diff --git a/README.md b/README.md
index 9505cae..9b39275 100644
--- a/README.md
+++ b/README.md
@@ -210,7 +210,7 @@ ActiveRecord assumes things about accessors that a strict Rust Option cannot sat
 
 1. `None#nil?` answers `true`, so ActiveRecord internals and ordinary `.nil?` checks treat an absent value as absent. Equality does not follow suit: `None() == nil` is still `false`.
 2. `Some` delegates `persisted?`, `marked_for_destruction?`, and `touch_later` to its record, so a `Some` can stand in for its record during persistence.
-3. Quoting is patched so an `Option` passed into `where`/`quote` is unwrapped at the SQL boundary.
+3. Quoting and the predicate builder are patched so an `Option` passed into `where`/`quote` is unwrapped at the SQL boundary: `Some(v)` binds exactly as `v`, and `None()` as `nil`, so a hash condition asks for `IS NULL`. An array of Options unwraps too. An Option interpolated into raw SQL (`where("id = ?", opt)`) still raises, as it should.
 4. `SomeValidator` provides a presence-style validation for Option attributes.
 
 The set is closed. If a future integration appears to need a fifth compromise, that is a signal ActiveRecord is pushing back somewhere unmapped, and it warrants a design discussion rather than a quiet patch.
diff --git a/lib/errgonomic/rails/active_record_optional.rb b/lib/errgonomic/rails/active_record_optional.rb
index 1da2928..72983a6 100644
--- a/lib/errgonomic/rails/active_record_optional.rb
+++ b/lib/errgonomic/rails/active_record_optional.rb
@@ -15,8 +15,8 @@ module Rails
     #    None() == nil stays false.
     # 2. Some delegates persisted?, marked_for_destruction?, and touch_later
     #    to its record, so a Some can stand in for it during persistence.
-    # 3. Two quoting prepends unwrap Options at the SQL boundary, so an
-    #    Option can be passed to where/quote.
+    # 3. Quoting and predicate-building prepends unwrap Options at the SQL
+    #    boundary, so an Option can be passed to where/quote.
     # 4. SomeValidator provides a presence-style validation for Option
     #    attributes.
     module ActiveRecordOptional
@@ -136,3 +136,33 @@ def quote(value)
 end
 
 ActiveRecord::ConnectionAdapters::Quoting.prepend(Errgonomic::Rails::ActiveRecordQuoting)
+
+module Errgonomic
+  module Rails
+    # A hash condition never reaches the quoting layer as its raw value: the
+    # predicate builder hands it to a bind attribute, which serializes it
+    # through the column type and casts an unrecognized object to nil. Unwrap
+    # one step earlier, where every hash condition passes, so a Some binds as
+    # its inner value and a None as nil, which Arel renders as IS NULL.
+    module ActiveRecordPredicateBuilder
+      def build(attribute, value, *args)
+        super(attribute, Errgonomic::Rails.unwrap_options(value), *args)
+      end
+    end
+
+    # Unwrap Options in a query condition, reaching one level into an array
+    # so a list of Options binds like a list of values.
+    def self.unwrap_options(value)
+      case value
+      when Errgonomic::Option::Any
+        value.unwrap_or(nil)
+      when Array
+        value.any? { |v| v.is_a?(Errgonomic::Option::Any) } ? value.map { |v| unwrap_options(v) } : value
+      else
+        value
+      end
+    end
+  end
+end
+
+ActiveRecord::PredicateBuilder.prepend(Errgonomic::Rails::ActiveRecordPredicateBuilder)
diff --git a/test/rails_test.rb b/test/rails_test.rb
index 7d405c1..0590fe1 100644
--- a/test/rails_test.rb
+++ b/test/rails_test.rb
@@ -96,6 +96,37 @@ def test_optional_associations
     assert book.author.some?
   end
 
+  # Feeding a wrapped attribute back into a query is among the most common
+  # Rails idioms, so a Some has to bind exactly as its inner value would.
+  def test_where_with_a_some_matches_the_row
+    genre = Genre.create!(name: 'Sci-Fi')
+    book = Book.create!(title: 'The Dark Forest', genre_id: genre.id)
+
+    assert_equal 1, Book.where(genre_id: book.genre_id).count
+    refute_includes Book.where(genre_id: book.genre_id).to_sql, '= NULL'
+  end
+
+  # A None reads as absent, which for a hash condition means IS NULL rather
+  # than an = NULL that can never match.
+  def test_where_with_a_none_asks_for_null
+    unshelved = Book.create!(title: 'Ball Lightning')
+
+    relation = Book.where(title: 'Ball Lightning', genre_id: unshelved.genre_id)
+    assert_includes relation.to_sql, 'IS NULL'
+    assert_equal 1, relation.count
+  end
+
+  def test_where_with_an_array_of_options
+    first = Genre.create!(name: 'Sci-Fi')
+    second = Genre.create!(name: 'Fantasy')
+    Book.create!(title: 'The Dark Forest', genre_id: first.id)
+    Book.create!(title: 'The Hobbit', genre_id: second.id)
+
+    relation = Book.where(genre_id: [Some(first.id), Some(second.id)])
+    assert_equal 2, relation.count
+    refute_includes relation.to_sql, 'NULL'
+  end
+
   def test_delegate_optional
     author = Author.create!(name: 'Cixin Liu')
     book = author.books.create!(title: 'Death\'s End')