user11674: When exactly is it worth considering to ordain as a monk?
Is it something that happens automatically during the path, that is, (a) special experience(s) or insight into the three characteristics?
Is strong uncomfort experienced when living the monastic life?
Thanks

user8157: The Pali suttas have the following stock phrase about the best time being when you become dispassionate in continuing the lay life:

Now, there is the case where a Tathāgata appears in the world, worthy and rightly self-awakened. He teaches the Dhamma admirable in its
  beginning, admirable in its middle, admirable in its end. He proclaims
  the holy life both in its particulars and in its essence, entirely
  perfect, surpassingly pure.
He [the person discussed above], hearing the Dhamma, gains conviction in the Tathāgata and reflects: 'Household life is confining, a dusty
  path. Life gone forth is the open air. It isn't easy, living at
  home, to practice the holy life totally perfect, totally pure, a
  polished shell. What if I, having shaved off my hair & beard and
  putting on the ochre robe, were to go forth from the household life
  into homelessness?'
So after some time he abandons his mass of wealth, large or small; leaves his circle of relatives, large or small; shaves off his hair
  and beard, puts on the ochre robes, and goes forth from the household
  life into homelessness.
MN 38

Some men still delight in sex but become monks because they think jhana will give them a better type of orgasmic pleasure. It is doubtful these men can succeed. 

user111: When you become dispassionate in continuing the lay life or when you get enough confidence that you can successfully fend off the temptations of lay life, it is worth considering ordination. I would suggest staying in a monastery or a meditation center first, continuously for about 6 months while keeping to the 8 precepts to see if you can handle it well.

11674: <p>When exactly is it worth considering to ordain as a monk?
Is it something that happens automatically during the path, that is, (a) special experience(s) or insight into the three characteristics?</p>

<p>Is strong uncomfort experienced when living the monastic life?</p>

<p>Thanks</p>
 8157: <p>The Pali suttas have the following stock phrase about the best time being when you become dispassionate in continuing the lay life:</p>

<blockquote>
  <p><em>Now, there is the case where a Tathāgata appears in the world, worthy and rightly self-awakened. He teaches the Dhamma admirable in its
  beginning, admirable in its middle, admirable in its end. He proclaims
  the holy life both in its particulars and in its essence, entirely
  perfect, surpassingly pure.</em></p>
  
  <p><em>He [the person discussed above], hearing the Dhamma, gains conviction in the Tathāgata and reflects: '<strong>Household life is confining, a dusty
  path</strong>. Life gone forth is the open air. It isn't easy, living at
  home, to practice the holy life totally perfect, totally pure, a
  polished shell. What if I, having shaved off my hair &amp; beard and
  putting on the ochre robe, were to go forth from the household life
  into homelessness?'</em></p>
  
  <p><em>So after some time he abandons his mass of wealth, large or small; leaves his circle of relatives, large or small; shaves off his hair
  and beard, puts on the ochre robes, and goes forth from the household
  life into homelessness.</em></p>
  
  <p><em>MN 38</em></p>
</blockquote>

<p>Some men still delight in sex but become monks because they think jhana will give them a better type of orgasmic pleasure. It is doubtful these men can succeed. </p>
 111: <p>When you become dispassionate in continuing the lay life or when you get enough confidence that you can successfully fend off the temptations of lay life, it is worth considering ordination. I would suggest staying in a monastery or a meditation center first, continuously for about 6 months while keeping to the 8 precepts to see if you can handle it well.</p>
