I have some doubts about this example. Ideas have consequences, so this example suggests that you believe that decent Buddhist, definitely above the average Buddhist (not many Buddhist are likely to become ariyas) would support himself with wrong livelihood.
But how one so insensitive to suffering of others, and who disregards Lord Buddha’s prohibition could attain noble vision? I don’t say it is impossible, nevertheless perhaps you should exemplify your idea in other ways. For example: sotapati would likely have negative influence on one’s wordly success and diminish one’s desire to earn money 
You can investigate the book Collision with Infinity. The author had definitely kind of anatta experience, but it wasn’t induced by spiritual practice, and so it caused kind of confusion.
Here is some exchange about the nature of this experience, perhaps it would be a good introduction 
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This book is not about pathological ‘depersonalization’. That is the beginning of the book and even Ms. Siegel says it was not pathological and it was not about ‘depersonalization’. It is quite clearly about the process of enlightenment and the truth of knowing that everything and everyone is you and you are everyone and everything. The ecstasy and the joy of it. Perhaps you didn’t read the last few chapters?
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Just because tumours can cause altered states doesn’t mean that was what was happening to her. In addition, the first part of the process of enlightenment happened 12 years before she came down with a brain tumor.
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You are a bombastic idiot,
Answer
Dear Madam!
I think my fault is that I did not make clear what I mean using word depersonalisation. In the Dhamma and Nisargadatta’s [NM] teaching it means highest enlightenment or awakening. Nibbāna is cessation of the person.
[NM: You, as the person, imagine that the Guru is interested in you as a person. Not at all. To him you are a nuisance and a hindrance to be done away with. He actually aims at your elimination as a factor in consciousness. … Liberation is never of the person, it is always from the person.]
Enlightenment can be stated as a discovery of what one truly is, but since it is a timeless and eternal reality, imagining oneself to be a person so-and-so, is already step into darkness (at least according to the Buddha and NM).
I hope I made this point more clear: on spiritual level there is nothing pathological in depersonalisation, contrary, the existence of the person is pathological.
Another point, total enlightenment -cessation of a concept “I am”* - happens very rarely all at once, and there are gradual stages of awakening
*[ NM Immortality is freedom from the feeling: ‘I am’. Yet it is not extinction. On the contrary, it is a state infinitely more real, aware and happy than you can possibly think of. Only self-consciousness is no more.]
Before such realisation one must first abandon any positive self-identifiication “I am this or that”. In practical terms it means the attitude of detached observer where only “I am” is present, but no personal self-identifiication. This is already a certain stage of awakening, and I do grant her such attainment. I suppose this is the state of Eckhart Tolle, his teaching is quite good, but he emphasis only pure being - “I am”.
What I indeed deny is that the author attained the final realisation, and I base my judgement on the fact that such state is totally without fear and any mental confusion.
[Q: How shall I recognise this state when I reach it?
NM: There will be no fear.]
As I understood, you totally reject idea that brain tumour had anything in common with her enlightenment. Of course there is such possibility, I simply do not know. I try to do my judgement according my present understanding of things as they are, and since my understanding is not perfect you may be right I I may be wrong.
However as I understand things: enlightenment is the result of very intense practice or very rarely - like in the case of Eckhart Tolle - tremendous personal suffering. Since it was not so in her case, I believe there was connection between her brain problem and her experience of vastness.
What I am not sure: was her experience only initiated by the brain tumour, in the case it survived the death of the body, or it was just temporal experience totally determined by the state of neurological system.
Much of human misunderstandings comes from the fact that people use the same words, but prescribe to them different meanings. I hope that at least I clarified the meaning of “depersonalisation”, in spiritual tradition to which I belong.
May You be well and happy
PS
In my spiritual tradition harsh speech is a serious obstacle to enlightenment, but since you seem to believe in kind of spontaneous enlightenment which doesn’t depend on how we act, you do not try to restrain your own speech. No doubt there is a consistency between your views and your practice 