When I first heard of "When I Was Cool", I thought, Great, yet another person cashing in on the Beats. But I finally picked it up for some of the same reasons Kashner went to Naropa -- I'm still interested in the Beats, if (like Kashner) no longer quite entranced.
"When I Was Cool" is funny, full of heart and candor and (somehow) not at all pretentious (no one who admits Corso scared him enough in a backwoods cabin to make him cry and run fleeing back down to Boulder could be too concerned with trying to make himself look good -- not even ironically).
Other reviewers have complained among other things about "obscure literary references." There are none. The closest we come is when Kashner himself admits to dropping one to impress Burroughs and Ginsberg -- and the point of his story seemed to have been precisely how sort of pathetic it was that he'd do such a thing. Another reviewer, complaining of inaccuracies, wrote "*Jim Carroll's "People Who Died" isn't about his friends who died of heroin overdoses, it's about friends who died in a variety of ways", which is pretty much exactly what Kashner had written in the first place: ". . . 'People Who Died,' a necrology of all the friends Carroll had lost, SOME to heroin" (my emphasis) [pg. 138]. And to the reviewer who suspiciously wondered how Kashner could've possibly remembered whole conversations from so long ago: he was an aspiring writer living among his gods, which is to say you know he wrote EVERYTHING down.
One thing that Kashner did get wrong, however, was referring to Chogyam Trungpa Rinpoche as "the leader of the Kagyu lineage of Tibetan Buddhism" (pg. 53). Trungpa wasn't the head of Kagyu, and it's kind of a big deal to say so.