diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9d04c3d..9c659e4 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,6 +7,10 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 ## [Unreleased]
 
+### Added
+
+- SMTP pre-send hook [#178]
+
 ### Changed
 
 - Improve `attachments` command [#281]
@@ -453,6 +457,7 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 [#162]: https://github.com/soywod/himalaya/issues/162
 [#176]: https://github.com/soywod/himalaya/issues/176
 [#172]: https://github.com/soywod/himalaya/issues/172
+[#178]: https://github.com/soywod/himalaya/issues/178
 [#181]: https://github.com/soywod/himalaya/issues/181
 [#185]: https://github.com/soywod/himalaya/issues/185
 [#186]: https://github.com/soywod/himalaya/issues/186
diff --git a/src/config/account_config.rs b/src/config/account_config.rs
index ed01a30..d821d0c 100644
--- a/src/config/account_config.rs
+++ b/src/config/account_config.rs
@@ -36,6 +36,9 @@ pub struct AccountConfig {
     /// Represents mailbox aliases.
     pub mailboxes: HashMap<String, String>,
 
+    /// Represents hooks.
+    pub hooks: Hooks,
+
     /// Represents the SMTP host.
     pub smtp_host: String,
     /// Represents the SMTP port.
@@ -155,6 +158,7 @@ impl<'a> AccountConfig {
                 .to_owned(),
             format: base_account.format.unwrap_or_default(),
             mailboxes: base_account.mailboxes.clone(),
+            hooks: base_account.hooks.unwrap_or_default(),
             default: base_account.default.unwrap_or_default(),
             email: base_account.email.to_owned(),
 
@@ -203,8 +207,7 @@ impl<'a> AccountConfig {
 
     /// Builds the full RFC822 compliant address of the user account.
     pub fn address(&self) -> Result<MailAddr> {
-        let has_special_chars =
-            "()<>[]:;@.,".contains(|special_char| self.display_name.contains(special_char));
+        let has_special_chars = "()<>[]:;@.,".contains(|c| self.display_name.contains(c));
         let addr = if self.display_name.is_empty() {
             self.email.clone()
         } else if has_special_chars {
diff --git a/src/config/deserialized_account_config.rs b/src/config/deserialized_account_config.rs
index 3164ab1..84e7dff 100644
--- a/src/config/deserialized_account_config.rs
+++ b/src/config/deserialized_account_config.rs
@@ -1,7 +1,7 @@
 use serde::Deserialize;
 use std::{collections::HashMap, path::PathBuf};
 
-use crate::config::Format;
+use crate::config::{Format, Hooks};
 
 pub trait ToDeserializedBaseAccountConfig {
     fn to_base(&self) -> DeserializedBaseAccountConfig;
@@ -84,6 +84,9 @@ macro_rules! make_account_config {
     	    #[serde(default)]
     	    pub mailboxes: HashMap<String, String>,
 
+    	    /// Represents hooks.
+    	    pub hooks: Option<Hooks>,
+
 	    $(pub $element: $ty),*
 	}
 
@@ -114,6 +117,7 @@ macro_rules! make_account_config {
             	    pgp_decrypt_cmd: self.pgp_decrypt_cmd.clone(),
 
 		    mailboxes: self.mailboxes.clone(),
+		    hooks: self.hooks.clone(),
 		}
 	    }
 	}
diff --git a/src/config/hooks.rs b/src/config/hooks.rs
new file mode 100644
index 0000000..4bd44f0
--- /dev/null
+++ b/src/config/hooks.rs
@@ -0,0 +1,7 @@
+use serde::Deserialize;
+
+#[derive(Debug, Default, Clone, Eq, PartialEq, Deserialize)]
+#[serde(rename_all = "kebab-case")]
+pub struct Hooks {
+    pub pre_send: Option<String>,
+}
diff --git a/src/lib.rs b/src/lib.rs
index 3994874..32384d5 100644
--- a/src/lib.rs
+++ b/src/lib.rs
@@ -126,6 +126,9 @@ pub mod config {
 
     pub mod format;
     pub use format::*;
+
+    pub mod hooks;
+    pub use hooks::*;
 }
 
 pub mod compl;
diff --git a/src/msg/msg_entity.rs b/src/msg/msg_entity.rs
index 85a8d49..edbc867 100644
--- a/src/msg/msg_entity.rs
+++ b/src/msg/msg_entity.rs
@@ -24,7 +24,7 @@ use crate::{
 };
 
 /// Representation of a message.
-#[derive(Debug, Default)]
+#[derive(Debug, Clone, Default)]
 pub struct Msg {
     /// The sequence number of the message.
     ///
@@ -359,15 +359,18 @@ impl Msg {
         loop {
             match choice::post_edit() {
                 Ok(PostEditChoice::Send) => {
-                    let sent_msg = smtp.send_msg(account, &self)?;
+                    printer.print_str("Sending message…")?;
+                    let sent_msg = smtp.send(account, &self)?;
                     let sent_folder = account
                         .mailboxes
                         .get("sent")
                         .map(|s| s.as_str())
                         .unwrap_or(DEFAULT_SENT_FOLDER);
-                    backend.add_msg(&sent_folder, &sent_msg.formatted(), "seen")?;
+                    printer
+                        .print_str(format!("Adding message to the {:?} folder…", sent_folder))?;
+                    backend.add_msg(&sent_folder, &sent_msg, "seen")?;
                     msg_utils::remove_local_draft()?;
-                    printer.print_struct("Message successfully sent")?;
+                    printer.print_struct("Done!")?;
                     break;
                 }
                 Ok(PostEditChoice::Edit) => {
@@ -711,7 +714,19 @@ impl TryInto<lettre::address::Envelope> for Msg {
     type Error = Error;
 
     fn try_into(self) -> Result<lettre::address::Envelope> {
-        let from = match self.from.and_then(|addrs| addrs.extract_single_info()) {
+        (&self).try_into()
+    }
+}
+
+impl TryInto<lettre::address::Envelope> for &Msg {
+    type Error = Error;
+
+    fn try_into(self) -> Result<lettre::address::Envelope> {
+        let from = match self
+            .from
+            .as_ref()
+            .and_then(|addrs| addrs.clone().extract_single_info())
+        {
             Some(addr) => addr.addr.parse().map(Some),
             None => Ok(None),
         }?;
diff --git a/src/msg/msg_handlers.rs b/src/msg/msg_handlers.rs
index 6357d35..d58e737 100644
--- a/src/msg/msg_handlers.rs
+++ b/src/msg/msg_handlers.rs
@@ -8,7 +8,6 @@ use log::{debug, info, trace};
 use mailparse::addrparse;
 use std::{
     borrow::Cow,
-    convert::TryInto,
     fs,
     io::{self, BufRead},
 };
@@ -356,9 +355,8 @@ pub fn send<'a, P: PrinterService, B: Backend<'a> + ?Sized, S: SmtpService>(
             .join("\r\n")
     };
     trace!("raw message: {:?}", raw_msg);
-    let envelope: lettre::address::Envelope = Msg::from_tpl(&raw_msg)?.try_into()?;
-    trace!("envelope: {:?}", envelope);
-    smtp.send_raw_msg(&envelope, raw_msg.as_bytes())?;
+    let msg = Msg::from_tpl(&raw_msg)?;
+    smtp.send(&config, &msg)?;
     backend.add_msg(&sent_folder, raw_msg.as_bytes(), "seen")?;
     Ok(())
 }
diff --git a/src/msg/tpl_handlers.rs b/src/msg/tpl_handlers.rs
index 712f426..b2db225 100644
--- a/src/msg/tpl_handlers.rs
+++ b/src/msg/tpl_handlers.rs
@@ -103,7 +103,7 @@ pub fn send<'a, P: PrinterService, B: Backend<'a> + ?Sized, S: SmtpService>(
             .join("\n")
     };
     let msg = Msg::from_tpl(&tpl)?.add_attachments(attachments_paths)?;
-    let sent_msg = smtp.send_msg(account, &msg)?;
-    backend.add_msg(mbox, &sent_msg.formatted(), "seen")?;
+    let sent_msg = smtp.send(account, &msg)?;
+    backend.add_msg(mbox, &sent_msg, "seen")?;
     printer.print_struct("Template successfully sent")
 }
diff --git a/src/output/output_utils.rs b/src/output/output_utils.rs
index 779089b..2053479 100644
--- a/src/output/output_utils.rs
+++ b/src/output/output_utils.rs
@@ -1,6 +1,9 @@
-use anyhow::Result;
+use anyhow::{anyhow, Context, Result};
 use log::debug;
-use std::process::Command;
+use std::{
+    io::prelude::*,
+    process::{Command, Stdio},
+};
 
 /// TODO: move this in a more approriate place.
 pub fn run_cmd(cmd: &str) -> Result<String> {
@@ -14,3 +17,25 @@ pub fn run_cmd(cmd: &str) -> Result<String> {
 
     Ok(String::from_utf8(output.stdout)?)
 }
+
+pub fn pipe_cmd(cmd: &str, data: &[u8]) -> Result<Vec<u8>> {
+    let mut res = Vec::new();
+
+    let process = Command::new(cmd)
+        .stdin(Stdio::piped())
+        .stdout(Stdio::piped())
+        .spawn()
+        .with_context(|| format!("cannot spawn process from command {:?}", cmd))?;
+    process
+        .stdin
+        .ok_or_else(|| anyhow!("cannot get stdin"))?
+        .write_all(data)
+        .with_context(|| "cannot write data to stdin")?;
+    process
+        .stdout
+        .ok_or_else(|| anyhow!("cannot get stdout"))?
+        .read_to_end(&mut res)
+        .with_context(|| "cannot read data from stdout")?;
+
+    Ok(res)
+}
diff --git a/src/smtp/smtp_service.rs b/src/smtp/smtp_service.rs
index 9eeccc1..35d79bd 100644
--- a/src/smtp/smtp_service.rs
+++ b/src/smtp/smtp_service.rs
@@ -1,4 +1,4 @@
-use anyhow::Result;
+use anyhow::{Context, Result};
 use lettre::{
     self,
     transport::smtp::{
@@ -7,13 +7,12 @@ use lettre::{
     },
     Transport,
 };
-use log::debug;
+use std::convert::TryInto;
 
-use crate::{config::AccountConfig, msg::Msg};
+use crate::{config::AccountConfig, msg::Msg, output::pipe_cmd};
 
 pub trait SmtpService {
-    fn send_msg(&mut self, account: &AccountConfig, msg: &Msg) -> Result<lettre::Message>;
-    fn send_raw_msg(&mut self, envelope: &lettre::address::Envelope, msg: &[u8]) -> Result<()>;
+    fn send(&mut self, account: &AccountConfig, msg: &Msg) -> Result<Vec<u8>>;
 }
 
 pub struct LettreService<'a> {
@@ -21,7 +20,7 @@ pub struct LettreService<'a> {
     transport: Option<SmtpTransport>,
 }
 
-impl<'a> LettreService<'a> {
+impl LettreService<'_> {
     fn transport(&mut self) -> Result<&SmtpTransport> {
         if let Some(ref transport) = self.transport {
             Ok(transport)
@@ -55,24 +54,25 @@ impl<'a> LettreService<'a> {
     }
 }
 
-impl<'a> SmtpService for LettreService<'a> {
-    fn send_msg(&mut self, account: &AccountConfig, msg: &Msg) -> Result<lettre::Message> {
-        debug!("sending message…");
-        let sendable_msg = msg.into_sendable_msg(account)?;
-        self.transport()?.send(&sendable_msg)?;
-        Ok(sendable_msg)
-    }
+impl SmtpService for LettreService<'_> {
+    fn send(&mut self, account: &AccountConfig, msg: &Msg) -> Result<Vec<u8>> {
+        let envelope: lettre::address::Envelope = msg.try_into()?;
+        let mut msg = msg.into_sendable_msg(account)?.formatted();
 
-    fn send_raw_msg(&mut self, envelope: &lettre::address::Envelope, msg: &[u8]) -> Result<()> {
-        debug!("sending raw message…");
-        self.transport()?.send_raw(envelope, msg)?;
-        Ok(())
+        if let Some(cmd) = account.hooks.pre_send.as_deref() {
+            for cmd in cmd.split('|') {
+                msg = pipe_cmd(cmd.trim(), &msg)
+                    .with_context(|| format!("cannot execute pre-send hook {:?}", cmd))?
+            }
+        };
+
+        self.transport()?.send_raw(&envelope, &msg)?;
+        Ok(msg)
     }
 }
 
 impl<'a> From<&'a AccountConfig> for LettreService<'a> {
     fn from(account: &'a AccountConfig) -> Self {
-        debug!("init SMTP service");
         Self {
             account,
             transport: None,