I must say, I really like the premise of this book: Let's stop trying to "fake fine" around God and one another when we're experiencing deep hurt and struggle. Even before I read this book, God had been drawing my attention more and more to the honesty problem prevalent within many churches and individual Christians' lives. "[W]e want to avoid being seen as weak or in need," says Esther Fleece. And she also points out that somewhere along the line, we bought into the idea that God only wants to hear our strong, "cleaned up" prayers. These are good insights on Fleece's part, ones that I think we really ought to contemplate more seriously.
But as worthwhile as the premise is, this book leaves much to be desired. For one thing, it relies upon a flimsy definition of lament. According to Fleece, anything that involves "expressing honest emotions to God when life is not going as planned" is lament. First of all, this definition doesn't match any of the other definitions of lament that I've seen (these all focus on lament specifically as the expression of deep grief or sorrow). And second of all, the definition slowly but surely expands as the book progresses until lament also ends up being an umbrella term for confession, repentance, forgiveness, and more. Ultimately, by Fleece's own writing, I don't actually think she's calling us to start lamenting about our circumstances. I think she's calling us to be honest about them. While there is some overlap between the two, lament and honesty should not be considered synonyms.
I also disliked how much this book focused on the author's life to the detriment of focusing on Scripture (on a similar note, this book also read a lot more like a psychology book than a Christian one in many places). I walked away from the book having a much better understanding of Fleece's tough backstory than I did of what Scripture has to say about the purpose and place of lament in our lives. Furthermore, when Fleece did shift her focus to Scripture, she handled it very poorly at times. That's not true of the whole book, but it happened enough times so as to be concerning. Here's one example: She uses 1 John 1:6 (NIV)—"If we claim to have fellowship with him and yet walk in the darkness, we lie and do not live out the truth"—to argue the point that we can't have true fellowship with God if we're also covering up our pain, i.e., walking in darkness. Any reasonable reading of 1 John 1 ought to make it clear that walking in darkness refers to walking in sin, not hiding your pain from God. Yikes.
To reiterate: Yes, we need more emotional honesty within Christianity. However, this isn't the book I would recommend reading to see that argument fleshed out in more detail.
(Read for the 2017 Tim Challies Christian Reading Challenge: A book on the ECPA bestseller list)