diff --git a/config/config.rush b/config/config.rush
index f0954fe..e662093 100644
--- a/config/config.rush
+++ b/config/config.rush
@@ -1,4 +1,4 @@
-truncation-factor: false
+truncation: false
 multiline-prompt: true
 history-limit: false
 show-errors: true
diff --git a/src/exec/builtins/args.rs b/src/exec/builtins/args.rs
index 803bf6f..4170f86 100644
--- a/src/exec/builtins/args.rs
+++ b/src/exec/builtins/args.rs
@@ -22,13 +22,15 @@ pub struct WorkingDirectoryArgs {}
 
 #[derive(Parser, Debug)]
 pub struct ChangeDirectoryArgs {
+    #[arg(help = "The path of the directory to switch to")]
     pub path: PathBuf,
 }
 
 #[derive(Parser, Debug)]
 pub struct ListDirectoryArgs {
-    #[arg(short = 'a', long = "all")]
+    #[arg(short = 'a', long = "all", help = "Show hidden files and directories")]
     pub show_hidden: bool,
+    #[arg(help = "The path of the directory to read")]
     pub path: Option<PathBuf>,
 }
 
@@ -43,66 +45,82 @@ pub struct ClearTerminalArgs {}
 
 #[derive(Parser, Debug)]
 pub struct MakeFileArgs {
+    #[arg(help = "The path of the file to create")]
     pub path: PathBuf,
 }
 
 #[derive(Parser, Debug)]
 pub struct MakeDirectoryArgs {
+    #[arg(help = "The path of the directory to create")]
     pub path: PathBuf,
 }
 
 #[derive(Parser, Debug)]
 pub struct DeleteFileArgs {
+    #[arg(help = "The path of the file to delete")]
     pub path: PathBuf,
 }
 
 #[derive(Parser, Debug)]
 pub struct ReadFileArgs {
+    #[arg(help = "The path of the file to read")]
     pub path: PathBuf,
 }
 
 #[derive(Parser, Debug)]
 pub struct RunExecutableArgs {
+    #[arg(help = "The path to the executable")]
     pub path: PathBuf,
+    #[arg(help = "The arguments to pass to the executable")]
     pub arguments: Vec<String>,
 }
 
 #[derive(Parser, Debug)]
+#[command(arg_required_else_help = true)]
 pub struct ConfigureArgs {
-    #[arg(long = "truncation-factor")]
-    pub truncation_factor: Option<MaybeUsize>,
-    #[arg(long = "history-limit")]
+    #[arg(
+        long = "truncation",
+        help = "The number of characters to trim each directory name to in the prompt"
+    )]
+    pub truncation: Option<MaybeUsize>,
+    #[arg(
+        long = "history-limit",
+        help = "The maximum number of commands to store in the history"
+    )]
     pub history_limit: Option<MaybeUsize>,
-    #[arg(long = "multiline-prompt")]
-    pub multiline_prompt: Option<FancyBool>,
-    #[arg(long = "show-errors")]
-    pub show_errors: Option<FancyBool>,
+    #[arg(
+        long = "multiline-prompt",
+        help = "Whether to display the prompt on multiple lines"
+    )]
+    pub multiline_prompt: Option<Bool>,
+    #[arg(long = "show-errors", help = "Whether to display error messages")]
+    pub show_errors: Option<Bool>,
 }
 
 #[derive(Debug, Clone)]
-pub enum FancyBool {
+pub enum Bool {
     True,
     False,
 }
 
-impl FromStr for FancyBool {
+impl FromStr for Bool {
     type Err = String;
     fn from_str(s: &str) -> Result<Self, Self::Err> {
         if TRUE_ARGS.contains(&s) {
-            Ok(FancyBool::True)
+            Ok(Bool::True)
         } else if FALSE_ARGS.contains(&s) {
-            Ok(FancyBool::False)
+            Ok(Bool::False)
         } else {
             Err("invalid boolean value".to_owned())
         }
     }
 }
 
-impl From<FancyBool> for bool {
-    fn from(b: FancyBool) -> Self {
+impl From<Bool> for bool {
+    fn from(b: Bool) -> Self {
         match b {
-            FancyBool::True => true,
-            FancyBool::False => false,
+            Bool::True => true,
+            Bool::False => false,
         }
     }
 }
@@ -137,6 +155,7 @@ impl From<MaybeUsize> for Option<usize> {
 
 #[derive(Parser, Debug)]
 pub struct EnvironmentVariableArgs {
+    #[arg(help = "The environment variable to display")]
     pub variable: EnvVariable,
 }
 
@@ -166,21 +185,26 @@ pub enum EditPathSubcommand {
 
 #[derive(Args, Debug, Clone)]
 pub struct AppendPathCommand {
+    #[arg(help = "The path to append to the PATH variable")]
     pub path: PathBuf,
 }
 
 #[derive(Args, Debug, Clone)]
 pub struct PrependPathCommand {
+    #[arg(help = "The path to prepend to the PATH variable")]
     pub path: PathBuf,
 }
 
 #[derive(Args, Debug, Clone)]
 pub struct InsertPathCommand {
+    #[arg(help = "The index to insert the provided path at")]
     pub index: usize,
+    #[arg(help = "The path to insert into the PATH variable")]
     pub path: PathBuf,
 }
 
 #[derive(Args, Debug, Clone)]
 pub struct DeletePathCommand {
+    #[arg(help = "The index of the path to delete from the PATH variable")]
     pub index: usize,
 }
diff --git a/src/exec/builtins/functions.rs b/src/exec/builtins/functions.rs
index a006914..7f56856 100644
--- a/src/exec/builtins/functions.rs
+++ b/src/exec/builtins/functions.rs
@@ -193,8 +193,8 @@ pub fn run_executable(shell: &mut ShellState, args: Vec<&str>) -> Result<()> {
 pub fn configure(shell: &mut ShellState, args: Vec<&str>) -> Result<()> {
     let arguments = clap_handle!(ConfigureArgs::try_parse_from(args));
 
-    if let Some(truncation_factor) = arguments.truncation_factor {
-        shell.config.truncation_factor = truncation_factor.into();
+    if let Some(truncation) = arguments.truncation {
+        shell.config.truncation = truncation.into();
     }
 
     if let Some(history_limit) = arguments.history_limit {
diff --git a/src/state/config.rs b/src/state/config.rs
index 8bd85db..e02711c 100644
--- a/src/state/config.rs
+++ b/src/state/config.rs
@@ -10,7 +10,7 @@ use crate::errors::{Handle, Result};
 /// Represents any settings for the shell, most of which can be configured by the user
 pub struct Configuration {
     /// The truncation length for the prompt
-    pub truncation_factor: Option<usize>,
+    pub truncation: Option<usize>,
     /// How many directories to store in the back/forward history
     pub history_limit: Option<usize>,
     /// Whether to show the prompt tick on a new line
@@ -24,7 +24,7 @@ pub struct Configuration {
 impl Default for Configuration {
     fn default() -> Self {
         Self {
-            truncation_factor: None,
+            truncation: None,
             history_limit: None,
             multiline_prompt: false,
             show_errors: true,
@@ -61,11 +61,11 @@ impl Configuration {
 
             // ? Should these be underscores instead of hyphens?
             match key {
-                "truncation-factor" => {
+                "truncation" => {
                     if let Ok(length) = value.parse::<usize>() {
-                        config.truncation_factor = Some(length);
+                        config.truncation = Some(length);
                     } else if value == "false" {
-                        config.truncation_factor = None;
+                        config.truncation = None;
                     } else {
                         return Err(
                             file_err!(CouldNotReadFile: filename).set_context(&read_error_msg)
diff --git a/src/state/path.rs b/src/state/path.rs
index 6a213c0..e9692ab 100644
--- a/src/state/path.rs
+++ b/src/state/path.rs
@@ -85,7 +85,7 @@ impl Path {
     /// Gets the shortened version of the path
     /// If a truncation factor is provided, the path will be truncated
     /// The shortened path will always have the home directory collapsed
-    pub fn collapse(&self, home_directory: &PathBuf, truncation_factor: Option<usize>) -> String {
+    pub fn collapse(&self, home_directory: &PathBuf, truncation: Option<usize>) -> String {
         // ? Is there a less redundant way to write this?
         let path = match self.absolute_path.strip_prefix(home_directory) {
             Ok(path) => {
@@ -105,11 +105,11 @@ impl Path {
         let directories: Vec<String> = path.split('/').map(|d| d.to_string()).collect();
         let mut truncated_directories = Vec::new();
 
-        if let Some(factor) = truncation_factor {
+        if let Some(trunctation) = truncation {
             for dir in directories {
                 let mut truncated_dir = dir.clone();
-                if dir.len() > factor {
-                    truncated_dir.truncate(factor);
+                if dir.len() > trunctation {
+                    truncated_dir.truncate(trunctation);
                 }
 
                 truncated_directories.push(truncated_dir);
diff --git a/src/state/shell.rs b/src/state/shell.rs
index 41442ef..f625479 100644
--- a/src/state/shell.rs
+++ b/src/state/shell.rs
@@ -31,7 +31,7 @@ impl ShellState {
     pub fn generate_prompt(&self) -> String {
         let user = self.environment.USER.clone();
         let home = &self.environment.HOME;
-        let truncation = self.config.truncation_factor;
+        let truncation = self.config.truncation;
         let cwd = self.environment.CWD.collapse(home, truncation);
         let prompt_delimiter = match self.config.multiline_prompt {
             true => "\n",