In Episode 105, Billy Donnelly really contemplates the idea of a mid-life crisis when it's reframed as grieving the loss of the life one had envisioned. With that, he looks through the five stages of the grieving process - denial, anger, bargaining, depression and acceptance - and can easily track his progress over a lengthy stretch of time to know where he's stuck and why it's so difficult for him to move onto the next and final step. However, with this new perspective on being unhappy with where his life may be at in certain aspects, it may actually be helping him move much closer to the end of his grief than originally thought.