When you want to distinguish `MyObj??` then you'll have to distinguish the optionality of one piece of code (wherever your `MyObj?` in the list came from) with some other (list find) before "mixing" them. E.g. by first mapping `MyObj?` to `MyObj | NotFoundInMyMap` (or similar polymorphic variant/anonymous sum types) and then putting it in a list. This could be easily optimized away or be a safe no-op cast.

Common sum types allow you to get around this, because they always do this "mapping" intrinsically by their structure/constructors when you use `Either/Maybe/Option` instead of `|`. However, it still doesn't always allow you to distinguish after "mixing" various optionalities - if find for Maps, Lists, etc all return `Option<MyObj>` and you have a bunch of them, you also don't know which of those it came from. This is often what one wants, but if you don't, you will still have to map to another sum type like above. In addition, when you don't care about null/not found, you'll have the dual problem and you will need to flatten nested sum types as the List find would return `Option<Option<MyObj>>` - `flatten`/`flat_map`/similar need to be used regularly and aren't necessary with anonymous sum types that do this implicitly.

Both communicate similar but slightly different intent in the types of an API. Anonymous sum types are great for errors for example to avoid global definitions of all error cases, precisely specify which can happen for a function and accumulate multiple cases without wrapping/mapping/reordering. Sadly, most programming languages do not support both.

> E.g. if you have a list finding function that returns X?, then if you give it a list of MyObject?, you don't know if you found a null element or if you found nothing.

This is a problem with the signature of the function in the first place. If it's:

  template <typename T>
  T* FindObject(ListType<T> items, std::function<bool(const T&)> predicate)

Whether T is MyObject or MyObject?, you're still using nullpointers as a sentinel value;

  MyObject* Result = FindObject(items, predicate);

The solution is for FindObject to return a result type;

  template <typename T>
  Result<T&> FindObject(ListType<T> items, std::function<bool(const T&)> predicate)

where the _result_ is responsible for the return value wrapping. Making this not copy is a more advanced exercise that is bordering on impossible (safely) in C++, but Rust and newer languages have no excuse for it

Different language, but I find this Kotlin RFC proposing union types has a nice canonical example (https://youtrack.jetbrains.com/projects/KT/issues/KT-68296/U...)

    inline fun <T> Sequence<T>.last(predicate: (T) -> Boolean): T {
        var last: T? = null
        var found = false
        for (element in this) {
            if (predicate(element)) {
                last = element
                found = true
            }
        }
        if (!found) throw NoSuchElementException("Sequence contains no element matching the predicate.")
        @Suppress("UNCHECKED_CAST")
        return last as T
    }

A proper option type like Swift's or Rust's cleans up this function nicely.

Your example produces very distinguishable results. e.g. if Array.first finds a nil value it returns Optional<Type?>.some(.none), and if it doesn't find any value it returns Optional<Type?>.none

The two are not equal, and only the second one evaluates to true when compared to a naked nil.

Well, in a language with nullable reference types, you could use something like

  fn find<T>(self: List<T>) -> (T, bool)

to express what you want.

But exactly like Go's error handling via (fake) unnamed tuple, it's very much error-prone (and return value might contain absurd values like `(someInstanceOfT, false)`). So yeah, I also prefer language w/ ADT which solves it via sum-type rather than being stuck with product-type forever.

I like go’s approach on having default value, which for struct is nil. I don’t think I’ve ever cared between null result and no result, as they’re semantically the same thing (what I’m looking for doesn’t exist)