diff --git a/jOOQ/src/main/java/org/jooq/impl/AbstractDataType.java b/jOOQ/src/main/java/org/jooq/impl/AbstractDataType.java
index 5e70f9bc8e..9b88e33da2 100644
--- a/jOOQ/src/main/java/org/jooq/impl/AbstractDataType.java
+++ b/jOOQ/src/main/java/org/jooq/impl/AbstractDataType.java
@@ -842,6 +842,13 @@ implements
         return convert(object, converterContext());
     }
 
+    static final <T> T convert0(DataType<T> type, Object object, ConverterContext cc) {
+        if (type instanceof AbstractDataType<T> t)
+            return t.convert(object, cc);
+        else
+            return type.convert(object);
+    }
+
     /* non-final */ T convert(Object object, ConverterContext cc) {
 
         // [#1441] Avoid unneeded type conversions to improve performance
diff --git a/jOOQ/src/main/java/org/jooq/impl/ConvertedDataType.java b/jOOQ/src/main/java/org/jooq/impl/ConvertedDataType.java
index 67fdd222f1..6e646f036d 100644
--- a/jOOQ/src/main/java/org/jooq/impl/ConvertedDataType.java
+++ b/jOOQ/src/main/java/org/jooq/impl/ConvertedDataType.java
@@ -316,8 +316,9 @@ final class ConvertedDataType<T, U> extends AbstractDataTypeX<U> {
             return (U) object;
 
         // [#3200] Try to convert arbitrary objects to T
+        // [#16013] [#17428] Avoid repeated conversion in case of chained converters
         else
-            return ((ContextConverter<T, U>) getConverter()).from(delegate.convert(object, cc), cc);
+            return ((ContextConverter<T, U>) getConverter()).from((T) convert0(delegate(delegate), object, cc), cc);
     }
 
     @Override