diff --git a/config.go b/config.go
index 3855bff..5142f01 100644
--- a/config.go
+++ b/config.go
@@ -8,7 +8,9 @@ import (
 	"fmt"
 	"net"
 	"os"
+	"os/user"
 	"path/filepath"
+	"runtime"
 	"sort"
 	"strings"
 
@@ -99,16 +101,50 @@ type config struct {
 // cleanAndExpandPath expands environement variables and leading ~ in the
 // passed path, cleans the result, and returns it.
 func cleanAndExpandPath(path string) string {
-	// Expand initial ~ to OS specific home directory.
-	if strings.HasPrefix(path, "~") {
-		homeDir := filepath.Dir(defaultAppDataDir)
-		path = strings.Replace(path, "~", homeDir, 1)
-	}
-
 	// NOTE: The os.ExpandEnv doesn't work with Windows cmd.exe-style
 	// %VARIABLE%, but they variables can still be expanded via POSIX-style
 	// $VARIABLE.
-	return filepath.Clean(os.ExpandEnv(path))
+	path = os.ExpandEnv(path)
+
+	if !strings.HasPrefix(path, "~") {
+		return filepath.Clean(path)
+	}
+
+	// Expand initial ~ to the current user's home directory, or ~otheruser
+	// to otheruser's home directory.  On Windows, both forward and backward
+	// slashes can be used.
+	path = path[1:]
+
+	var pathSeparators string
+	if runtime.GOOS == "windows" {
+		pathSeparators = string(os.PathSeparator) + "/"
+	} else {
+		pathSeparators = string(os.PathSeparator)
+	}
+
+	userName := ""
+	if i := strings.IndexAny(path, pathSeparators); i != -1 {
+		userName = path[:i]
+		path = path[i:]
+	}
+
+	homeDir := ""
+	var u *user.User
+	var err error
+	if userName == "" {
+		u, err = user.Current()
+	} else {
+		u, err = user.Lookup(userName)
+	}
+	if err == nil {
+		homeDir = u.HomeDir
+	}
+	// Fallback to CWD if user lookup fails or user has no home directory.
+	if homeDir == "" {
+		homeDir = "."
+	}
+
+	return filepath.Join(homeDir, path)
 }
 
 // validLogLevel returns whether or not logLevel is a valid debug log level.