Eleanor: When Mrs. Scott — when your father told me that you and your mother had died...[it] affected me a great deal. Must’ve been hard...to live hidden away for so long.
Madi: It was hard to be away from him. The rest of it...a mama that did the best she could with the rest of it.
Eleanor: She must’ve done well. I found myself thinking about it. Of walking away from Nassau, from England, from civilization...one can be happy that way, can’t they? A life of isolation, uncertainty, as long as it is lived with someone you love...and who loves you back? It is possible isn’t it?
Madi: It is.

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Black Sails Season 4 Episode 6: "XXXIV"
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Black Sails Season 4 Episode 6 Quotes

Eleanor: ...I am leaving. And as my collateral to ensure that this deal is consummated, he’ll be coming with me to the fort.
Capt. Jack Rackham: This deal? As in the one in which you walk away with all my money? It seems the only means I have in registering any meaningful disapproval of this deal at this point is to kill one or the both of you.

Eleanor: You trust him? Flint? Cast your lot with him?
Madi: What does it matter to you?
Eleanor: Before this war began, before everyone’s roles changed, your father mistrusted Flint as much as anyone in Nassau did. I assume you were in some contact with him all that time...and I’m surprised his feelings didn’t influence you.
Madi: You were my sister. There is very little I remember from when I was young, but I remember this — you were older, you were beautiful. I revered you. When you were told that my mother and I were dead, I have to believe that it affected you. You had just lost your mother. But if things were as I remember, my mother and I were your family, too. And yet, through all the years thereafter that my father cared for you, counseled you, labored for you, he never told you that we were alive. It would have been so easy to lessen your suffering by divulging the secret...and yet he never did. Have you yet asked yourself why that is? My father didn’t mistrust Flint. My father mistrusted all of you.