diff --git a/crates/grasp-core/src/embed.rs b/crates/grasp-core/src/embed.rs
index 3585287..2747a13 100644
--- a/crates/grasp-core/src/embed.rs
+++ b/crates/grasp-core/src/embed.rs
@@ -146,7 +146,16 @@ impl Embedder {
 }
 
 /// Cosine similarity of two equal-length, L2-normalized vectors (== dot product).
+///
+/// Returns 0.0 when the dimensions differ rather than silently computing a
+/// truncated dot product over the shorter length — which `zip` would otherwise
+/// do. Mismatched dimensions are reachable: the `embeddings` table stores a
+/// per-row `dim`, so a future model/`DIM` change can leave stale vectors of a
+/// different length that must not corrupt ranking or semantic edges.
 pub fn cosine(a: &[f32], b: &[f32]) -> f32 {
+    if a.len() != b.len() {
+        return 0.0;
+    }
     a.iter().zip(b).map(|(x, y)| x * y).sum()
 }
 
@@ -154,6 +163,19 @@ pub fn cosine(a: &[f32], b: &[f32]) -> f32 {
 mod tests {
     use super::*;
 
+    #[test]
+    fn cosine_of_mismatched_dimensions_is_zero() {
+        // A stale embedding of a different length must not yield a bogus
+        // (truncated) similarity that could outrank correctly-sized vectors.
+        assert_eq!(cosine(&[1.0, 0.0, 0.0], &[1.0, 0.0]), 0.0);
+    }
+
+    #[test]
+    fn cosine_of_identical_unit_vectors_is_one() {
+        let v = [0.6_f32, 0.8];
+        assert!((cosine(&v, &v) - 1.0).abs() < 1e-6);
+    }
+
     /// Sanity check that the candle MiniLM port produces *meaningful* vectors:
     /// a query must be closer to a related sentence than an unrelated one, and
     /// vectors must be the right shape and L2-normalized.
diff --git a/crates/grasp-core/src/extractor.rs b/crates/grasp-core/src/extractor.rs
index d43c26d..d994377 100644
--- a/crates/grasp-core/src/extractor.rs
+++ b/crates/grasp-core/src/extractor.rs
@@ -309,9 +309,31 @@ fn is_question(text: &str) -> bool {
         return true;
     }
     let lower = t.to_lowercase();
+    // Match the interrogative only at a word boundary, so substrings like
+    // "somewhat" (contains "what ") or "showhow" don't masquerade as questions.
     ["why ", "how ", "should ", "what ", "when should"]
         .iter()
-        .any(|k| lower.contains(k))
+        .any(|k| contains_at_word_boundary(&lower, k))
+}
+
+/// Does `needle` occur in `haystack` at a word boundary — i.e. at the start of
+/// the string or immediately after a non-alphanumeric character? Avoids the
+/// false positives a bare `contains` produces on embedded substrings.
+fn contains_at_word_boundary(haystack: &str, needle: &str) -> bool {
+    let mut from = 0;
+    while let Some(rel) = haystack[from..].find(needle) {
+        let abs = from + rel;
+        let boundary = abs == 0
+            || !haystack[..abs]
+                .chars()
+                .next_back()
+                .is_some_and(|c| c.is_alphanumeric());
+        if boundary {
+            return true;
+        }
+        from = abs + needle.len();
+    }
+    false
 }
 
 /// Leading sentences of a block of text, up to `max_chars` — a compact summary
@@ -436,6 +458,18 @@ mod tests {
         assert!(chunks.iter().any(|c| c.chunk_type == ChunkType::ErrorResolution));
     }
 
+    #[test]
+    fn question_detection_respects_word_boundaries() {
+        // Real interrogatives at a word boundary are questions.
+        assert!(is_question("how do we cache the tokens"));
+        assert!(is_question("what database are we using"));
+        assert!(is_question("when should we embed the chunks"));
+        // Embedded substrings must NOT count (this was a false positive: the
+        // word "somewhat" contains "what ").
+        assert!(!is_question("this loop is somewhat slow today"));
+        assert!(!is_question("the showhow demo build finished cleanly"));
+    }
+
     #[test]
     fn extracts_user_question_as_context() {
         let entries = vec![Entry::User {
diff --git a/crates/grasp-core/src/lib.rs b/crates/grasp-core/src/lib.rs
index 1ff0a29..a620cd2 100644
--- a/crates/grasp-core/src/lib.rs
+++ b/crates/grasp-core/src/lib.rs
@@ -20,7 +20,21 @@ pub use import::{import_all, import_file, ImportReport};
 pub use model::{Chunk, ChunkType, Entry, SearchHit};
 
 use anyhow::Result;
-use rusqlite::Connection;
+use rusqlite::{Connection, OptionalExtension};
+
+/// Escape SQL `LIKE` wildcards (`%`, `_`) and the escape character (`\`) so a
+/// string can be used as a literal prefix in a `LIKE ? ESCAPE '\'` clause —
+/// notably so backslashes in Windows transcript paths aren't misread.
+fn escape_like(s: &str) -> String {
+    let mut out = String::with_capacity(s.len());
+    for c in s.chars() {
+        if matches!(c, '\\' | '%' | '_') {
+            out.push('\\');
+        }
+        out.push(c);
+    }
+    out
+}
 
 /// Convenience handle bundling the resolved config with an open DB connection.
 pub struct Grasp {
@@ -161,11 +175,35 @@ impl Grasp {
         let removed = self
             .conn
             .execute("DELETE FROM chunks WHERE project = ?1", [project])?;
+        // The real import directory, if recorded — transcripts can be imported
+        // from a custom path (`grasp import --path …`), so `processed_files`
+        // rows may live outside `claude_projects_dir` (issue #26). Read it
+        // *before* deleting the project row.
+        let stored_path: Option<String> = self
+            .conn
+            .query_row(
+                "SELECT path FROM projects WHERE slug = ?1",
+                [project],
+                |row| row.get(0),
+            )
+            .optional()?;
         self.conn
             .execute("DELETE FROM projects WHERE slug = ?1", [project])?;
+        // Remove processed-file records for *this* project only. Match the
+        // project's transcript directory as an anchored prefix. A bare
+        // `%slug%` substring also matched sibling projects (e.g. forgetting
+        // `…-grasp` cleared `…-grasp-core`) and treated `_`/`%` in a slug as
+        // wildcards — both forced needless re-imports of other projects.
+        let mut prefix = stored_path
+            .map(std::path::PathBuf::from)
+            .unwrap_or_else(|| self.config.claude_projects_dir.join(project))
+            .to_string_lossy()
+            .into_owned();
+        prefix.push(std::path::MAIN_SEPARATOR);
+        let pattern = format!("{}%", escape_like(&prefix));
         self.conn.execute(
-            "DELETE FROM processed_files WHERE file_path LIKE ?1",
-            [format!("%{project}%")],
+            "DELETE FROM processed_files WHERE file_path LIKE ?1 ESCAPE '\\'",
+            [pattern],
         )?;
         let dir = self.config.memory_project_dir(project);
         if dir.exists() {
@@ -286,3 +324,17 @@ impl Grasp {
         Ok(added.unwrap_or(0))
     }
 }
+
+#[cfg(test)]
+mod tests {
+    use super::escape_like;
+
+    #[test]
+    fn escape_like_escapes_wildcards_and_backslashes() {
+        assert_eq!(escape_like("a_b%c"), r"a\_b\%c");
+        // Windows path separators must be escaped so they stay literal.
+        assert_eq!(escape_like(r"C:\projects\grasp"), r"C:\\projects\\grasp");
+        // Ordinary text is untouched.
+        assert_eq!(escape_like("c--projects-grasp"), "c--projects-grasp");
+    }
+}