diff --git a/internal/modelinfo/litellm_decode_test.go b/internal/modelinfo/litellm_decode_test.go
new file mode 100644
index 0000000..06a9725
--- /dev/null
+++ b/internal/modelinfo/litellm_decode_test.go
@@ -0,0 +1,99 @@
+package modelinfo
+
+import (
+	"compress/gzip"
+	"context"
+	"io"
+	"net/http"
+	"net/http/httptest"
+	"os"
+	"testing"
+	"time"
+)
+
+// dirtySample is the shape that broke production, minimised: a `sample_spec`
+// entry whose numeric fields hold prose, plus a model that spells an integer
+// window as a float. A whole-map typed decode fails on the first of these and
+// discards every good row with it.
+const dirtySample = `{
+  "sample_spec": {"max_input_tokens": "max input tokens, if the provider specifies it",
+                  "max_tokens": "LEGACY parameter",
+                  "deprecation_date": "date when the model becomes deprecated in the format YYYY-MM-DD"},
+  "float-window-model": {"max_input_tokens": 128000.0},
+  "aws/claude-sonnet-5": {"max_input_tokens": 1000000},
+  "prose-window-model": {"max_input_tokens": "quite a lot, actually"}
+}`
+
+func TestLiteLLMSkipsMalformedEntries(t *testing.T) {
+	srv := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, _ *http.Request) {
+		w.Write([]byte(dirtySample))
+	}))
+	defer srv.Close()
+	l := NewLiteLLM(srv.URL, srv.Client(), time.Hour)
+	ctx := context.Background()
+	waitFor(t, l, "float-window-model")
+
+	// A prose-filled sibling entry must not poison the whole map.
+	if w, ok := l.Window(ctx, "aws/claude-sonnet-5"); !ok || w != 1000000 {
+		t.Fatalf("window(aws/claude-sonnet-5) = %d,%v; want 1000000,true (a malformed sibling entry poisoned the decode)", w, ok)
+	}
+	// A float-spelled integer must still resolve.
+	if w, ok := l.Window(ctx, "float-window-model"); !ok || w != 128000 {
+		t.Errorf("float-spelled window = %d,%v; want 128000,true", w, ok)
+	}
+}
+
+// TestLiteLLMDecodesTheRealDocument runs the decode against a checked-in snapshot
+// of the actual upstream document (gzipped; see testdata). This is the regression
+// test the package never had: before the per-entry decode it resolved ZERO
+// entries from this exact byte sequence.
+func TestLiteLLMDecodesTheRealDocument(t *testing.T) {
+	f, err := os.Open("testdata/litellm_prices.json.gz")
+	if err != nil {
+		t.Fatal(err)
+	}
+	defer f.Close()
+	zr, err := gzip.NewReader(f)
+	if err != nil {
+		t.Fatal(err)
+	}
+	body, err := io.ReadAll(zr)
+	if err != nil {
+		t.Fatal(err)
+	}
+	srv := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, _ *http.Request) {
+		w.Write(body)
+	}))
+	defer srv.Close()
+
+	l := NewLiteLLM(srv.URL, srv.Client(), time.Hour)
+	ctx := context.Background()
+	waitFor(t, l, "gpt-4o")
+
+	l.mu.Lock()
+	n := len(l.byKey)
+	l.mu.Unlock()
+	if n < 2900 {
+		t.Errorf("decoded %d keys from the real document; want >2900 (a strict whole-map decode yields 0)", n)
+	}
+	// The two models context-guru is actually deployed against must resolve a
+	// non-zero window, or every fraction-based trigger is dead.
+	for _, m := range []string{"aws/claude-sonnet-5", "aws/claude-haiku-4-5"} {
+		w, ok := l.Window(ctx, m)
+		if !ok || w == 0 {
+			t.Errorf("window(%s) = %d,%v; want a non-zero window", m, w, ok)
+		}
+	}
+	t.Logf("decoded %d window keys from the real LiteLLM document", n)
+}
+
+func waitFor(t *testing.T, l *LiteLLM, model string) {
+	t.Helper()
+	for i := 0; i < 400; i++ {
+		if _, ok := l.Window(context.Background(), model); ok {
+			return
+		}
+		time.Sleep(5 * time.Millisecond)
+	}
+	t.Fatalf("litellm map never loaded (%s never resolved)", model)
+}
diff --git a/internal/modelinfo/modelinfo.go b/internal/modelinfo/modelinfo.go
index 0c0ac74..d7c6079 100644
--- a/internal/modelinfo/modelinfo.go
+++ b/internal/modelinfo/modelinfo.go
@@ -15,6 +15,7 @@ import (
 	"context"
 	"encoding/json"
 	"io"
+	"log/slog"
 	"net/http"
 	"strings"
 	"sync"
@@ -120,18 +121,38 @@ func (l *LiteLLM) fetch(ctx context.Context) (map[string]int, error) {
 	if err != nil {
 		return nil, err
 	}
-	var raw map[string]struct {
-		MaxInputTokens int `json:"max_input_tokens"`
-		MaxTokens      int `json:"max_tokens"`
-	}
+	// Decode PER ENTRY, not into one typed map[string]struct{…}. The upstream
+	// document is community-maintained and not schema-clean: it carries a
+	// `sample_spec` documentation entry whose numeric fields hold prose
+	// ("deprecation_date": "date when the model becomes deprecated…"), and a
+	// handful of models spell an integer field as a float. encoding/json aborts the
+	// WHOLE map on the first type error, so a strict decode returned (nil, err)
+	// after successfully parsing ~2,900 good rows — which is why every context
+	// window resolved to "unknown" in production and no fraction-based trigger has
+	// ever fired. Skip the bad entries; keep the good ones; say so out loud.
+	var raw map[string]json.RawMessage
 	if err := json.Unmarshal(b, &raw); err != nil {
 		return nil, err
 	}
 	m := make(map[string]int, len(raw)*2)
-	for k, v := range raw {
-		w := v.MaxInputTokens
+	var skipped []string
+	for k, rv := range raw {
+		if k == sampleSpecKey {
+			continue // the document's own schema documentation, not a model
+		}
+		var v struct {
+			// float64, not int: a few entries spell an integer window as 128000.0,
+			// which an int field rejects.
+			MaxInputTokens float64 `json:"max_input_tokens"`
+			MaxTokens      float64 `json:"max_tokens"`
+		}
+		if err := json.Unmarshal(rv, &v); err != nil {
+			skipped = append(skipped, k)
+			continue
+		}
+		w := int(v.MaxInputTokens)
 		if w == 0 {
-			w = v.MaxTokens
+			w = int(v.MaxTokens)
 		}
 		if w == 0 {
 			continue
@@ -142,9 +163,24 @@ func (l *LiteLLM) fetch(ctx context.Context) (map[string]int, error) {
 			m[tail] = w
 		}
 	}
+	// Degrading silently here is what hid this bug for the life of the package: an
+	// empty map is indistinguishable from "no model has a window" at every call
+	// site, because every lookup fails open. Both outcomes get a log line.
+	if len(m) == 0 {
+		slog.Warn("modelinfo: the model-window document decoded to nothing; every context window will read as unknown and fraction-based triggers will not fire",
+			"url", l.URL, "entries", len(raw), "skipped", len(skipped))
+	} else if len(skipped) > 0 {
+		slog.Info("modelinfo: skipped malformed model entries", "skipped", len(skipped),
+			"kept", len(m), "examples", skipped[:min(3, len(skipped))])
+	}
 	return m, nil
 }
 
+// sampleSpecKey is the LiteLLM document's self-documenting entry: its fields are
+// prose descriptions of the schema, not values. Skipped by name so it never even
+// counts as a decode failure.
+const sampleSpecKey = "sample_spec"
+
 // Window returns the model's context window from the cached LiteLLM map.
 func (l *LiteLLM) Window(ctx context.Context, model string) (int, bool) {
 	l.refreshIfStale(ctx)
diff --git a/internal/modelinfo/testdata/litellm_prices.json.gz b/internal/modelinfo/testdata/litellm_prices.json.gz
new file mode 100644
index 0000000..dca6ffa
Binary files /dev/null and b/internal/modelinfo/testdata/litellm_prices.json.gz differ