When I first saw the title of this episode, "Whenever You're Ready" I found it very off-putting. I thought I did not want to watch an episode of the different characters deciding they were ready. However in terms of the actual execution of the episode I was actually very happy with the way things played out. It did not feel to me in any way that Jason, Chidi, and Eleanor decided "why not!" Jason wasn't simply bored with everything. Since we saw his big "sporting" triumph and Donkey Doug proud of him it felt more like closure (for want of better word). Tahani, too, had healed her relationship with her family and accomplished everything she had set out to do in this phase of her existence. I did love the fact that she took a different path.
I was basically weeping (but in a good way) from the point where Jason knew he was ready to go. And although I thought I dreaded the idea of Chidi and Eleanor deciding to go through the final door, the way William Jackson Harper showed Chidi's feelings about how he was done even though he didn't want to hurt Eleanor made it worth it. And I liked that they dealt with the pain of people who love each other going at different times.
I was so glad that Kristen chose to toast Will in the wrap-up discussion. "Spontaneity and consistency."