diff --git a/src/sheet.rs b/src/sheet.rs
index b533213..ca05959 100644
--- a/src/sheet.rs
+++ b/src/sheet.rs
@@ -7,7 +7,7 @@ use sqlx::{prelude::*, sqlite::SqliteRow};
 // use sqlx::{FromRow, sqlite::SqliteRow, sqlx::Row};
 use chrono::{DateTime, NaiveDateTime, Utc};
 
-#[derive(Debug, Clone)]
+#[derive(Debug, Clone, PartialEq, Eq)]
 pub struct Sheet {
     pub id: i64,
     pub name: String,
@@ -94,7 +94,7 @@ impl TryFrom<PathBuf> for OrphanFile {
     }
 }
 
-#[derive(Debug, Clone)]
+#[derive(Debug, Clone, PartialEq, Eq)]
 pub struct OrphanFile {
     pub id: i64,
     pub path: PathBuf,
diff --git a/src/ui/app.rs b/src/ui/app.rs
index efa2048..2ebb8bc 100644
--- a/src/ui/app.rs
+++ b/src/ui/app.rs
@@ -1,3 +1,5 @@
+use std::cmp::Reverse;
+
 use chrono::Utc;
 use gtk::prelude::*;
 use relm4::{
@@ -87,25 +89,27 @@ impl AsyncComponent for AppModel {
                 McduOutput::SearchStarted(query) => AppInput::SearchStarted(query),
             });
 
-        let new_files: Vec<SheetModelType> = init_data
+        let mut new_files: Vec<SheetModelType> = init_data
             .orphans
             .iter()
             .map(|orphan| SheetModelType::Orphan {
                 orphan: orphan.clone(),
             })
             .collect();
+        new_files.sort_by(|a, b| a.cmp(b).reverse());
 
         let new_files_clone_iter = init_data
             .orphans
             .into_iter()
             .map(|orphan| SheetModelType::Orphan { orphan });
 
-        let sheets_and_files: Vec<SheetModelType> = init_data
+        let mut sheets_and_files: Vec<SheetModelType> = init_data
             .sheets
             .into_iter()
             .map(|sheet| SheetModelType::Sheet { sheet })
             .chain(new_files_clone_iter)
             .collect();
+        sheets_and_files.sort_by(|a, b| a.cmp(b).reverse());
 
         let sheets_and_files_listing = SheetListingModel::builder()
             .launch(sheets_and_files)
diff --git a/src/ui/mod.rs b/src/ui/mod.rs
index 78d10f9..5f3a11e 100644
--- a/src/ui/mod.rs
+++ b/src/ui/mod.rs
@@ -1,5 +1,4 @@
 pub mod app;
-pub mod database_worker;
 pub mod mcdu;
 pub mod sheet_listing;
 pub mod sheet_model;
diff --git a/src/ui/sheet_model.rs b/src/ui/sheet_model.rs
index 37c9c5e..3f81794 100644
--- a/src/ui/sheet_model.rs
+++ b/src/ui/sheet_model.rs
@@ -1,4 +1,4 @@
-use std::path::Path;
+use std::{cmp::Ordering, path::Path};
 
 use gtk::prelude::*;
 use relm4::prelude::*;
@@ -7,7 +7,7 @@ use crate::sheet::{OrphanFile, Sheet};
 
 use super::sheet_listing::SheetListingInput;
 
-#[derive(Debug, Clone)]
+#[derive(Debug, Clone, PartialEq, Eq)]
 pub enum SheetModelType {
     Sheet { sheet: Sheet },
     Orphan { orphan: OrphanFile },
@@ -21,6 +21,25 @@ impl SheetModelType {
         }
     }
 }
+impl Ord for SheetModelType {
+    fn cmp(&self, other: &Self) -> Ordering {
+        let self_last_opened = match self {
+            SheetModelType::Sheet { sheet } => sheet.last_opened,
+            SheetModelType::Orphan { orphan } => orphan.last_opened,
+        };
+        let other_last_opened = match other {
+            SheetModelType::Sheet { sheet } => sheet.last_opened,
+            SheetModelType::Orphan { orphan } => orphan.last_opened,
+        };
+        self_last_opened.cmp(&other_last_opened)
+    }
+}
+
+impl PartialOrd for SheetModelType {
+    fn partial_cmp(&self, other: &Self) -> Option<Ordering> {
+        Some(self.cmp(other))
+    }
+}
 
 pub struct SheetModel {
     pub label: String,