I don't think it was a matter of any "First Outpoint", since I would usually deal with or report such matters. No single thing pushed anything over the edge, but was cumulative more so.
1. Incessant Reg Cycles, be they by phone, in person or strung along by stat-chasing upper terminals through the lower ranks.
2. Long work hours to handle debt and course sups continuously running me up to Ethics to find a course schedule, but would not approve CSWs.
2. Too many debts, esp. back taxes which in due time resulted in a bankruptcy. I never spotted at the time that by running through that insolvency cycle I would actually find myself in a position of Fraud, since the situation was engineered by "Planet-Saving" considerations. And yet oddly enough, should I ever return they would route me off to handle that which they are partly responsible for and that which is not remediable short of miracles anyways.
3. Physical back pains brought about sitting in chairs all day long, be it office, course, session and what not.
4. Continuous fallout with terminals who decided/insisted I needed to do this or that.
5. Opportunity to turf the Ex without any further Org interventions. I have had nothing but several good relationships since, and the current one is finally a true keeper. This weed-out process from the limited SCN selections was absolutely essential to enhance the quality of my life. Having cash-strapped Orgs blow them off is simply not an option.
5. Other interests I had abandoned previously dear to me to pursue the bridge. Now I spend more time doing the things I truly enjoy ... without any org enturbulations.
But I have no regrets. If I were to do it again, I'd do it differently and save myself a ton of money and BS. But continuing to feed the SCN financial machinery from this point on would inevitably leave me in my later days of life in poverty. Its not possible to return even if I wanted to. More than likely I'd break the next IAS Monkey's skull and get myself into even more trouble. There came a point where I walked away with my chips on the table and called it a day for at least this lifetime. And I am happy about that, I never look back, no regrets, no agendas with them either. And that is truly being free, along with the valuable knowledge/training/auditing I received.
Of all the things that were wrong, by far more things were right. No regrets.