diff --git a/src/main/resources/db/migration/V20260831_1200__IS_repair_ask_chat_initial_free_turn_backfill.sql b/src/main/resources/db/migration/V20260831_1200__IS_repair_ask_chat_initial_free_turn_backfill.sql
new file mode 100644
index 00000000..f1beea06
--- /dev/null
+++ b/src/main/resources/db/migration/V20260831_1200__IS_repair_ask_chat_initial_free_turn_backfill.sql
@@ -0,0 +1,66 @@
+WITH target_users AS (
+    SELECT u.id AS user_id
+    FROM users u
+    WHERE NOT EXISTS (
+        SELECT 1
+        FROM ask_chat_wallet_logs l
+        WHERE l.user_id = u.id
+          AND l.reason = 'INITIAL_FREE_GRANT'
+    )
+),
+granted_wallets AS (
+    INSERT INTO ask_chat_wallets (
+        user_id,
+        free_turn_balance,
+        paid_turn_balance,
+        version,
+        created_at,
+        updated_at
+    )
+    SELECT
+        user_id,
+        3,
+        0,
+        0,
+        NOW(),
+        NOW()
+    FROM target_users
+    ON CONFLICT (user_id) DO UPDATE
+        SET free_turn_balance = ask_chat_wallets.free_turn_balance + EXCLUDED.free_turn_balance,
+            updated_at = NOW(),
+            version = ask_chat_wallets.version + 1
+    RETURNING
+        user_id,
+        free_turn_balance,
+        paid_turn_balance
+)
+INSERT INTO ask_chat_wallet_logs (
+    user_id,
+    session_id,
+    message_id,
+    free_turn_delta,
+    paid_turn_delta,
+    free_turn_balance_after,
+    paid_turn_balance_after,
+    reason,
+    status,
+    ref_type,
+    ref_id,
+    idempotency_key,
+    created_at
+)
+SELECT
+    user_id,
+    NULL,
+    NULL,
+    3,
+    0,
+    free_turn_balance,
+    paid_turn_balance,
+    'INITIAL_FREE_GRANT',
+    'CONFIRMED',
+    'SIGNUP',
+    user_id,
+    'ask-chat-initial-free-' || user_id,
+    NOW()
+FROM granted_wallets;
diff --git a/src/test/java/com/devkor/ifive/nadab/domain/askchat/core/repository/AskChatInitialFreeTurnBackfillMigrationTest.java b/src/test/java/com/devkor/ifive/nadab/domain/askchat/core/repository/AskChatInitialFreeTurnBackfillMigrationTest.java
new file mode 100644
index 00000000..b4fd33c4
--- /dev/null
+++ b/src/test/java/com/devkor/ifive/nadab/domain/askchat/core/repository/AskChatInitialFreeTurnBackfillMigrationTest.java
@@ -0,0 +1,99 @@
+package com.devkor.ifive.nadab.domain.askchat.core.repository;
+
+import com.devkor.ifive.nadab.domain.askchat.core.entity.AskChatWallet;
+import com.devkor.ifive.nadab.domain.askchat.core.entity.AskChatWalletLog;
+import com.devkor.ifive.nadab.domain.askchat.core.entity.AskChatWalletLogReason;
+import com.devkor.ifive.nadab.domain.user.core.entity.User;
+import com.devkor.ifive.nadab.infra.builder.UserBuilder;
+import com.devkor.ifive.nadab.infra.db.PostgresIntegrationTestSupport;
+import org.junit.jupiter.api.Test;
+import org.springframework.beans.factory.annotation.Autowired;
+import org.springframework.beans.factory.annotation.Value;
+import org.springframework.boot.test.autoconfigure.orm.jpa.DataJpaTest;
+import org.springframework.boot.test.autoconfigure.orm.jpa.TestEntityManager;
+import org.springframework.core.io.Resource;
+import org.springframework.jdbc.core.JdbcTemplate;
+import org.springframework.test.context.ActiveProfiles;
+
+import java.io.IOException;
+import java.nio.charset.StandardCharsets;
+import java.util.List;
+
+import static org.assertj.core.api.Assertions.assertThat;
+
+@DataJpaTest
+@ActiveProfiles("test")
+class AskChatInitialFreeTurnBackfillMigrationTest extends PostgresIntegrationTestSupport {
+
+    @Autowired
+    AskChatWalletRepository askChatWalletRepository;
+
+    @Autowired
+    AskChatWalletLogRepository askChatWalletLogRepository;
+
+    @Autowired
+    TestEntityManager em;
+
+    @Autowired
+    JdbcTemplate jdbcTemplate;
+
+    @Value("classpath:db/migration/V20260831_1200__IS_repair_ask_chat_initial_free_turn_backfill.sql")
+    Resource migration;
+
+    @Test
+    void backfill_grants_missing_initial_turns_once_and_preserves_existing_balances() throws IOException {
+        User userWithoutWallet = new UserBuilder(em).build();
+
+        User userWithWallet = new UserBuilder(em).build();
+        askChatWalletRepository.save(AskChatWallet.create(userWithWallet, 0, 7));
+
+        User alreadyGrantedUser = new UserBuilder(em).build();
+        askChatWalletRepository.save(AskChatWallet.create(alreadyGrantedUser, 1, 5));
+        askChatWalletLogRepository.save(AskChatWalletLog.createConfirmed(
+                alreadyGrantedUser,
+                null,
+                null,
+                3,
+                0,
+                3,
+                0,
+                AskChatWalletLogReason.INITIAL_FREE_GRANT,
+                "SIGNUP",
+                alreadyGrantedUser.getId(),
+                "ask-chat-initial-free-" + alreadyGrantedUser.getId()
+        ));
+        em.flush();
+
+        String migrationSql = migration.getContentAsString(StandardCharsets.UTF_8);
+        jdbcTemplate.execute(migrationSql);
+        jdbcTemplate.execute(migrationSql);
+        em.clear();
+
+        assertWalletBalances(userWithoutWallet.getId(), 3, 0);
+        assertWalletBalances(userWithWallet.getId(), 3, 7);
+        assertWalletBalances(alreadyGrantedUser.getId(), 1, 5);
+        assertInitialGrantLog(userWithoutWallet.getId(), 3, 0);
+        assertInitialGrantLog(userWithWallet.getId(), 3, 7);
+        assertInitialGrantLog(alreadyGrantedUser.getId(), 3, 0);
+    }
+
+    private void assertWalletBalances(Long userId, int expectedFreeTurns, int expectedPaidTurns) {
+        AskChatWallet wallet = askChatWalletRepository.findByUserId(userId).orElseThrow();
+        assertThat(wallet.getFreeTurnBalance()).isEqualTo(expectedFreeTurns);
+        assertThat(wallet.getPaidTurnBalance()).isEqualTo(expectedPaidTurns);
+    }
+
+    private void assertInitialGrantLog(Long userId, int expectedFreeBalance, int expectedPaidBalance) {
+        List<AskChatWalletLog> initialGrantLogs = askChatWalletLogRepository
+                .findAllByUserIdOrderByCreatedAtDesc(userId).stream()
+                .filter(log -> log.getReason() == AskChatWalletLogReason.INITIAL_FREE_GRANT)
+                .toList();
+
+        assertThat(initialGrantLogs).hasSize(1);
+        AskChatWalletLog initialGrantLog = initialGrantLogs.getFirst();
+        assertThat(initialGrantLog.getFreeTurnDelta()).isEqualTo(3);
+        assertThat(initialGrantLog.getPaidTurnDelta()).isZero();
+        assertThat(initialGrantLog.getFreeTurnBalanceAfter()).isEqualTo(expectedFreeBalance);
+        assertThat(initialGrantLog.getPaidTurnBalanceAfter()).isEqualTo(expectedPaidBalance);
+    }
+}