,10 @@ def test_load(tmpdir):
         assert len(v) == 2
         v.load_file(path)
         assert len(v) == 4
+        try:
+            v.load_file("nonexistent_file_path")
+        except IOError:
+            assert False
 
 
 def test_resolve():