diff --git a/crates/lash-cli/src/commands/update/mutations.rs b/crates/lash-cli/src/commands/update/mutations.rs
index 11d4f4b..66423dd 100644
--- a/crates/lash-cli/src/commands/update/mutations.rs
+++ b/crates/lash-cli/src/commands/update/mutations.rs
@@ -218,25 +218,58 @@ impl TaskLines {
         (start, j)
     }
 
-    /// Locate the line index of the `@key:` line within the annotation
-    /// block, if present.
+    /// End (exclusive) of the task's whole body region: every line up to
+    /// the next checkbox line or `## ` heading. The parser merges `@key:`
+    /// lines found past free-text body lines into the most recent task as
+    /// orphaned annotations (see `parse_task_section_internal`), so an edit
+    /// that only searched the contiguous annotation block would miss such
+    /// an annotation and write a duplicate `@key:` line that lint then
+    /// rejects (GitHub issue #74).
+    fn task_body_end(&self) -> usize {
+        let mut j = self.task_idx + 1;
+        while j < self.lines.len() {
+            let trimmed = self.lines[j].trim();
+            if trimmed.starts_with("- [") || trimmed.starts_with("## ") {
+                break;
+            }
+            j += 1;
+        }
+        j
+    }
+
+    /// Locate the line index of the `@key:` line belonging to this task, if
+    /// present: within the annotation block, or anywhere later in the
+    /// task's body (an orphaned annotation after free-text body lines,
+    /// which the parser still attributes to this task).
     fn find_annotation_line(&self, key: &str) -> Option<usize> {
-        let (start, end) = self.annotation_block_range();
+        let start = self.task_idx + 1;
+        let end = self.task_body_end();
         let prefix = format!("@{key}:");
         (start..end).find(|&i| self.lines[i].trim_start().starts_with(&prefix))
     }
 
     /// `[start, end)` range of continuation lines directly following an
-    /// annotation start line at `idx` (its multi-line value), stopping at
-    /// the next annotation line or the end of the block.
+    /// annotation start line at `idx` (its multi-line value). Within the
+    /// annotation block, any non-blank non-`@` line continues the value
+    /// (mirroring the parser's lookahead); for an orphaned annotation past
+    /// the block, only lines indented deeper than the annotation itself
+    /// count, so trailing body text is never swallowed.
     fn continuation_range(&self, idx: usize) -> (usize, usize) {
         let (_, block_end) = self.annotation_block_range();
+        let body_end = self.task_body_end();
+        let annotation_indent = leading_space_count(&self.lines[idx]);
         let mut j = idx + 1;
-        while j < block_end {
-            let trimmed = self.lines[j].trim();
+        while j < body_end {
+            let line = &self.lines[j];
+            let trimmed = line.trim();
             if trimmed.is_empty() || trimmed.starts_with('@') {
                 break;
             }
+            if j >= block_end
+                && (trimmed.starts_with("- ") || leading_space_count(line) <= annotation_indent)
+            {
+                break;
+            }
             j += 1;
         }
         (idx + 1, j)
@@ -298,7 +331,7 @@ impl TaskLines {
             return;
         };
         let (_, cont_end) = self.continuation_range(idx);
-        let continuation_indent = " ".repeat(self.task_indent + 4);
+        let continuation_indent = " ".repeat(leading_space_count(&self.lines[idx]) + 2);
         let new_lines: Vec<String> = text
             .lines()
             .map(|l| format!("{continuation_indent}{l}"))
@@ -643,6 +676,100 @@ mod tests {
         assert!(cont_idx < extra_idx);
     }
 
+    /// GitHub issue #74: free-text body lines between the checkbox and the
+    /// `@agent-note` must not hide the note from `--append-agent-note` —
+    /// appending used to insert a second `@agent-note:` line that lint then
+    /// rejected as a duplicate annotation.
+    fn sample_with_body_text() -> &'static str {
+        "# Tasks\n\
+         \n\
+         @id: tasks\n\
+         \n\
+         ## Tasks\n\
+         \n\
+         - [ ] Beta task with body text #demo\n  \
+         Some free-text body line recorded earlier.\n  \
+         @agent-note: Route: original first line.\n    \
+         Second line of the note.\n"
+    }
+
+    #[test]
+    fn append_agent_note_past_body_text_extends_existing_note() {
+        let content = sample_with_body_text();
+        let ln = line_number_of(content, "Beta task");
+        let mut tl = TaskLines::from_content(content, ln);
+        tl.append_agent_note("APPEND ONE: first appended line.");
+        let rendered = tl.render();
+        assert_eq!(rendered.matches("@agent-note:").count(), 1);
+        // Appended line lands after the note's existing continuation, at
+        // continuation indent.
+        let second_idx = rendered.find("Second line of the note.").unwrap();
+        let appended_idx = rendered.find("APPEND ONE").unwrap();
+        assert!(second_idx < appended_idx);
+        assert!(rendered.contains("\n    APPEND ONE: first appended line."));
+    }
+
+    #[test]
+    fn set_agent_note_past_body_text_replaces_in_place() {
+        let content = sample_with_body_text();
+        let ln = line_number_of(content, "Beta task");
+        let mut tl = TaskLines::from_content(content, ln);
+        tl.set_agent_note("Replacement note");
+        let rendered = tl.render();
+        assert_eq!(rendered.matches("@agent-note:").count(), 1);
+        assert!(rendered.contains("@agent-note: Replacement note"));
+        assert!(!rendered.contains("Second line of the note."));
+        // The body text before the note survives untouched.
+        assert!(rendered.contains("Some free-text body line recorded earlier."));
+    }
+
+    #[test]
+    fn set_single_annotation_past_body_text_replaces_in_place() {
+        let content = "- [ ] Task\n  \
+             Body text line.\n  \
+             @owner: alice\n";
+        let mut tl = TaskLines::from_content(content, 1);
+        tl.set_single_annotation("owner", Some("bob"));
+        let rendered = tl.render();
+        assert_eq!(rendered.matches("@owner:").count(), 1);
+        assert!(rendered.contains("@owner: bob"));
+    }
+
+    #[test]
+    fn find_past_body_text_does_not_reach_next_task() {
+        let content = "- [ ] First task\n  \
+             Body text line.\n\
+             - [ ] Second task\n  \
+             @agent-note: Belongs to second task.\n";
+        let mut tl = TaskLines::from_content(content, 1);
+        tl.append_agent_note("Note for first task.");
+        let rendered = tl.render();
+        // A new note is created for the first task; the second task's note
+        // is untouched.
+        assert_eq!(rendered.matches("@agent-note:").count(), 2);
+        assert!(rendered.contains("@agent-note: Note for first task."));
+        let first_note = rendered.find("Note for first task.").unwrap();
+        let second_task = rendered.find("- [ ] Second task").unwrap();
+        assert!(first_note < second_task);
+    }
+
+    #[test]
+    fn append_past_body_text_does_not_swallow_trailing_body_text() {
+        let content = "- [ ] Task\n  \
+             Body text before.\n  \
+             @agent-note: The note.\n  \
+             Body text after, same indent as the note.\n";
+        let mut tl = TaskLines::from_content(content, 1);
+        tl.append_agent_note("Appended line.");
+        let rendered = tl.render();
+        assert_eq!(rendered.matches("@agent-note:").count(), 1);
+        // Appended continuation goes directly after the note line, before
+        // the same-indent trailing body text.
+        let appended_idx = rendered.find("Appended line.").unwrap();
+        let trailing_idx = rendered.find("Body text after").unwrap();
+        assert!(appended_idx < trailing_idx);
+    }
+
     #[test]
     fn append_agent_note_creates_when_absent() {
         let content = "- [ ] Task\n  @id: task-1\n";
diff --git a/crates/lash-cli/tests/update_command_test.rs b/crates/lash-cli/tests/update_command_test.rs
index 1dd93c0..f70cc55 100644
--- a/crates/lash-cli/tests/update_command_test.rs
+++ b/crates/lash-cli/tests/update_command_test.rs
@@ -448,6 +448,93 @@ fn test_update_agent_note_replace_and_append() {
     assert!(!content.contains("Second note"));
 }
 
+/// GitHub issue #74: when free-text body lines sit between the checkbox and
+/// the `@agent-note`, `--append-agent-note` used to insert a second
+/// `@agent-note:` line directly under the checkbox — reporting success while
+/// leaving a file that `lash lint` rejects ("cannot appear multiple times")
+/// and `lash index` skips, stranding the file behind E_INDEX_STALE.
+#[test]
+fn test_update_append_agent_note_with_body_text_before_note_stays_lintable() {
+    let project = TestProject::builder()
+        .with_index("test-project", "Test Project")
+        .with_file(
+            "tasks.md",
+            r#"# Tasks
+
+@id: tasks
+
+## Tasks
+
+- [ ] Beta task with body text before the note #demo
+  Some free-text body line recorded earlier.
+  @agent-note: Route: original first line of the note.
+    Second line of the note with more detail.
+"#,
+        )
+        .build();
+
+    run_lash_command()
+        .arg("--root")
+        .arg(project.path())
+        .arg("index")
+        .assert()
+        .success();
+
+    run_lash_command()
+        .arg("--root")
+        .arg(project.path())
+        .arg("update")
+        .arg("tasks#beta-task-with-body-text-before-the-note")
+        .arg("--append-agent-note")
+        .arg("APPEND ONE: first appended line.")
+        .assert()
+        .success();
+
+    let content = fs::read_to_string(project.file_path("tasks.md")).unwrap();
+    // Exactly one @agent-note annotation — no duplicate inserted above the
+    // body text.
+    assert_eq!(content.matches("@agent-note:").count(), 1);
+    // The appended line extends the existing note, after its continuation.
+    let second_idx = content.find("Second line of the note").unwrap();
+    let appended_idx = content.find("APPEND ONE").unwrap();
+    assert!(second_idx < appended_idx);
+    // The body text survives, still before the note.
+    assert!(content.contains("Some free-text body line recorded earlier."));
+
+    // The write must leave the file lintable and indexable — the corruption
+    // in issue #74 only surfaced here, far from the reported success.
+    run_lash_command()
+        .arg("--root")
+        .arg(project.path())
+        .arg("lint")
+        .assert()
+        .success();
+
+    run_lash_command()
+        .arg("--root")
+        .arg(project.path())
+        .arg("index")
+        .assert()
+        .success();
+
+    // And later mutations against the file keep working (no E_INDEX_STALE).
+    run_lash_command()
+        .arg("--root")
+        .arg(project.path())
+        .arg("update")
+        .arg("tasks#beta-task-with-body-text-before-the-note")
+        .arg("--append-agent-note")
+        .arg("APPEND TWO: second appended line.")
+        .assert()
+        .success();
+
+    let content = fs::read_to_string(project.file_path("tasks.md")).unwrap();
+    assert_eq!(content.matches("@agent-note:").count(), 1);
+    let one_idx = content.find("APPEND ONE").unwrap();
+    let two_idx = content.find("APPEND TWO").unwrap();
+    assert!(one_idx < two_idx);
+}
+
 #[test]
 fn test_update_add_depends_on_dangling_is_hard_error_file_untouched() {
     let project = TestProject::builder()
diff --git a/devlog.md b/devlog.md
index 3e1df84..8afe3c7 100644
--- a/devlog.md
+++ b/devlog.md
@@ -2832,3 +2832,36 @@ file, not the index line that failed to parse, so the obvious repair is the one
 thing already done. Worth remembering the next time a cross-file rule reports
 an absence: the report points at the symptom, and the parse that produced it is
 never on screen.
+
+## `--append-agent-note` duplicated the annotation past body text (#74, 2026-08-30)
+
+`lash update --append-agent-note` corrupted any task whose `@agent-note` sat
+below free-text body lines: it wrote a second `@agent-note:` directly under
+the checkbox, printed `appended to @agent-note`, and exited 0. The failure
+surfaced only later — `lash lint` rejects the duplicate annotation, `lash
+index` skips the file, and every subsequent mutation dies on `E_INDEX_STALE`
+until the file is repaired by hand.
+
+The root cause was a disagreement between the parser and the editing
+primitives about where a task's annotations can live. `TaskLines` in
+`update/mutations.rs` searched only the contiguous annotation block
+immediately after the checkbox, stopping at the first non-`@` line. The
+parser is more forgiving: a `@key:` line found after intervening body text
+becomes an "orphaned annotation" and is merged into the most recent task
+(`parse_task_section_internal`). So the note belonged to the task in the
+parsed model, but the editor could not see it and concluded the task had
+none — then `append_agent_note` fell through to the create path.
+
+`find_annotation_line` now scans the task's whole body region — up to the
+next checkbox line or `## ` heading, the same boundary that ends the
+parser's orphan merging — and `continuation_range` handles the orphaned
+position with a stricter rule (deeper-indented lines only) so trailing
+same-indent body text is never swallowed. This fixes `--agent-note`
+(replace) and the single-value annotations too, which had the same latent
+duplicate-insert path.
+
+One gap remains, out of scope here: the parser attaches an orphaned
+annotation as a single line and silently drops its indented continuation
+lines, so `lash show` renders only the first line of a note in this
+position. That predates the fix (the note's original second line was
+already invisible) and is a lash-core parsing issue, not an editing one.
diff --git a/tasks/tasks.cli-task-mutation.md b/tasks/tasks.cli-task-mutation.md
index 2ecdcea..11a0ad9 100644
--- a/tasks/tasks.cli-task-mutation.md
+++ b/tasks/tasks.cli-task-mutation.md
@@ -31,3 +31,6 @@ Fixes for the task-mutation and display gaps reported while dogfooding
   - [x] `--agent-note` (replace) / `--append-agent-note`
   - [x] `--add-depends-on` / `--remove-depends-on`, validated against index
   - [x] Tests: each field, ID stability on retitle, dangling-dep rejection
+- [x] Fix `--append-agent-note` duplicating `@agent-note` when body text precedes the note (#74)
+  - [x] Annotation lookup scans the task's whole body (mirrors the parser's orphaned-annotation merge)
+  - [x] Tests: append/replace past body text, no reach into next task, lint-clean round trip