diff --git a/cli/Cargo.lock b/cli/Cargo.lock
index 524ea235..2b5d10b0 100644
--- a/cli/Cargo.lock
+++ b/cli/Cargo.lock
@@ -483,15 +483,6 @@ dependencies = [
  "tiny-keccak",
 ]
 
-[[package]]
-name = "convert_case"
-version = "0.10.0"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "633458d4ef8c78b72454de2d54fd6ab2e60f9e02be22f3c6104cdc8a4e0fceb9"
-dependencies = [
- "unicode-segmentation",
-]
-
 [[package]]
 name = "core-foundation"
 version = "0.9.4"
@@ -527,33 +518,6 @@ dependencies = [
  "libc",
 ]
 
-[[package]]
-name = "crossterm"
-version = "0.29.0"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "d8b9f2e4c67f833b660cdb0a3523065869fb35570177239812ed4c905aeff87b"
-dependencies = [
- "bitflags",
- "crossterm_winapi",
- "derive_more",
- "document-features",
- "mio",
- "parking_lot",
- "rustix",
- "signal-hook",
- "signal-hook-mio",
- "winapi",
-]
-
-[[package]]
-name = "crossterm_winapi"
-version = "0.9.1"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "acdd7c62a3665c7f6830a51635d9ac9b23ed385797f70a83bb8bafe9c572ab2b"
-dependencies = [
- "winapi",
-]
-
 [[package]]
 name = "crunchy"
 version = "0.2.4"
@@ -614,28 +578,6 @@ dependencies = [
  "serde_core",
 ]
 
-[[package]]
-name = "derive_more"
-version = "2.1.1"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "d751e9e49156b02b44f9c1815bcb94b984cdcc4396ecc32521c739452808b134"
-dependencies = [
- "derive_more-impl",
-]
-
-[[package]]
-name = "derive_more-impl"
-version = "2.1.1"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "799a97264921d8623a957f6c3b9011f3b5492f557bbb7a5a19b7fa6d06ba8dcb"
-dependencies = [
- "convert_case",
- "proc-macro2",
- "quote",
- "rustc_version",
- "syn",
-]
-
 [[package]]
 name = "dialoguer"
 version = "0.12.0"
@@ -700,15 +642,6 @@ dependencies = [
  "const-random",
 ]
 
-[[package]]
-name = "document-features"
-version = "0.2.12"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "d4b8a88685455ed29a21542a33abd9cb6510b6b129abadabdcef0f4c55bc8f61"
-dependencies = [
- "litrs",
-]
-
 [[package]]
 name = "downpour"
 version = "0.1.0"
@@ -724,7 +657,6 @@ dependencies = [
  "droplet-rs",
  "fern",
  "indicatif",
- "inquire",
  "log",
  "rand",
  "reqwest 0.13.1",
@@ -960,15 +892,6 @@ dependencies = [
  "slab",
 ]
 
-[[package]]
-name = "fuzzy-matcher"
-version = "0.3.7"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "54614a3312934d066701a80f20f15fa3b56d67ac7722b39eea5b4c9dd1d66c94"
-dependencies = [
- "thread_local",
-]
-
 [[package]]
 name = "generic-array"
 version = "0.14.7"
@@ -1356,20 +1279,6 @@ dependencies = [
  "web-time",
 ]
 
-[[package]]
-name = "inquire"
-version = "0.9.2"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "ae51d5da01ce7039024fbdec477767c102c454dbdb09d4e2a432ece705b1b25d"
-dependencies = [
- "bitflags",
- "crossterm",
- "dyn-clone",
- "fuzzy-matcher",
- "unicode-segmentation",
- "unicode-width",
-]
-
 [[package]]
 name = "ipnet"
 version = "2.11.0"
@@ -1480,21 +1389,6 @@ version = "0.8.1"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "6373607a59f0be73a39b6fe456b8192fcc3585f602af20751600e974dd455e77"
 
-[[package]]
-name = "litrs"
-version = "1.0.0"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "11d3d7f243d5c5a8b9bb5d6dd2b1602c0cb0b9db1621bafc7ed66e35ff9fe092"
-
-[[package]]
-name = "lock_api"
-version = "0.4.14"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "224399e74b87b5f3557511d98dff8b14089b3dadafcab6bb93eab67d3aace965"
-dependencies = [
- "scopeguard",
-]
-
 [[package]]
 name = "log"
 version = "0.4.29"
@@ -1567,7 +1461,6 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "a69bcab0ad47271a0234d9422b131806bf3968021e5dc9328caf2d4cd58557fc"
 dependencies = [
  "libc",
- "log",
  "wasi",
  "windows-sys 0.61.2",
 ]
@@ -1803,29 +1696,6 @@ version = "4.2.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "9c6901729fa79e91a0913333229e9ca5dc725089d1c363b2f4b4760709dc4a52"
 
-[[package]]
-name = "parking_lot"
-version = "0.12.5"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "93857453250e3077bd71ff98b6a65ea6621a19bb0f559a85248955ac12c45a1a"
-dependencies = [
- "lock_api",
- "parking_lot_core",
-]
-
-[[package]]
-name = "parking_lot_core"
-version = "0.9.12"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "2621685985a2ebf1c516881c026032ac7deafcda1a2c9b7850dc81e3dfcb64c1"
-dependencies = [
- "cfg-if",
- "libc",
- "redox_syscall",
- "smallvec",
- "windows-link 0.2.1",
-]
-
 [[package]]
 name = "pem"
 version = "3.0.6"
@@ -2023,15 +1893,6 @@ dependencies = [
  "yasna",
 ]
 
-[[package]]
-name = "redox_syscall"
-version = "0.5.18"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "ed2bf2547551a7053d6fdfafda3f938979645c44812fbfcda098faae3f1a362d"
-dependencies = [
- "bitflags",
-]
-
 [[package]]
 name = "redox_users"
 version = "0.5.2"
@@ -2193,15 +2054,6 @@ version = "2.1.1"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "357703d41365b4b27c590e3ed91eabb1b663f07c4c084095e60cbed4362dff0d"
 
-[[package]]
-name = "rustc_version"
-version = "0.4.1"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "cfcb3a22ef46e85b45de6ee7e79d063319ebb6594faafcf1c225ea92ab6e9b92"
-dependencies = [
- "semver",
-]
-
 [[package]]
 name = "rusticata-macros"
 version = "4.1.0"
@@ -2348,12 +2200,6 @@ dependencies = [
  "windows-sys 0.61.2",
 ]
 
-[[package]]
-name = "scopeguard"
-version = "1.2.0"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "94143f37725109f92c262ed2cf5e59bce7498c01bcc1502d7b9afe439a4e9f49"
-
 [[package]]
 name = "security-framework"
 version = "2.11.1"
@@ -2390,12 +2236,6 @@ dependencies = [
  "libc",
 ]
 
-[[package]]
-name = "semver"
-version = "1.0.27"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "d767eb0aabc880b29956c35734170f26ed551a859dbd361d140cdbeca61ab1e2"
-
 [[package]]
 name = "serde"
 version = "1.0.228"
@@ -2483,27 +2323,6 @@ version = "1.3.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "0fda2ff0d084019ba4d7c6f371c95d8fd75ce3524c3cb8fb653a3023f6323e64"
 
-[[package]]
-name = "signal-hook"
-version = "0.3.18"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "d881a16cf4426aa584979d30bd82cb33429027e42122b169753d6ef1085ed6e2"
-dependencies = [
- "libc",
- "signal-hook-registry",
-]
-
-[[package]]
-name = "signal-hook-mio"
-version = "0.2.5"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "b75a19a7a740b25bc7944bdee6172368f988763b744e3d4dfe753f6b4ece40cc"
-dependencies = [
- "libc",
- "mio",
- "signal-hook",
-]
-
 [[package]]
 name = "signal-hook-registry"
 version = "1.4.7"
@@ -2927,12 +2746,6 @@ version = "1.0.22"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "9312f7c4f6ff9069b165498234ce8be658059c6728633667c526e27dc2cf1df5"
 
-[[package]]
-name = "unicode-segmentation"
-version = "1.12.0"
-source = "registry+https://github.com/rust-lang/crates.io-index"
-checksum = "f6ccf251212114b54433ec949fd6a7841275f9ada20dddd2f29e9ceea4501493"
-
 [[package]]
 name = "unicode-width"
 version = "0.2.2"
diff --git a/cli/Cargo.toml b/cli/Cargo.toml
index 0d407dd5..80b1d19f 100644
--- a/cli/Cargo.toml
+++ b/cli/Cargo.toml
@@ -25,4 +25,3 @@ tokio-util = "0.7.18"
 url = "2.5.8"
 webbrowser = "1.0.6"
 color-eyre = "0.6.5"
-inquire = "0.9.2"
diff --git a/cli/src/commands/configure/config.rs b/cli/src/commands/configure/config.rs
index 7035332f..a5697496 100644
--- a/cli/src/commands/configure/config.rs
+++ b/cli/src/commands/configure/config.rs
@@ -1,4 +1,9 @@
-use crate::commands::configure::{config_option::ConfigOption, s3::S3Config};
+use crate::commands::configure::{
+    config_option::{ConfigOption, ConfigOptionCli},
+    configurable::Configurable,
+    s3::S3Config,
+};
+use dialoguer::{Confirm, theme::ColorfulTheme};
 use log::warn;
 use serde::{Deserialize, Serialize};
 use std::{collections::HashMap, fs};
@@ -17,6 +22,9 @@ impl Config {
             active_s3: None,
         }
     }
+    pub fn exists(&self, name: &String) -> bool {
+        self.items.contains_key(name)
+    }
     pub fn save(&self) -> anyhow::Result<()> {
         let json = serde_json::to_string(self)?;
         let save_path = dirs::config_dir()
@@ -69,3 +77,29 @@ impl Config {
         }
     }
 }
+
+pub async fn manage_configuration(
+    config: &mut Config,
+    name: &String,
+    option: &ConfigOptionCli,
+) -> anyhow::Result<()> {
+    if config.exists(&name) {
+        let confirm = Confirm::with_theme(&ColorfulTheme::default())
+            .with_prompt(format!(
+                "An entry already exists with the name \"{}\". Would you like to overwrite it?",
+                &name
+            ))
+            .interact()?;
+        if !confirm {
+            return Err(anyhow::anyhow!("User cancelled action"));
+        }
+    }
+    config.add_item(
+        name.clone(),
+        match option {
+            ConfigOptionCli::Server(server_config) => server_config.clone().configure().await?,
+            ConfigOptionCli::S3(s3_config_cli) => s3_config_cli.clone().configure().await?,
+        },
+    );
+    Ok(())
+}
diff --git a/cli/src/main.rs b/cli/src/main.rs
index 74fe1295..6c9527a3 100644
--- a/cli/src/main.rs
+++ b/cli/src/main.rs
@@ -1,5 +1,4 @@
-use crate::commands::configure::config_option::ConfigOptionCli;
-use crate::commands::configure::configurable::Configurable;
+use crate::commands::configure::config::manage_configuration;
 use crate::{
     cli::{Cli, Commands},
     commands::configure::config::Config,
@@ -19,13 +18,9 @@ async fn main() -> anyhow::Result<()> {
 
     let mut config = Config::read();
     match &cli.command {
-        Commands::Configure { name, option } => config.add_item(
-            name.clone(),
-            match option {
-                ConfigOptionCli::Server(server_config) => server_config.clone().configure().await?,
-                ConfigOptionCli::S3(s3_config_cli) => s3_config_cli.clone().configure().await?,
-            },
-        ),
+        Commands::Configure { name, option } => {
+            manage_configuration(&mut config, name, option).await?
+        }
         Commands::Upload(info) => {
             upload::interface::upload(info, config).await?;
         }