diff --git a/src/appstate.rs b/src/appstate.rs
index 927b37e..8223df8 100644
--- a/src/appstate.rs
+++ b/src/appstate.rs
@@ -1,8 +1,4 @@
-use std::{
-    cell::{Ref, RefCell},
-    fmt, io,
-    time::Duration,
-};
+use std::{cell::RefCell, fmt, io, time::Duration};
 
 use console::style;
 use indicatif::{ProgressBar, ProgressStyle};
@@ -11,7 +7,7 @@ use log::{debug, warn};
 use crate::{
     cachefile::CacheFile,
     cli::Cli,
-    file::{self, Chunk, FileTrait},
+    file::{Chunk, FileTrait},
     sharry::{self, Client},
 };
 
@@ -61,10 +57,14 @@ impl AppState {
         Ok(Self::new(http, CacheFile::from_args(args, share_id)))
     }
 
-    fn get_or_create_progressbar(&self, uploading: &file::Uploading) -> Ref<'_, ProgressBar> {
+    fn with_progressbar(&self, drop_bar: bool, f: impl FnOnce(&ProgressBar)) {
+        let Some(upl) = self.inner.peek_uploading() else {
+            return;
+        };
+
         let mut slot = self.progress.borrow_mut();
         if slot.is_none() {
-            let bar = ProgressBar::new(uploading.get_size())
+            let bar = ProgressBar::no_length()
                 .with_style(
                     ProgressStyle::with_template(&format!(
                         concat!(
@@ -76,75 +76,68 @@ impl AppState {
                     ))
                     .expect("style template is not valid"),
                 )
-                .with_position(uploading.get_offset())
-                .with_message(uploading.get_name().to_owned());
+                .with_message(upl.get_name().to_owned());
 
             bar.enable_steady_tick(Duration::from_millis(100));
             *slot = Some(bar);
         }
-        drop(slot);
 
-        Ref::map(self.progress.borrow(), |opt| {
-            opt.as_ref().expect("somehow the slot holds None")
-        })
-    }
+        let bar = slot.as_ref().expect("somehow the slot holds None");
 
-    fn end_progressbar(&self, f: impl FnOnce(&ProgressBar)) {
-        let mut slot = self.progress.borrow_mut();
-        if let Some(bar) = slot.as_ref() {
-            f(bar);
+        bar.set_position(upl.get_offset());
+        // BUG in `indicatif` crate?
+        // `set_position` does not force an immediate redraw, so we need to call `set_length` after
+        bar.set_length(upl.get_size());
+
+        f(bar);
+
+        if drop_bar {
             *slot = None;
         }
     }
 
-    fn next_chunk<'t>(&mut self, buffer: &'t mut [u8]) -> io::Result<Option<Chunk<'t>>> {
-        let Some(mut uploading) = self.inner.pop_file(&self.http) else {
-            self.inner
-                .share_notify(&self.http)
-                .unwrap_or_else(|e| warn!("Failed to notify the share: {e}"));
+    fn touch_progressbar(&self) {
+        self.with_progressbar(false, |_| ());
+    }
 
+    fn next_chunk<'t>(&mut self, buffer: &'t mut [u8]) -> sharry::Result<Option<Chunk<'t>>> {
+        if self.inner.get_uploading(&self.http)?.is_none() {
             return Ok(None);
-        };
+        }
+
+        self.touch_progressbar();
+
+        let uploading = self
+            .inner
+            .get_uploading(&self.http)?
+            .expect("we just checked!");
         debug!("{uploading:?}");
 
-        self.get_or_create_progressbar(&uploading);
-
-        let chunk_res = uploading.read(buffer);
-        self.inner.push_file(uploading);
-
-        let chunk = chunk_res?;
+        let chunk = uploading.read(buffer)?;
         debug!("{chunk:?}");
 
         Ok(Some(chunk))
     }
 
     fn is_done(&mut self) -> bool {
-        let Some(uploading) = self.inner.pop_file(&self.http) else {
-            return true;
-        };
+        if let Some(path) = self.inner.check_eof() {
+            debug!("Finished {:?}!", path.display());
+            self.with_progressbar(true, ProgressBar::finish);
+        } else if self.inner.peek_uploading().is_some() {
+            self.touch_progressbar();
 
-        match uploading.check_eof() {
-            Ok(uploading) => {
-                let bar = self.get_or_create_progressbar(&uploading);
-                bar.set_position(uploading.get_offset());
-                // BUG in `indicatif` crate?
-                // `set_position` does not force an immediate redraw, so we also call `inc_length` here
-                bar.inc_length(0);
-                drop(bar);
-
-                self.inner.push_file(uploading);
-            }
-            Err(path) => {
-                debug!("Finished {:?}!", path.display());
-                self.end_progressbar(ProgressBar::finish);
-            }
+            return false;
         }
 
-        self.inner.is_empty()
+        self.inner.queue_empty()
     }
 
     pub fn upload_chunk(&mut self, buffer: &mut [u8]) -> sharry::Result<bool> {
         let Some(chunk) = self.next_chunk(buffer)? else {
+            self.inner
+                .share_notify(&self.http)
+                .unwrap_or_else(|e| warn!("Failed to notify the share: {e}"));
+
             return Ok(true);
         };
 
@@ -153,30 +146,24 @@ impl AppState {
         Ok(self.is_done())
     }
 
-    pub fn rewind(mut self) -> Option<Self> {
-        let Some(uploading) = self.inner.pop_file(&self.http) else {
-            warn!("rewind called on empty queue");
-            return None;
-        };
-
-        let uploading = uploading.rewind()?;
-        self.inner.push_file(uploading);
+    pub fn rewind_chunk(mut self) -> Option<Self> {
+        self.inner = self.inner.rewind_chunk()?;
 
         Some(self)
     }
 
-    pub fn requeue_file(mut self) -> Option<Self> {
-        let Some(uploading) = self.inner.pop_file(&self.http) else {
-            warn!("requeue_file called on empty queue");
-            return None;
-        };
+    pub fn abort_upload(&mut self) {
+        self.inner.abort_upload();
+        self.with_progressbar(true, ProgressBar::abandon);
+    }
 
-        let checked = uploading.abort();
-        self.inner.requeue_file(checked);
+    pub fn rebuild_share(self, args: &Cli) -> sharry::Result<Self> {
+        let share_id =
+            self.http
+                .share_create(&args.get_uri(), &args.alias, args.get_share_request())?;
 
-        self.end_progressbar(ProgressBar::abandon);
-
-        Some(self)
+        self.with_progressbar(true, ProgressBar::abandon);
+        Ok(Self::new(self.http, CacheFile::from_args(args, share_id)))
     }
 
     pub fn save(&self) -> io::Result<()> {
diff --git a/src/cachefile.rs b/src/cachefile.rs
index 49879f5..897dfd7 100644
--- a/src/cachefile.rs
+++ b/src/cachefile.rs
@@ -14,27 +14,6 @@ use crate::{
     sharry::{self, Client, Uri},
 };
 
-#[derive(Serialize, Deserialize, Debug)]
-enum FileState {
-    C(file::Checked),
-    U(file::Uploading),
-}
-
-impl FileState {
-    fn start_upload(
-        self,
-        client: &impl sharry::Client,
-        uri: &sharry::Uri,
-        alias_id: &str,
-        share_id: &str,
-    ) -> sharry::Result<file::Uploading> {
-        match self {
-            FileState::C(checked) => checked.start_upload(client, uri, alias_id, share_id),
-            FileState::U(uploading) => Ok(uploading),
-        }
-    }
-}
-
 #[derive(Serialize, Deserialize, Debug)]
 pub struct CacheFile {
     #[serde(skip)]
@@ -43,7 +22,9 @@ pub struct CacheFile {
     uri: Uri,
     alias_id: String,
     share_id: String,
-    files: VecDeque<FileState>,
+
+    uploading: Option<file::Uploading>,
+    files: VecDeque<file::Checked>,
 }
 
 impl CacheFile {
@@ -81,34 +62,62 @@ impl CacheFile {
             uri: args.get_uri(),
             alias_id: args.alias.clone(),
             share_id,
-            files: args.files.clone().into_iter().map(FileState::C).collect(),
+            uploading: None,
+            files: args.files.clone().into(),
         }
     }
 
-    pub fn is_empty(&self) -> bool {
+    pub fn queue_empty(&self) -> bool {
         self.files.is_empty()
     }
 
-    pub fn pop_file(&mut self, client: &impl Client) -> Option<file::Uploading> {
-        if let Some(state) = self.files.pop_front() {
-            // HACK unwrap
-            // TODO somehow retry
-            Some(
-                state
-                    .start_upload(client, &self.uri, &self.alias_id, &self.share_id)
-                    .unwrap(),
-            )
+    pub fn get_uploading(
+        &mut self,
+        client: &impl Client,
+    ) -> sharry::Result<Option<&mut file::Uploading>> {
+        if self.uploading.is_some() {
+            Ok(self.uploading.as_mut())
+        } else if let Some(chk) = self.files.pop_front() {
+            let upl = chk.start_upload(client, &self.uri, &self.alias_id, &self.share_id)?;
+            self.uploading.replace(upl);
+
+            Ok(self.uploading.as_mut())
         } else {
-            None
+            Ok(None)
         }
     }
 
-    pub fn push_file(&mut self, file: file::Uploading) {
-        self.files.push_front(FileState::U(file));
+    pub fn peek_uploading(&self) -> Option<&file::Uploading> {
+        self.uploading.as_ref()
     }
 
-    pub fn requeue_file(&mut self, file: file::Checked) {
-        self.files.push_back(FileState::C(file));
+    pub fn check_eof(&mut self) -> Option<PathBuf> {
+        if let Some(upl) = self.uploading.take() {
+            match upl.check_eof() {
+                Ok(upl) => self.uploading = Some(upl),
+                Err(p) => return Some(p),
+            }
+        }
+
+        None
+    }
+
+    pub fn rewind_chunk(mut self) -> Option<Self> {
+        let Some(upl) = self.uploading.take() else {
+            panic!("rewind_chunk called while not uploading");
+        };
+
+        self.uploading = Some(upl.rewind()?);
+
+        Some(self)
+    }
+
+    pub fn abort_upload(&mut self) {
+        let Some(upl) = self.uploading.take() else {
+            panic!("abort_upload called while not uploading");
+        };
+
+        self.files.push_front(upl.abort());
     }
 
     pub fn share_notify(&self, client: &impl Client) -> sharry::Result<()> {
diff --git a/src/impl_ureq.rs b/src/impl_ureq.rs
index 87d4c12..d8c50fd 100644
--- a/src/impl_ureq.rs
+++ b/src/impl_ureq.rs
@@ -72,6 +72,8 @@ impl sharry::Client for ureq::Agent {
         debug!("{res:?}");
 
         if res.success && (res.message == "Share created.") {
+            trace!("new share id: {:?}", res.id);
+
             Ok(res.id)
         } else {
             Err(ClientError::response(format!("{res:?}")))
diff --git a/src/main.rs b/src/main.rs
index 69481a4..8d5c73c 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -88,31 +88,35 @@ fn main() {
         match state.upload_chunk(&mut buffer) {
             Err(e) => {
                 Log::handle(&e);
-                tries += 1;
 
-                if let ClientError::InvalidParameter(p) = e { match p {
-                    // TODO Error 404: File not found
-                    Parameter::FileID(fid) => {
-                        // requeue file
-                        let Some(s) = state.requeue_file() else {
-                            Log::error("Failed to requeue file!");
-                        };
+                if let ClientError::InvalidParameter(p) = e {
+                    match p {
+                        // TODO Error 404: File not found
+                        Parameter::FileID(fid) => {
+                            trace!("requeueing file {fid:?}");
 
-                        trace!("File {fid:?} requeued (tried: {tries})");
-                        state = s;
+                            state.abort_upload();
+                        }
+                        // TODO Error 404: Share not found
+                        Parameter::ShareID(sid) => {
+                            trace!("rebuilding share {sid:?}");
+
+                            // rebuild share
+                            let Ok(s) = state.rebuild_share(&args) else {
+                                Log::error("Failed to rebuild share!");
+                            };
+                            state = s;
+                        }
+                        p => Log::error(format_args!("Unexpected {p}!")),
                     }
-                    // TODO Error 404: Share might have been deleted
-                    Parameter::ShareID(sid) => {
-                        Log::error(format_args!("404 sid: {sid}"));
-                    }
-                    p => Log::error(format_args!("Unexpected {p}!")),
-                } } else {
+                } else {
                     // retry chunk
-                    let Some(s) = state.rewind() else {
+                    let Some(s) = state.rewind_chunk() else {
                         Log::error("Failed to retry chunk!");
                     };
+                    tries += 1;
 
-                    trace!("State rewound, retrying last chunk (tried: {tries})");
+                    trace!("State rewound, retrying last chunk (tries: {tries})");
                     state = s;
                 }
             }