Partially interesting book that fails to live up to its title and is flawed in its presentation.
There is very little in this book about Larry David. The author spends a half hour with David on a car ride, and otherwise just runs into him a few random times on Martha's Vineyard without any real conversation. Dolman claims to have never seen an episode of Curb Your Enthusiams or Seinfeld (not even a couple minutes, which is hard to believe since his parents are addicted to it and he lives with them) and shockingly claims to not even recognize Jerry Seinfeld on the TV when he sees them watching. But he does recognize everyday schlub Larry David, who stops to pick him up hitchhiking?
Some of this is implausible and comes across as a fictionalized memoir. There are a lot of coincidences and things that happen in what appear to be a compressed time period for storytelling purposes. Namely, take much of it with a grain of salt.
Dolman is a well-off guy who in his 40s decides he's tired of the rat race, shuts down his business to search for the meaning of life, after a breakup with the love of his life goes to mooch off his well-off parents on the island (they also have a place in Florida) and he meets all sorts of rich and famous people. Dolman tries to preach messages about providential meetings and the meaning of life but has such a vague handle on spirituality that there's no real conclusion or point to the book.
There is not a consistent narrative and passages are mixed in that involve either his past or his longtime love named Miracle. The book devolves into childhood memories combined with a quasi-love story. The problem is the writer fails to end many of his stories nor gives enough details to make sense of some, mixes up chronology, introduces characters that are not fully formed, and ultimately tries to make himself look like a Messiah walking the roads with his thumb out, bringing peace through spiritual questions asked of billionaires with private beaches that pick up hitchhikers. Like I said, it lacks credulity.
In the hands of a better writer this could have worked. But Dolman even wrecks the ending of the book, refusing to give details of the aftermath of leaving the island in love with his former girlfriend and using only one sentence to allude to his returning the next year to finally have lunch with Larry David on the island. Huh? Why are details of that not in the book and why no true conclusion of what he learned from the comedy writer?
Are there some good points made? Yes, three or four times you're made to think about life or relationships. When people drive you crazy and you want to blow your stack, simply respond, "Is that so?" Your insecurities can sabotage your relationships and become self-fulfilling. When meeting famous rich people never ask anything of them and they will take you under their wing. Then there's one that he doesn't mention but is obvious--don't expect your elderly parents to be the way they were when younger nor try to be spontaneous with those that want daily structure.
There are also some unnecessary asides supporting leftist politics. I get that Martha's Vineyard is full of liberals and Democrats with serious problems like trespassers on private beaches, hiring illegal alien staff to clean the mansions (yes, Phil Donahue is in the book and Dolman gives him huge praise, ignoring the man's total misdeeds), or the rising costs of private jet fuel. But instead of admiring these hypocrites why doesn't Dolman call them on their attempt to use the government (and taxpayers' money) to push the progressive agenda instead of solving the issues with their own big bucks?
While he seems thrilled with generous left-wingers he doesn't know, there is too much negativity involving his penny-pinching parents, mixed with his own self-promotion as being a lovable mooching drifter. I ended up seeing him as being a real loser who claimed to befriend strangers because he takes nothing personally, yet he takes virtually everything personally when it comes to his girlfriend and his aging, tired parents. I wish he treated those close to him as well as he did the rich strangers he encountered on Martha's Vineyard. Even grouchy jerk Larry David gets unnecessary praise while Dolman's father (with a similar personality) gets nothing but criticism.
It's not ironic that the only time he says anything nice about his dad is when his father accidentally picks the author up while hitchhiking. Maybe the real lesson that needs to be learned is to treat family members that you mooch off of better than you treat rich strangers that you mooch off of. But I guess "Hitchhiking with My Father" or "Mooching Off My Parents" wouldn't have been as interesting of a title to publishers.