diff --git a/jOOQ/src/main/java/org/jooq/impl/JSONEntryImpl.java b/jOOQ/src/main/java/org/jooq/impl/JSONEntryImpl.java
index 98c79519be..f30fc7c941 100644
--- a/jOOQ/src/main/java/org/jooq/impl/JSONEntryImpl.java
+++ b/jOOQ/src/main/java/org/jooq/impl/JSONEntryImpl.java
@@ -46,6 +46,7 @@ import static org.jooq.impl.Keywords.K_JSON;
 import static org.jooq.impl.Keywords.K_KEY;
 import static org.jooq.impl.Keywords.K_VALUE;
 import static org.jooq.impl.SQLDataType.VARCHAR;
+import static org.jooq.impl.Tools.inlined;
 
 import java.util.UUID;
 
@@ -129,7 +130,7 @@ final class JSONEntryImpl<T> extends AbstractQueryPart implements JSONEntry<T>,
             case MARIADB:
             case MYSQL:
             case POSTGRES:
-                ctx.visit(key).sql(", ").visit(value);
+                ctx.visit(key).sql(", ").visit(jsonCast(ctx, value));
                 break;
 
             default:
@@ -159,6 +160,10 @@ final class JSONEntryImpl<T> extends AbstractQueryPart implements JSONEntry<T>,
 
                 break;
 
+            // [#11025] These don't have boolean support outside of JSON
+            case MYSQL:
+                if (type.getType() == Boolean.class)
+                    return inlined(field);
 
 
 
diff --git a/jOOQ/src/main/java/org/jooq/impl/JSONValue.java b/jOOQ/src/main/java/org/jooq/impl/JSONValue.java
index 21aa55cb21..9295363e42 100644
--- a/jOOQ/src/main/java/org/jooq/impl/JSONValue.java
+++ b/jOOQ/src/main/java/org/jooq/impl/JSONValue.java
@@ -50,6 +50,7 @@ import static org.jooq.impl.Names.N_JSON_EXTRACT;
 import static org.jooq.impl.Names.N_JSON_VALUE;
 import static org.jooq.impl.SQLDataType.JSONB;
 import static org.jooq.impl.Tools.castIfNeeded;
+import static org.jooq.impl.Tools.inlined;
 
 import java.util.Set;
 
diff --git a/jOOQ/src/main/java/org/jooq/impl/PositionalWindowFunction.java b/jOOQ/src/main/java/org/jooq/impl/PositionalWindowFunction.java
index 324a56224c..47905955d9 100644
--- a/jOOQ/src/main/java/org/jooq/impl/PositionalWindowFunction.java
+++ b/jOOQ/src/main/java/org/jooq/impl/PositionalWindowFunction.java
@@ -38,6 +38,7 @@
 package org.jooq.impl;
 
 import static org.jooq.impl.Keywords.K_COALESCE;
+import static org.jooq.impl.Tools.inlined;
 
 import org.jooq.Context;
 import org.jooq.Field;
diff --git a/jOOQ/src/main/java/org/jooq/impl/SQLInline.java b/jOOQ/src/main/java/org/jooq/impl/SQLInline.java
deleted file mode 100644
index c09c8a83b1..0000000000
--- a/jOOQ/src/main/java/org/jooq/impl/SQLInline.java
+++ /dev/null
@@ -1,80 +0,0 @@
-/*
- * Licensed under the Apache License, Version 2.0 (the "License");
- * you may not use this file except in compliance with the License.
- * You may obtain a copy of the License at
- *
- *  http://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- *
- * Other licenses:
- * -----------------------------------------------------------------------------
- * Commercial licenses for this work are available. These replace the above
- * ASL 2.0 and offer limited warranties, support, maintenance, and commercial
- * database integrations.
- *
- * For more information, please visit: http://www.jooq.org/licenses
- *
- *
- *
- *
- *
- *
- *
- *
- *
- *
- *
- *
- *
- *
- *
- *
- */
-package org.jooq.impl;
-
-import static org.jooq.conf.ParamType.INLINED;
-
-import org.jooq.Context;
-import org.jooq.QueryPart;
-import org.jooq.SQL;
-import org.jooq.conf.ParamType;
-
-/**
- * @author Lukas Eder
- */
-final class SQLInline extends AbstractQueryPart implements SQL {
-
-    /**
-     * Generated UID
-     */
-    private static final long serialVersionUID = 5352233054249655126L;
-
-    private QueryPart sql;
-
-    SQLInline(QueryPart part) {
-        this.sql = part;
-    }
-
-    SQLInline(SQL sql) {
-        this.sql = sql;
-    }
-
-    @Override
-    public final void accept(Context<?> ctx) {
-        ParamType paramType = ctx.paramType();
-
-        ctx.paramType(INLINED)
-           .visit(sql)
-           .paramType(paramType);
-    }
-
-    @Override
-    public String toString() {
-        return sql.toString();
-    }
-}
diff --git a/jOOQ/src/main/java/org/jooq/impl/Tools.java b/jOOQ/src/main/java/org/jooq/impl/Tools.java
index 8987fe9a6a..d424e4791e 100644
--- a/jOOQ/src/main/java/org/jooq/impl/Tools.java
+++ b/jOOQ/src/main/java/org/jooq/impl/Tools.java
@@ -276,6 +276,7 @@ import org.jooq.UDTRecord;
 import org.jooq.UpdatableRecord;
 import org.jooq.XML;
 import org.jooq.conf.BackslashEscaping;
+import org.jooq.conf.ParamType;
 import org.jooq.conf.ParseNameCase;
 import org.jooq.conf.RenderDefaultNullability;
 import org.jooq.conf.Settings;
@@ -1960,6 +1961,20 @@ final class Tools {
         return result;
     }
 
+    @SuppressWarnings("serial")
+    static final <T> Field<T> inlined(final Field<T> field) {
+        return new CustomField<T>(field.getQualifiedName(), field.getDataType()) {
+            @Override
+            public void accept(Context<?> ctx) {
+                ParamType previous = ctx.paramType();
+
+                ctx.paramType(INLINED);
+                ctx.visit(field);
+                ctx.paramType(previous);
+            }
+        };
+    }
+
     static final IllegalArgumentException indexFail(Row row, Field<?> field) {
         return new IllegalArgumentException("Field (" + field + ") is not contained in Row " + row);
     }
diff --git a/jOOQ/src/main/java/org/jooq/impl/XMLTable.java b/jOOQ/src/main/java/org/jooq/impl/XMLTable.java
index bd20f34671..c41e8a1663 100644
--- a/jOOQ/src/main/java/org/jooq/impl/XMLTable.java
+++ b/jOOQ/src/main/java/org/jooq/impl/XMLTable.java
@@ -56,6 +56,7 @@ import static org.jooq.impl.Keywords.K_VALUE;
 import static org.jooq.impl.Keywords.K_XMLTABLE;
 import static org.jooq.impl.Names.N_XMLTABLE;
 import static org.jooq.impl.SQLDataType.XML;
+import static org.jooq.impl.Tools.inlined;
 import static org.jooq.impl.Tools.visitSubquery;
 import static org.jooq.impl.XMLPassingMechanism.BY_REF;
 import static org.jooq.impl.XMLPassingMechanism.BY_VALUE;