diff --git a/cli/src/cli_util.rs b/cli/src/cli_util.rs
index 7d1e828c1e..f3aeccdb9e 100644
--- a/cli/src/cli_util.rs
+++ b/cli/src/cli_util.rs
@@ -414,12 +414,7 @@ impl CommandHelper {
     #[instrument(skip(self, ui))]
     pub fn workspace_helper(&self, ui: &Ui) -> Result<WorkspaceCommandHelper, CommandError> {
         let (workspace_command, stats) = self.workspace_helper_with_stats(ui)?;
-        print_snapshot_stats(
-            ui,
-            &stats,
-            workspace_command.env().path_converter(),
-            SnapshotContext::Automatic,
-        )?;
+        print_snapshot_stats(ui, &stats, workspace_command.env().path_converter())?;
         Ok(workspace_command)
     }
 
@@ -1101,12 +1096,7 @@ impl WorkspaceCommandHelper {
         let stats = self
             .maybe_snapshot_impl(ui)
             .map_err(|err| err.into_command_error())?;
-        print_snapshot_stats(
-            ui,
-            &stats,
-            self.path_converter(),
-            SnapshotContext::Automatic,
-        )?;
+        print_snapshot_stats(ui, &stats, self.path_converter())?;
         Ok(stats)
     }
 
@@ -2658,13 +2648,6 @@ pub fn print_conflicted_paths(
     Ok(())
 }
 
-pub enum SnapshotContext {
-    Automatic,
-    Status,
-    Track,
-    Untrack,
-}
-
 /// Build human-readable messages explaining why the file was not tracked
 fn build_untracked_reason_message<'a>(
     (path, reason): (&'a RepoPathBuf, &'a UntrackedReason),
@@ -2717,48 +2700,29 @@ pub fn print_snapshot_stats(
     ui: &Ui,
     stats: &SnapshotStats,
     path_converter: &RepoPathUiConverter,
-    context: SnapshotContext,
 ) -> io::Result<()> {
     print_untracked_files(ui, &stats.untracked_paths, path_converter)?;
 
-    let large_files = stats
-        .untracked_paths
-        .iter()
-        .filter_map(|(path, reason)| match reason {
-            UntrackedReason::FileTooLarge { size, .. } => Some((path, size)),
-            UntrackedReason::FileNotAutoTracked => None,
-        })
-        .collect_vec();
-    if let Some(size) = large_files.iter().map(|(_, size)| size).max() {
-        match context {
-            SnapshotContext::Track => {
-                let large_files_list = large_files
-                    .iter()
-                    .map(|(p, _)| path_converter.format_file_path(p))
-                    .join(" ");
-                writedoc!(
-                    ui.hint_default(),
-                    r"
-                    This is to prevent large files from being added by accident. You can fix this by:
-                      - Run `jj config set --repo snapshot.max-new-file-size {size}`
-                        This will increase the maximum file size allowed for new files, in this repository only.
-                      - Run `jj --config snapshot.max-new-file-size={size} file track {large_files_list}`
-                        This will increase the maximum file size allowed for new files, for this command only.
-                    "
-                )?;
-            }
-            _ => writedoc!(
-                ui.hint_default(),
-                r"
-                This is to prevent large files from being added by accident. You can fix this by:
-                  - Adding the file to `.gitignore`
-                  - Run `jj config set --repo snapshot.max-new-file-size {size}`
-                    This will increase the maximum file size allowed for new files, in this repository only.
-                  - Run `jj --config snapshot.max-new-file-size={size} st`
-                    This will increase the maximum file size allowed for new files, for this command only.
-                "
-            )?,
-        };
+    let large_files_sizes =
+        stats
+            .untracked_paths
+            .iter()
+            .filter_map(|(_path, reason)| match reason {
+                UntrackedReason::FileTooLarge { size, .. } => Some(size),
+                UntrackedReason::FileNotAutoTracked => None,
+            });
+    if let Some(size) = large_files_sizes.max() {
+        writedoc!(
+            ui.hint_default(),
+            r"
+            This is to prevent large files from being added by accident. You can fix this by:
+              - Adding the file to `.gitignore`
+              - Run `jj config set --repo snapshot.max-new-file-size {size}`
+                This will increase the maximum file size allowed for new files, in this repository only.
+              - Run `jj --config snapshot.max-new-file-size={size} st`
+                This will increase the maximum file size allowed for new files, for this command only.
+            "
+        )?;
     }
     Ok(())
 }
diff --git a/cli/src/commands/file/track.rs b/cli/src/commands/file/track.rs
index c02819c1a9..973c063543 100644
--- a/cli/src/commands/file/track.rs
+++ b/cli/src/commands/file/track.rs
@@ -12,13 +12,21 @@
 // See the License for the specific language governing permissions and
 // limitations under the License.
 
+use std::io;
 use std::io::Write;
+use std::ops::Not;
 
+use indoc::writedoc;
+use itertools::Itertools;
+use jj_lib::matchers::Matcher;
+use jj_lib::repo_path::RepoPathUiConverter;
+use jj_lib::working_copy::SnapshotStats;
+use jj_lib::working_copy::UntrackedReason;
 use tracing::instrument;
 
 use crate::cli_util::print_snapshot_stats;
+use crate::cli_util::print_untracked_files;
 use crate::cli_util::CommandHelper;
-use crate::cli_util::SnapshotContext;
 use crate::command_error::CommandError;
 use crate::ui::Ui;
 
@@ -44,26 +52,90 @@ pub(crate) fn cmd_file_track(
     command: &CommandHelper,
     args: &FileTrackArgs,
 ) -> Result<(), CommandError> {
-    let mut workspace_command = command.workspace_helper(ui)?;
+    let (mut workspace_command, auto_stats) = command.workspace_helper_with_stats(ui)?;
     let matcher = workspace_command
         .parse_file_patterns(ui, &args.paths)?
         .to_matcher();
+
     let options = workspace_command.snapshot_options_with_start_tracking_matcher(&matcher)?;
 
     let mut tx = workspace_command.start_transaction().into_inner();
     let (mut locked_ws, _wc_commit) = workspace_command.start_working_copy_mutation()?;
-    let (_tree_id, stats) = locked_ws.locked_wc().snapshot(&options)?;
+    let (_tree_id, track_stats) = locked_ws.locked_wc().snapshot(&options)?;
     let num_rebased = tx.repo_mut().rebase_descendants()?;
     if num_rebased > 0 {
         writeln!(ui.status(), "Rebased {num_rebased} descendant commits")?;
     }
     let repo = tx.commit("track paths")?;
     locked_ws.finish(repo.op_id().clone())?;
-    print_snapshot_stats(
+    print_track_snapshot_stats(
         ui,
-        &stats,
+        auto_stats,
+        track_stats,
+        &matcher,
         workspace_command.env().path_converter(),
-        SnapshotContext::Track,
     )?;
     Ok(())
 }
+
+pub fn print_track_snapshot_stats(
+    ui: &Ui,
+    auto_stats: SnapshotStats,
+    track_stats: SnapshotStats,
+    track_matcher: &dyn Matcher,
+    path_converter: &RepoPathUiConverter,
+) -> io::Result<()> {
+    if track_stats
+        .untracked_paths
+        .iter()
+        .any(|(path, _)| track_matcher.matches(path))
+        .not()
+    {
+        // we can use the "normal" report path, nothing special happened to a file we
+        // care about
+        return print_snapshot_stats(ui, &auto_stats, path_converter);
+    }
+
+    let mut merged_untracked_paths = auto_stats.untracked_paths;
+    for (path, reason) in track_stats
+        .untracked_paths
+        .into_iter()
+        // focus on files that are now tracked with `file track`
+        .filter(|(_, reason)| matches!(reason, UntrackedReason::FileNotAutoTracked).not())
+    {
+        // if the path was previously rejected because it wasn't tracked, update its
+        // reason
+        merged_untracked_paths
+            .entry(path)
+            .and_modify(|other_reason| *other_reason = reason.clone())
+            .or_insert(reason);
+    }
+
+    print_untracked_files(ui, &merged_untracked_paths, path_converter)?;
+
+    let large_files = merged_untracked_paths
+        .iter()
+        .filter_map(|(path, reason)| match reason {
+            UntrackedReason::FileTooLarge { size, .. } => Some((path, size)),
+            UntrackedReason::FileNotAutoTracked => None,
+        })
+        .collect_vec();
+    if let Some(size) = large_files.iter().map(|(_path, size)| size).max() {
+        let large_files_list = large_files
+            .iter()
+            .map(|(path, _)| path_converter.format_file_path(path))
+            .join(" ");
+        writedoc!(
+            ui.hint_default(),
+            r"
+            This is to prevent large files from being added by accident. You can fix this by:
+              - Adding the file to `.gitignore`
+              - Run `jj config set --repo snapshot.max-new-file-size {size}`
+                This will increase the maximum file size allowed for new files, in this repository only.
+              - Run `jj --config snapshot.max-new-file-size={size} file track {large_files_list}`
+                This will increase the maximum file size allowed for new files, for this command only.
+            "
+        )?;
+    }
+    Ok(())
+}
diff --git a/cli/src/commands/file/untrack.rs b/cli/src/commands/file/untrack.rs
index a0a7c5cf7d..53435fe1ae 100644
--- a/cli/src/commands/file/untrack.rs
+++ b/cli/src/commands/file/untrack.rs
@@ -23,7 +23,6 @@ use tracing::instrument;
 
 use crate::cli_util::print_snapshot_stats;
 use crate::cli_util::CommandHelper;
-use crate::cli_util::SnapshotContext;
 use crate::command_error::user_error_with_hint;
 use crate::command_error::CommandError;
 use crate::complete;
@@ -112,11 +111,6 @@ Make sure they're ignored, then try again.",
     }
     let repo = tx.commit("untrack paths")?;
     locked_ws.finish(repo.op_id().clone())?;
-    print_snapshot_stats(
-        ui,
-        &stats,
-        workspace_command.env().path_converter(),
-        SnapshotContext::Untrack,
-    )?;
+    print_snapshot_stats(ui, &stats, workspace_command.env().path_converter())?;
     Ok(())
 }
diff --git a/cli/src/commands/status.rs b/cli/src/commands/status.rs
index a1e9008a4f..b8e1bab2f9 100644
--- a/cli/src/commands/status.rs
+++ b/cli/src/commands/status.rs
@@ -24,7 +24,6 @@ use tracing::instrument;
 use crate::cli_util::print_conflicted_paths;
 use crate::cli_util::print_snapshot_stats;
 use crate::cli_util::CommandHelper;
-use crate::cli_util::SnapshotContext;
 use crate::command_error::CommandError;
 use crate::diff_util::get_copy_records;
 use crate::diff_util::DiffFormat;
@@ -59,7 +58,6 @@ pub(crate) fn cmd_status(
         ui,
         &snapshot_stats,
         workspace_command.env().path_converter(),
-        SnapshotContext::Status,
     )?;
     let repo = workspace_command.repo();
     let maybe_wc_commit = workspace_command
diff --git a/cli/tests/test_working_copy.rs b/cli/tests/test_working_copy.rs
index 8fc14de144..f4edd2c486 100644
--- a/cli/tests/test_working_copy.rs
+++ b/cli/tests/test_working_copy.rs
@@ -58,9 +58,18 @@ fn test_snapshot_large_file() {
         This will increase the maximum file size allowed for new files, for this command only.
     "#);
 
-    // test with file track for hint formatting
+    // test with file track for hint formatting, both files should appear in
+    // warnings even though they were snapshotted separately
     std::fs::write(repo_path.join("large2"), big_string).unwrap();
-    let (stdout, stderr) = test_env.jj_cmd_ok(&repo_path, &["file", "track", "large", "large2"]);
+    let (stdout, stderr) = test_env.jj_cmd_ok(
+        &repo_path,
+        &[
+            "file",
+            "--config=snapshot.auto-track='large'",
+            "track",
+            "large2",
+        ],
+    );
     insta::assert_snapshot!(stdout, @"");
     insta::assert_snapshot!(stderr, @r#"
     Warning: Refused to snapshot some files:
@@ -68,14 +77,6 @@ fn test_snapshot_large_file() {
       large2: 11.0KiB (11264 bytes); the maximum size allowed is 10.0KiB (10240 bytes)
     Hint: This is to prevent large files from being added by accident. You can fix this by:
       - Adding the file to `.gitignore`
-      - Run `jj config set --repo snapshot.max-new-file-size 11264`
-        This will increase the maximum file size allowed for new files, in this repository only.
-      - Run `jj --config snapshot.max-new-file-size=11264 st`
-        This will increase the maximum file size allowed for new files, for this command only.
-    Warning: Refused to snapshot some files:
-      large: 11.0KiB (11264 bytes); the maximum size allowed is 10.0KiB (10240 bytes)
-      large2: 11.0KiB (11264 bytes); the maximum size allowed is 10.0KiB (10240 bytes)
-    Hint: This is to prevent large files from being added by accident. You can fix this by:
       - Run `jj config set --repo snapshot.max-new-file-size 11264`
         This will increase the maximum file size allowed for new files, in this repository only.
       - Run `jj --config snapshot.max-new-file-size=11264 file track large large2`