diff --git a/src/archive/tar.rs b/src/archive/tar.rs
index 96f93e691..bb52d7e2a 100644
--- a/src/archive/tar.rs
+++ b/src/archive/tar.rs
@@ -11,13 +11,13 @@ use walkdir::WalkDir;
 
 use crate::{
     info,
-    utils::{self, Bytes},
+    utils::{self, Bytes, QuestionPolicy},
 };
 
 pub fn unpack_archive(
     reader: Box<dyn Read>,
     output_folder: &Path,
-    skip_questions_positively: Option<bool>,
+    question_policy: QuestionPolicy,
 ) -> crate::Result<Vec<PathBuf>> {
     let mut archive = tar::Archive::new(reader);
 
@@ -26,7 +26,7 @@ pub fn unpack_archive(
         let mut file = file?;
 
         let file_path = output_folder.join(file.path()?);
-        if file_path.exists() && !utils::user_wants_to_overwrite(&file_path, skip_questions_positively)? {
+        if file_path.exists() && !utils::user_wants_to_overwrite(&file_path, question_policy)? {
             continue;
         }
 
diff --git a/src/archive/zip.rs b/src/archive/zip.rs
index db357274e..87d1a178a 100644
--- a/src/archive/zip.rs
+++ b/src/archive/zip.rs
@@ -11,7 +11,7 @@ use zip::{self, read::ZipFile, ZipArchive};
 
 use crate::{
     info,
-    utils::{self, dir_is_empty,strip_cur_dir, Bytes},
+    utils::{self, dir_is_empty, strip_cur_dir, Bytes, QuestionPolicy},
 };
 
 use self::utf8::get_invalid_utf8_paths;
@@ -20,7 +20,7 @@ use self::utf8::get_invalid_utf8_paths;
 pub fn unpack_archive<R>(
     mut archive: ZipArchive<R>,
     into: &Path,
-    skip_questions_positively: Option<bool>,
+    question_policy: QuestionPolicy,
 ) -> crate::Result<Vec<PathBuf>>
 where
     R: Read + Seek,
@@ -34,7 +34,7 @@ where
         };
 
         let file_path = into.join(file_path);
-        if file_path.exists() && !utils::user_wants_to_overwrite(&file_path, skip_questions_positively)? {
+        if file_path.exists() && !utils::user_wants_to_overwrite(&file_path, question_policy)? {
             continue;
         }
 
diff --git a/src/cli.rs b/src/cli.rs
index 7a13aab3f..1ec281b71 100644
--- a/src/cli.rs
+++ b/src/cli.rs
@@ -7,6 +7,7 @@ use std::{
 
 use clap::{Parser, ValueHint};
 
+pub use crate::utils::QuestionPolicy;
 use crate::Error;
 
 #[derive(Parser, Debug)]
@@ -53,18 +54,18 @@ pub enum Subcommand {
 impl Opts {
     /// A helper method that calls `clap::Parser::parse` and then translates relative paths to absolute.
     /// Also determines if the user wants to skip questions or not
-    pub fn parse_args() -> crate::Result<(Self, Option<bool>)> {
+    pub fn parse_args() -> crate::Result<(Self, QuestionPolicy)> {
         let mut opts: Self = Self::parse();
 
         let (Subcommand::Compress { files, .. } | Subcommand::Decompress { files, .. }) = &mut opts.cmd;
         *files = canonicalize_files(files)?;
 
         let skip_questions_positively = if opts.yes {
-            Some(true)
+            QuestionPolicy::AlwaysYes
         } else if opts.no {
-            Some(false)
+            QuestionPolicy::AlwaysNo
         } else {
-            None
+            QuestionPolicy::Ask
         };
 
         Ok((opts, skip_questions_positively))
diff --git a/src/commands.rs b/src/commands.rs
index 6d4134752..2543c6770 100644
--- a/src/commands.rs
+++ b/src/commands.rs
@@ -21,7 +21,7 @@ use crate::{
     info,
     utils::nice_directory_display,
     utils::to_utf,
-    utils::{self, dir_is_empty},
+    utils::{self, dir_is_empty, QuestionPolicy},
     Error,
 };
 
@@ -38,7 +38,7 @@ fn represents_several_files(files: &[PathBuf]) -> bool {
     files.iter().any(is_non_empty_dir) || files.len() > 1
 }
 
-pub fn run(args: Opts, skip_questions_positively: Option<bool>) -> crate::Result<()> {
+pub fn run(args: Opts, question_policy: QuestionPolicy) -> crate::Result<()> {
     match args.cmd {
         Subcommand::Compress { files, output: output_path } => {
             // Formats from path extension, like "file.tar.gz.xz" -> vec![Tar, Gzip, Lzma]
@@ -94,7 +94,7 @@ pub fn run(args: Opts, skip_questions_positively: Option<bool>) -> crate::Result
                 return Err(Error::with_reason(reason));
             }
 
-            if output_path.exists() && !utils::user_wants_to_overwrite(&output_path, skip_questions_positively)? {
+            if output_path.exists() && !utils::user_wants_to_overwrite(&output_path, question_policy)? {
                 // User does not want to overwrite this file
                 return Ok(());
             }
@@ -176,7 +176,7 @@ pub fn run(args: Opts, skip_questions_positively: Option<bool>) -> crate::Result
             let output_folder = output_folder.as_ref().map(|path| path.as_ref());
 
             for ((input_path, formats), file_name) in files.iter().zip(formats).zip(output_paths) {
-                decompress_file(input_path, formats, output_folder, file_name, skip_questions_positively)?;
+                decompress_file(input_path, formats, output_folder, file_name, question_policy)?;
             }
         }
     }
@@ -289,7 +289,7 @@ fn decompress_file(
     formats: Vec<extension::CompressionFormat>,
     output_folder: Option<&Path>,
     file_name: &Path,
-    skip_questions_positively: Option<bool>,
+    question_policy: QuestionPolicy,
 ) -> crate::Result<()> {
     // TODO: improve error message
     let reader = fs::File::open(&input_file_path)?;
@@ -311,7 +311,7 @@ fn decompress_file(
     if let [Zip] = *formats.as_slice() {
         utils::create_dir_if_non_existent(output_folder)?;
         let zip_archive = zip::ZipArchive::new(reader)?;
-        let _files = crate::archive::zip::unpack_archive(zip_archive, output_folder, skip_questions_positively)?;
+        let _files = crate::archive::zip::unpack_archive(zip_archive, output_folder, question_policy)?;
         info!("Successfully decompressed archive in {}.", nice_directory_display(output_folder));
         return Ok(());
     }
@@ -349,27 +349,27 @@ fn decompress_file(
             info!("Successfully decompressed archive in {}.", nice_directory_display(output_path));
         }
         Tar => {
-            let _ = crate::archive::tar::unpack_archive(reader, output_folder, skip_questions_positively)?;
+            let _ = crate::archive::tar::unpack_archive(reader, output_folder, question_policy)?;
             info!("Successfully decompressed archive in {}.", nice_directory_display(output_folder));
         }
         Tgz => {
             let reader = chain_reader_decoder(&Gzip, reader)?;
-            let _ = crate::archive::tar::unpack_archive(reader, output_folder, skip_questions_positively)?;
+            let _ = crate::archive::tar::unpack_archive(reader, output_folder, question_policy)?;
             info!("Successfully decompressed archive in {}.", nice_directory_display(output_folder));
         }
         Tbz => {
             let reader = chain_reader_decoder(&Bzip, reader)?;
-            let _ = crate::archive::tar::unpack_archive(reader, output_folder, skip_questions_positively)?;
+            let _ = crate::archive::tar::unpack_archive(reader, output_folder, question_policy)?;
             info!("Successfully decompressed archive in {}.", nice_directory_display(output_folder));
         }
         Tlzma => {
             let reader = chain_reader_decoder(&Lzma, reader)?;
-            let _ = crate::archive::tar::unpack_archive(reader, output_folder, skip_questions_positively)?;
+            let _ = crate::archive::tar::unpack_archive(reader, output_folder, question_policy)?;
             info!("Successfully decompressed archive in {}.", nice_directory_display(output_folder));
         }
         Tzst => {
             let reader = chain_reader_decoder(&Zstd, reader)?;
-            let _ = crate::archive::tar::unpack_archive(reader, output_folder, skip_questions_positively)?;
+            let _ = crate::archive::tar::unpack_archive(reader, output_folder, question_policy)?;
             info!("Successfully decompressed archive in {}.", nice_directory_display(output_folder));
         }
         Zip => {
@@ -384,7 +384,7 @@ fn decompress_file(
             io::copy(&mut reader, &mut vec)?;
             let zip_archive = zip::ZipArchive::new(io::Cursor::new(vec))?;
 
-            let _ = crate::archive::zip::unpack_archive(zip_archive, output_folder, skip_questions_positively)?;
+            let _ = crate::archive::zip::unpack_archive(zip_archive, output_folder, question_policy)?;
 
             info!("Successfully decompressed archive in {}.", nice_directory_display(output_folder));
         }
diff --git a/src/utils.rs b/src/utils.rs
index 4e69ab0ba..7c3a0e725 100644
--- a/src/utils.rs
+++ b/src/utils.rs
@@ -43,11 +43,11 @@ pub fn cd_into_same_dir_as(filename: &Path) -> crate::Result<PathBuf> {
     Ok(previous_location)
 }
 
-pub fn user_wants_to_overwrite(path: &Path, skip_questions_positively: Option<bool>) -> crate::Result<bool> {
-    match skip_questions_positively {
-        Some(true) => Ok(true),
-        Some(false) => Ok(false),
-        None => {
+pub fn user_wants_to_overwrite(path: &Path, question_policy: QuestionPolicy) -> crate::Result<bool> {
+    match question_policy {
+        QuestionPolicy::AlwaysYes => Ok(true),
+        QuestionPolicy::AlwaysNo => Ok(false),
+        QuestionPolicy::Ask => {
             let path = to_utf(strip_cur_dir(path));
             let path = Some(path.as_str());
             let placeholder = Some("FILE");
@@ -126,6 +126,17 @@ impl std::fmt::Display for Bytes {
     }
 }
 
+#[derive(Debug, PartialEq, Clone, Copy)]
+/// How overwrite questions should be handled
+pub enum QuestionPolicy {
+    /// Ask ever time
+    Ask,
+    /// Skip overwrite questions positively
+    AlwaysYes,
+    /// Skip overwrite questions negatively
+    AlwaysNo,
+}
+
 #[cfg(test)]
 mod tests {
     use super::*;
diff --git a/tests/compress_and_decompress.rs b/tests/compress_and_decompress.rs
index 77d929d4c..45518d09c 100644
--- a/tests/compress_and_decompress.rs
+++ b/tests/compress_and_decompress.rs
@@ -8,7 +8,7 @@ use std::{
 };
 
 use ouch::{
-    cli::{Opts, Subcommand},
+    cli::{Opts, QuestionPolicy, Subcommand},
     commands::run,
 };
 use rand::{rngs::SmallRng, RngCore, SeedableRng};
@@ -183,7 +183,7 @@ fn extract_files(archive_path: &Path) -> Vec<PathBuf> {
             output: Some(extraction_output_folder.clone()),
         },
     };
-    run(command, None).expect("Failed to extract");
+    run(command, QuestionPolicy::Ask).expect("Failed to extract");
 
     fs::read_dir(extraction_output_folder).unwrap().map(Result::unwrap).map(|entry| entry.path()).collect()
 }
diff --git a/tests/utils.rs b/tests/utils.rs
index 10cc7490b..e55aac26c 100644
--- a/tests/utils.rs
+++ b/tests/utils.rs
@@ -8,7 +8,7 @@ use std::{
 };
 
 use ouch::{
-    cli::{Opts, Subcommand},
+    cli::{Opts, QuestionPolicy, Subcommand},
     commands::run,
 };
 
@@ -30,7 +30,7 @@ pub fn compress_files(at: &Path, paths_to_compress: &[PathBuf], format: &str) ->
         no: false,
         cmd: Subcommand::Compress { files: paths_to_compress.to_vec(), output: archive_path.clone() },
     };
-    run(command, None).expect("Failed to compress test dummy files");
+    run(command, QuestionPolicy::Ask).expect("Failed to compress test dummy files");
 
     archive_path
 }
@@ -55,7 +55,7 @@ pub fn extract_files(archive_path: &Path) -> Vec<PathBuf> {
             output: Some(extraction_output_folder.clone()),
         },
     };
-    run(command, None).expect("Failed to extract");
+    run(command, QuestionPolicy::Ask).expect("Failed to extract");
 
     fs::read_dir(extraction_output_folder).unwrap().map(Result::unwrap).map(|entry| entry.path()).collect()
 }