diff --git a/src/main/java/net/snowflake/client/core/ResultUtil.java b/src/main/java/net/snowflake/client/core/ResultUtil.java
index 6c00f513e..b894f4259 100644
--- a/src/main/java/net/snowflake/client/core/ResultUtil.java
+++ b/src/main/java/net/snowflake/client/core/ResultUtil.java
@@ -251,7 +251,7 @@ public static String getSFTimeAsString(
    * @return boolean in string
    */
   public static String getBooleanAsString(boolean bool) {
-    return bool ? "true" : "false";
+    return bool ? "TRUE" : "FALSE";
   }
 
   /**
diff --git a/src/main/java/net/snowflake/client/core/arrow/BitToBooleanConverter.java b/src/main/java/net/snowflake/client/core/arrow/BitToBooleanConverter.java
index 640ff68ca..2f5a8cf83 100644
--- a/src/main/java/net/snowflake/client/core/arrow/BitToBooleanConverter.java
+++ b/src/main/java/net/snowflake/client/core/arrow/BitToBooleanConverter.java
@@ -58,7 +58,7 @@ public Object toObject(int index) {
 
   @Override
   public String toString(int index) {
-    return isNull(index) ? null : toBoolean(index) ? "true" : "false";
+    return isNull(index) ? null : toBoolean(index) ? "TRUE" : "FALSE";
   }
 
   @Override
diff --git a/src/main/java/net/snowflake/client/core/arrow/tostringhelpers/ArrowStringRepresentationBuilderBase.java b/src/main/java/net/snowflake/client/core/arrow/tostringhelpers/ArrowStringRepresentationBuilderBase.java
index 5b83f4497..cc25bb7e0 100644
--- a/src/main/java/net/snowflake/client/core/arrow/tostringhelpers/ArrowStringRepresentationBuilderBase.java
+++ b/src/main/java/net/snowflake/client/core/arrow/tostringhelpers/ArrowStringRepresentationBuilderBase.java
@@ -6,6 +6,11 @@
 import net.snowflake.client.core.SnowflakeJdbcInternalApi;
 import net.snowflake.client.jdbc.SnowflakeType;
 
+/**
+ * StringBuilder like class to aggregate the string representation of snowflake Native ARROW
+ * structured types as JSON one-liners. Provides some additional snowflake-specific logic in order
+ * to determine whether the value should be quoted or case should be changed.
+ */
 @SnowflakeJdbcInternalApi
 public abstract class ArrowStringRepresentationBuilderBase {
   private final StringJoiner joiner;
@@ -39,6 +44,13 @@ private boolean shouldQuoteValue(SnowflakeType type) {
   }
 
   protected String quoteIfNeeded(String string, SnowflakeType type) {
+    // Turn Boolean string representations lowercase to make the output JSON-compatible
+    // this should be changed on the converter level, but it would be a breaking change thus
+    // for now only structured types will be valid JSONs while in NATIVE ARROW mode
+    if (type == SnowflakeType.BOOLEAN) {
+      string = string.toLowerCase();
+    }
+
     if (shouldQuoteValue(type)) {
       return '"' + string + '"';
     }
diff --git a/src/test/java/net/snowflake/client/core/arrow/BitToBooleanConverterTest.java b/src/test/java/net/snowflake/client/core/arrow/BitToBooleanConverterTest.java
index 1fd65d911..e5091d6fc 100644
--- a/src/test/java/net/snowflake/client/core/arrow/BitToBooleanConverterTest.java
+++ b/src/test/java/net/snowflake/client/core/arrow/BitToBooleanConverterTest.java
@@ -73,7 +73,7 @@ public void testConvertToString() throws SFException {
       } else {
         assertThat(boolVal, is(expectedValues.get(i)));
         assertThat(objectVal, is(expectedValues.get(i)));
-        assertThat(stringVal, is(expectedValues.get(i).toString()));
+        assertThat(stringVal, is(expectedValues.get(i).toString().toUpperCase()));
         if (boolVal) {
           assertThat((byte) 0x1, is(converter.toBytes(i)[0]));
         } else {
diff --git a/src/test/java/net/snowflake/client/core/json/StringConverterTest.java b/src/test/java/net/snowflake/client/core/json/StringConverterTest.java
index 748548966..5fe3dd2cb 100644
--- a/src/test/java/net/snowflake/client/core/json/StringConverterTest.java
+++ b/src/test/java/net/snowflake/client/core/json/StringConverterTest.java
@@ -59,10 +59,10 @@ public void testConvertingString() throws SFException {
 
   @Test
   public void testConvertingBoolean() throws SFException {
-    assertEquals("true", stringConverter.getString(true, Types.BOOLEAN, Types.BOOLEAN, 0));
-    assertEquals("true", stringConverter.getString("true", Types.BOOLEAN, Types.BOOLEAN, 0));
-    assertEquals("false", stringConverter.getString(false, Types.BOOLEAN, Types.BOOLEAN, 0));
-    assertEquals("false", stringConverter.getString("false", Types.BOOLEAN, Types.BOOLEAN, 0));
+    assertEquals("TRUE", stringConverter.getString(true, Types.BOOLEAN, Types.BOOLEAN, 0));
+    assertEquals("TRUE", stringConverter.getString("true", Types.BOOLEAN, Types.BOOLEAN, 0));
+    assertEquals("FALSE", stringConverter.getString(false, Types.BOOLEAN, Types.BOOLEAN, 0));
+    assertEquals("FALSE", stringConverter.getString("false", Types.BOOLEAN, Types.BOOLEAN, 0));
   }
 
   @Test
diff --git a/src/test/java/net/snowflake/client/jdbc/ResultSetJsonVsArrowIT.java b/src/test/java/net/snowflake/client/jdbc/ResultSetJsonVsArrowIT.java
index 0dd8edd47..65cc27242 100644
--- a/src/test/java/net/snowflake/client/jdbc/ResultSetJsonVsArrowIT.java
+++ b/src/test/java/net/snowflake/client/jdbc/ResultSetJsonVsArrowIT.java
@@ -1501,12 +1501,12 @@ public void testBoolean() throws SQLException {
         ResultSet rs = statement.executeQuery("select * from " + table)) {
       assertTrue(rs.next());
       assertTrue(rs.getBoolean(1));
-      assertEquals("true", rs.getString(1));
+      assertEquals("TRUE", rs.getString(1));
       assertTrue(rs.next());
       assertFalse(rs.getBoolean(1));
       assertTrue(rs.next());
       assertFalse(rs.getBoolean(1));
-      assertEquals("false", rs.getString(1));
+      assertEquals("FALSE", rs.getString(1));
       assertFalse(rs.next());
       statement.execute("drop table if exists " + table);
     }
diff --git a/src/test/java/net/snowflake/client/jdbc/ResultSetLatestIT.java b/src/test/java/net/snowflake/client/jdbc/ResultSetLatestIT.java
index 3ad105cea..dc16d5dcf 100644
--- a/src/test/java/net/snowflake/client/jdbc/ResultSetLatestIT.java
+++ b/src/test/java/net/snowflake/client/jdbc/ResultSetLatestIT.java
@@ -1176,7 +1176,7 @@ public void testGetObjectWithType() throws SQLException {
       assertResultValueAndType(statement, Double.valueOf("1.1"), "f", Double.class);
       assertResultValueAndType(statement, Double.valueOf("2.2"), "d", Double.class);
       assertResultValueAndType(statement, BigDecimal.valueOf(3.3), "bd", BigDecimal.class);
-      assertResultValueAndType(statement, "false", "bool", String.class);
+      assertResultValueAndType(statement, "FALSE", "bool", String.class);
       assertResultValueAndType(statement, Boolean.FALSE, "bool", Boolean.class);
       assertResultValueAndType(statement, 0L, "bool", Long.class);
       assertResultValueAsString(
diff --git a/src/test/java/net/snowflake/client/jdbc/structuredtypes/StructuredTypesGetStringArrowJsonCompatibilityIT.java b/src/test/java/net/snowflake/client/jdbc/structuredtypes/StructuredTypesGetStringArrowJsonCompatibilityIT.java
index a4bdb1194..352d2b1a4 100644
--- a/src/test/java/net/snowflake/client/jdbc/structuredtypes/StructuredTypesGetStringArrowJsonCompatibilityIT.java
+++ b/src/test/java/net/snowflake/client/jdbc/structuredtypes/StructuredTypesGetStringArrowJsonCompatibilityIT.java
@@ -84,6 +84,9 @@ public static Collection<Object[]> data() {
     samples.put(
         "select [{'a':'a'}, {'b':'b'}]::array(map(string, string))",
         "[{\"a\":\"a\"}, {\"b\":\"b\"}]");
+    samples.put(
+        "select [{'a':true}, {'b':false}]::array(map(string, boolean))",
+        "[{\"a\":true}, {\"b\":false}]");
     samples.put(
         "select [{'string':'a'}, {'string':'b'}]::array(object(string varchar))",
         "[{\"string\":\"a\"}, {\"string\":\"b\"}]");