scala> val str: Function[String, String] = s => if (s.length > 3) s else null
str: java.util.function.Function[String,String] = $$Lambda$1369/859456754@2c668c2a
scala> val num: Function[String, Integer] = s => if (s == null) -1 else s.length
num: java.util.function.Function[String,Integer] = $$Lambda$1376/1887041776@121cf6f4
With Optional, you receive different results depending on whether you call map twice, or combine the functions first:
This is incorrect.
(They decided to disallow null as Optional's value for whatever insane reason.)
It also leads to all sort of weird usability issues: The old "`someMap.get(...)` returned null ... now does that mean the entry doesn't exist, or the entry exists and it is null?"
In fact they are currently working on special hacks to Java 10's Generics, because they realized that important collection classes don't work well with specialization, and even their new Optional can't save them. (Not directly related, but a good example how design mistakes combine and cause even more pain down the road.)