Doflamingo wankers are crazy
Why do you think Doflamingo threatned fodder like Bellamy and made him attack Luffy? And even innocent people? He took advantage from everything he got, he was smart.
In a fair 1vs1 he goes down easier than Jack, its all about knowing his Devil Fruit, thats why its tricky. He healed himself for the whole arc, even then got stalemated by base Luffy, only managed to do something when Luffy had no haki. Law needed to counter an Admiral and Doflamingo at once for a considerable time. Again, knowing his powers is the key. Its not like Katakuri, where you may know his CoO, but if you're not fast enough you can't counter it