diff --git a/pkg/compose/watch.go b/pkg/compose/watch.go
index 1e22c9479..c5dbaaae5 100644
--- a/pkg/compose/watch.go
+++ b/pkg/compose/watch.go
@@ -198,10 +198,10 @@ func (s *composeService) watch(ctx context.Context, project *types.Project, opti
 	eg, ctx := errgroup.WithContext(ctx)
 
 	var (
-		rules          []watchRule
-		paths          []string
-		ignoreMatchers []watch.PathMatcher
+		rules            []watchRule
+		watchRootIgnores map[string][]watch.PathMatcher // abs watch path -> per-trigger ignore matchers
 	)
+	watchRootIgnores = make(map[string][]watch.PathMatcher)
 	for serviceName, service := range project.Services {
 		config, err := loadDevelopmentConfig(service, project)
 		if err != nil {
@@ -259,8 +259,13 @@ func (s *composeService) watch(ctx context.Context, project *types.Project, opti
 			if err != nil {
 				return nil, err
 			}
-			ignoreMatchers = append(ignoreMatchers, ignore)
-			paths = append(paths, trigger.Path)
+
+			absPath, err := filepath.Abs(trigger.Path)
+			if err != nil {
+				return nil, err
+			}
+			absPath = filepath.Clean(absPath)
+			watchRootIgnores[absPath] = append(watchRootIgnores[absPath], ignore)
 		}
 
 		serviceWatchRules, err := getWatchRules(config, service)
@@ -270,15 +275,25 @@ func (s *composeService) watch(ctx context.Context, project *types.Project, opti
 		rules = append(rules, serviceWatchRules...)
 	}
 
-	if len(paths) == 0 {
+	if len(watchRootIgnores) == 0 {
 		return nil, fmt.Errorf("none of the selected services is configured for watch, consider setting a 'develop' section")
 	}
 
-	watcher, err := watch.NewWatcher(paths, watch.NewCompositeMatcher(ignoreMatchers...))
-	if err != nil {
-		return nil, err
+	watchers := make([]watch.Notify, 0, len(watchRootIgnores))
+	for path, matchers := range watchRootIgnores {
+		merged := watch.NewIntersectMatcher(matchers...)
+		triggerWatcher, err := watch.NewWatcher([]string{path}, merged)
+		if err != nil {
+			for _, w := range watchers {
+				_ = w.Close()
+			}
+			return nil, err
+		}
+		watchers = append(watchers, triggerWatcher)
 	}
 
+	watcher := watch.NewMultiWatcher(watchers...)
+
 	err = watcher.Start()
 	if err != nil {
 		return nil, err
diff --git a/pkg/watch/notify.go b/pkg/watch/notify.go
index 71dcaf115..7e74b58c1 100644
--- a/pkg/watch/notify.go
+++ b/pkg/watch/notify.go
@@ -17,11 +17,13 @@
 package watch
 
 import (
+	"errors"
 	"expvar"
 	"fmt"
 	"os"
 	"path/filepath"
 	"strconv"
+	"sync"
 )
 
 var numberOfWatches = expvar.NewInt("watch.naive.numberOfWatches")
@@ -84,6 +86,83 @@ func NewWatcher(paths []string, ignore PathMatcher) (Notify, error) {
 	return newWatcher(paths, ignore)
 }
 
+type multiNotify struct {
+	children []Notify
+	events   chan FileEvent
+	errors   chan error
+}
+
+func NewMultiWatcher(children ...Notify) Notify {
+	return &multiNotify{
+		children: children,
+		events:   make(chan FileEvent),
+		errors:   make(chan error),
+	}
+}
+
+func (m *multiNotify) Start() error {
+	for i := range m.children {
+		if err := m.children[i].Start(); err != nil {
+			for j := 0; j < i; j++ {
+				_ = m.children[j].Close()
+			}
+			return err
+		}
+	}
+
+	var eventsWG sync.WaitGroup
+	eventsWG.Add(len(m.children))
+	for i := range m.children {
+		child := m.children[i]
+		go func() {
+			defer eventsWG.Done()
+			for e := range child.Events() {
+				m.events <- e
+			}
+		}()
+	}
+	go func() {
+		eventsWG.Wait()
+		close(m.events)
+	}()
+
+	var errorsWG sync.WaitGroup
+	errorsWG.Add(len(m.children))
+	for i := range m.children {
+		child := m.children[i]
+		go func() {
+			defer errorsWG.Done()
+			for err := range child.Errors() {
+				m.errors <- err
+			}
+		}()
+	}
+	go func() {
+		errorsWG.Wait()
+		close(m.errors)
+	}()
+
+	return nil
+}
+
+func (m *multiNotify) Close() error {
+	var errs []error
+	for _, child := range m.children {
+		if err := child.Close(); err != nil {
+			errs = append(errs, err)
+		}
+	}
+	return errors.Join(errs...)
+}
+
+func (m *multiNotify) Events() chan FileEvent {
+	return m.events
+}
+
+func (m *multiNotify) Errors() chan error {
+	return m.errors
+}
+
 const WindowsBufferSizeEnvVar = "COMPOSE_WATCH_WINDOWS_BUFFER_SIZE"
 
 const defaultBufferSize int = 65536
@@ -134,3 +213,48 @@ func (c CompositePathMatcher) MatchesEntireDir(f string) (bool, error) {
 }
 
 var _ PathMatcher = CompositePathMatcher{}
+
+// intersectPathMatcher matches iff every matcher matches. With several develop.watch
+// triggers on one watch root, skip/filter a path only when every trigger's ignores agree.
+type intersectPathMatcher struct {
+	Matchers []PathMatcher
+}
+
+// NewIntersectMatcher returns a PathMatcher that matches iff every matcher matches.
+func NewIntersectMatcher(matchers ...PathMatcher) PathMatcher {
+	if len(matchers) == 0 {
+		return EmptyMatcher{}
+	}
+	if len(matchers) == 1 {
+		return matchers[0]
+	}
+	return intersectPathMatcher{Matchers: matchers}
+}
+
+func (i intersectPathMatcher) Matches(f string) (bool, error) {
+	for _, t := range i.Matchers {
+		ret, err := t.Matches(f)
+		if err != nil {
+			return false, err
+		}
+		if !ret {
+			return false, nil
+		}
+	}
+	return true, nil
+}
+
+func (i intersectPathMatcher) MatchesEntireDir(f string) (bool, error) {
+	for _, t := range i.Matchers {
+		ret, err := t.MatchesEntireDir(f)
+		if err != nil {
+			return false, err
+		}
+		if !ret {
+			return false, nil
+		}
+	}
+	return true, nil
+}
+
+var _ PathMatcher = intersectPathMatcher{}
diff --git a/pkg/watch/notify_test.go b/pkg/watch/notify_test.go
index 0e9a7bc63..dc4dd31f1 100644
--- a/pkg/watch/notify_test.go
+++ b/pkg/watch/notify_test.go
@@ -50,6 +50,46 @@ func TestWindowsBufferSize(t *testing.T) {
 	})
 }
 
+func TestNewIntersectMatcher(t *testing.T) {
+	root := t.TempDir()
+
+	vendorOnly, err := DockerIgnoreTesterFromContents(root, "vendor/\n")
+	assert.NilError(t, err)
+	tmpOnly, err := DockerIgnoreTesterFromContents(root, "tmp/\n")
+	assert.NilError(t, err)
+
+	inter := NewIntersectMatcher(vendorOnly, tmpOnly)
+
+	vendorFile := filepath.Join(root, "vendor", "a.go")
+	matches, err := inter.Matches(vendorFile)
+	assert.NilError(t, err)
+	assert.Assert(t, !matches, "only one trigger ignores vendor; intersection must not treat path as ignored")
+
+	bothIgnoreBuild1, err := DockerIgnoreTesterFromContents(root, "build/\n")
+	assert.NilError(t, err)
+	bothIgnoreBuild2, err := DockerIgnoreTesterFromContents(root, "build/\n")
+	assert.NilError(t, err)
+	interBuild := NewIntersectMatcher(bothIgnoreBuild1, bothIgnoreBuild2)
+	buildFile := filepath.Join(root, "build", "out")
+	matches, err = interBuild.Matches(buildFile)
+	assert.NilError(t, err)
+	assert.Assert(t, matches)
+
+	dirEntire1, err := DockerIgnoreTesterFromContents(root, "cache/\n")
+	assert.NilError(t, err)
+	dirEntire2, err := DockerIgnoreTesterFromContents(root, "cache/\n")
+	assert.NilError(t, err)
+	interDir := NewIntersectMatcher(dirEntire1, dirEntire2)
+	entire, err := interDir.MatchesEntireDir(filepath.Join(root, "cache"))
+	assert.NilError(t, err)
+	assert.Assert(t, entire)
+
+	partialEntire := NewIntersectMatcher(vendorOnly, tmpOnly)
+	entire, err = partialEntire.MatchesEntireDir(filepath.Join(root, "vendor"))
+	assert.NilError(t, err)
+	assert.Assert(t, !entire, "must not skip whole dir unless every matcher agrees it is entirely ignorable")
+}
+
 func TestNoEvents(t *testing.T) {
 	f := newNotifyFixture(t)
 	f.assertEvents()
diff --git a/pkg/watch/watcher_naive.go b/pkg/watch/watcher_naive.go
index 0ccd1f33c..f3d5cbbd2 100644
--- a/pkg/watch/watcher_naive.go
+++ b/pkg/watch/watcher_naive.go
@@ -114,10 +114,6 @@ func (d *naiveNotify) watchRecursively(dir string) error {
 
 	return filepath.WalkDir(dir, func(path string, info fs.DirEntry, err error) error {
 		if err != nil {
-			if os.IsPermission(err) && d.shouldIgnore(path) {
-				logrus.Debugf("Ignoring path: %s", path)
-				return filepath.SkipDir
-			}
 			return err
 		}
 
@@ -185,10 +181,6 @@ func (d *naiveNotify) loop() { //nolint:gocyclo
 		// TODO(dbentley): if there's a delete should we call d.watcher.Remove to prevent leaking?
 		err := filepath.WalkDir(e.Name, func(path string, info fs.DirEntry, err error) error {
 			if err != nil {
-				if os.IsPermission(err) && d.shouldIgnore(path) {
-					logrus.Debugf("Ignoring path: %s", path)
-					return filepath.SkipDir
-				}
 				return err
 			}
 
@@ -228,6 +220,10 @@ func (d *naiveNotify) loop() { //nolint:gocyclo
 }
 
 func (d *naiveNotify) shouldNotify(path string) bool {
+	if d.shouldIgnore(path) {
+		return false
+	}
+
 	if _, ok := d.notifyList[path]; ok {
 		// We generally don't care when directories change at the root of an ADD
 		stat, err := os.Lstat(path)
@@ -249,21 +245,10 @@ func (d *naiveNotify) shouldSkipDir(path string) bool {
 		return false
 	}
 
-	// Suppose we're watching
-	// /src/.tiltignore
-	// but the .tiltignore file doesn't exist.
-	//
-	// Our watcher will create an inotify watch on /src/.
-	//
-	// But then we want to make sure we don't recurse from /src/ down to /src/node_modules.
-	//
-	// To handle this case, we only want to traverse dirs that are:
-	// - A child of a directory that's in our notify list, or
-	// - A parent of a directory that's in our notify list
-	//   (i.e., to cover the "path doesn't exist" case).
-	//
-	// We prioritize "parent of watched path" checks before ignore checks so
-	// one trigger's ignore rules can't hide another trigger's nested watch root.
+	// Only walk directories that are under a notifyList path, or that are under an ancestor of one
+	// (Start() may watch a parent when the target is missing or is a file).
+	// Check ancestor/descendant vs notifyList before ignores
+	// so ignore patterns cannot block reaching the watched root.
 	isChildOfWatchedDir := false
 	for root := range d.notifyList {
 		if pathutil.IsChild(path, root) {
@@ -294,7 +279,7 @@ func (d *naiveNotify) shouldIgnoreEntireDir(path string) bool {
 	if matches {
 		return true
 	}
-	return false
+	return matches
 }
 
 func (d *naiveNotify) shouldIgnore(path string) bool {
diff --git a/pkg/watch/watcher_naive_test.go b/pkg/watch/watcher_naive_test.go
index ede4c0d7a..ed07a4cff 100644
--- a/pkg/watch/watcher_naive_test.go
+++ b/pkg/watch/watcher_naive_test.go
@@ -211,3 +211,30 @@ func TestShouldSkipDirDoesNotSkipAncestorOfWatchedPath(t *testing.T) {
 	parent := filepath.Join(repoRoot, "parent")
 	assert.Assert(t, !d.shouldSkipDir(parent), "expected parent directory to remain traversable when it contains a watched path")
 }
+
+func TestShouldSkipDirIntersectRequiresAllTriggersToAgree(t *testing.T) {
+	repoRoot := t.TempDir()
+	ignoreVendor, err := DockerIgnoreTesterFromContents(repoRoot, "vendor/\n")
+	assert.NilError(t, err)
+	ignoreTmp, err := DockerIgnoreTesterFromContents(repoRoot, "tmp/\n")
+	assert.NilError(t, err)
+
+	d := &naiveNotify{
+		ignore:     NewIntersectMatcher(ignoreVendor, ignoreTmp),
+		notifyList: map[string]bool{repoRoot: true},
+	}
+
+	vendorDir := filepath.Join(repoRoot, "vendor")
+	assert.Assert(t, !d.shouldSkipDir(vendorDir), "vendor must remain watched when another trigger does not ignore it")
+
+	ignoreBuild1, err := DockerIgnoreTesterFromContents(repoRoot, "build/\n")
+	assert.NilError(t, err)
+	ignoreBuild2, err := DockerIgnoreTesterFromContents(repoRoot, "build/\n")
+	assert.NilError(t, err)
+	d2 := &naiveNotify{
+		ignore:     NewIntersectMatcher(ignoreBuild1, ignoreBuild2),
+		notifyList: map[string]bool{repoRoot: true},
+	}
+	buildDir := filepath.Join(repoRoot, "build")
+	assert.Assert(t, d2.shouldSkipDir(buildDir), "when every trigger ignores the same subtree, watcher may skip it")
+}