Alexander had one job, one thing that he was supposed to do, and that was be faithful to Eliza. That’s it. He took on five fucking thousand other jobs and did them simultaneously and expertly and possibly in his sleep, and he just couldn’t manage that one damn thing. One job. Alex. One.

But if you think about it, as fran pointed out, Philip was really taking a huge gamble on Alex, right? This whoreson ragamuffin with literally nothing discernible to his name except battlefield prowess and a strange reputation asked for Eliza’s hand, and Philip agreed. He agreed to it. With one condition. That Alex was true. So he gambled big on Hamilton, and he kind of lost. (Obviously not totally, because Hamilton did many great things and did have a legacy as well as buckets and buckets of children and probably half of New England is descended from him, but you get our point. It’s an emotional failure.)

But the person who really gambled on him and lost was Angelica. She saw him, and loved him instantly, and for three very good reasons she stepped aside and trusted him with Eliza, the most important person in her life. She trusted him with her best friend, and honesty the person she most looked up to in the world. She trusted that, in standing aside, Eliza would be happy in his life. She gambled hard on Alexander and lost.

But the outline is kind of in my voice?