It seems you see a contradiction or ends of a spectrum where none exists. Try this.
1. Risk is inevitable, accept it.
2. Since risk is inevitable, try to allow for it.
They are not contradictory statements brooklynguy and they are not opposite ends of a spectrum. Where the paralysis by analysis comes in is when someone sees risk and doesn't want to make a move until they can eliminate it. I'm not suggesting that there is a way to eliminate RISK (Really, I Should've Known). I am suggesting you can accept it and try to manage and/or mitigate risk. But you cannot do that if your plan is to live on or near 100% of your income.
If someone says they can live on $10k a year or whatever and then RE when they have $10k of passive income, I call that bad planning. It allows nothing for those unknowns that WILL happen in years to come. I think the real life example I gave shows the problem of doing that.
"When the recession hit in 08/09, a great many people who had recently retired and 'calculated' based on a given return on their stock investments, an ROI of whatever, suddenly saw their income drop considerably. Their expenses started exceeding their income and many had to go back to work. It isn't hard to find examples of just that on some forums. Usually, complaining about the stock performance and how unfair life is instead of complaining about their own mistake of living on too close to their projected income and not allowing enough of a cushion to see them through real ups and downs."
You can bet your bottom dollar that some of those people who were smart enough to look at what really happened to them and not try blaming others, were sitting there saying, 'Really, I Should've Known.' They should've known that planning on an average ROI of 4% is fine only as long as nothing outside of average happens. But over a longer period of time it is almost inevitable that someone WILL go outside of average. For many of those caught in the recession it happened within a few years of their having retired. But think what it meant to those farther down the road. Those who were 10-15+ years into their retirement. They couldn't just easily go back to work.
You may call it being 'extremely conservative'. I call it being a realist. But I think the real problem with hearing it is it does not appeal to you (or many others I'm sure). Yes, you will need to accumulate more. It's much more welcome to hear, yes I can live on $10 and can quit when I get to that point rather than need to get to $15k. But it doesn't do any good to say, 'I don't like hearing I need to work longer so I will not listen to any suggestion that I might need to.' That to me is just burying your head in the sand.
All I can tell you brooklynguy is that I FIREd 26 years ago and as I have said, there is no way I could have predicted or possibly even have imagined the changes that have occurred to me during that time. Some changes were under my control (I got married) and others were not (the recession). None of the changes resulted in my HAVING to go back to work though brooklynguy.
I have no problem with someone deciding voluntarily to supplement income after RE. I've done that several times. But HAVING to go back to work is another story. If you RE at 30 or 40 and hit a bump in the road at 45 which means you have to go back to work, it's quite feasible to do so. Try hitting that bump in the road after 26 years and at age 69. Just what kind of job do you think I might find?
There is a saying, 'you can't see there, from here.' People look at things from where they are now, they can't see things from 'there' until they get there. Suppose you retire at 40 and are diagnosed with MS at 45. You may not be able to ride a bicycle anymore (typical transportation espoused here) but can drive a car for quite a few years depending on remissions etc. associated with MS. Where's the money coming from to buy the car if you planned on $10k a year? You sure as heck aren't going to be able to say, 'oh well, I'll just have to go back to work.' I have an acquaintance in exactly that position right now. He has very limited income, can't work and as a result life is becoming pretty miserable for him. He sure as heck couldn't see what was coming when he was 40.
You cannot eliminate risk but you can plan to manage/mitigate it. If you can live on $10k for actual expenses + discretionary spending, aim for $15k and that gives you a good chance of going the distance happily. That's my point to you brooklynguy. I actually find it crazy for anyone to think that if they plan for a 4% ROI today that it will work just fine for the next 30-40-50 years. There is no way they can KNOW that and I would almost say you can count on it not working at some point.
My original point to fence sitters was, don't sit on the fence trying to eliminate risk, it's never gonna happen. So accept it and plan accordingly.
Sometimes I think people in forums on retirement see the goal as 'getting out'. That is, having enough to FIRE financially. That to me is not the goal, it is the means to the goal. The goal is to live the rest of my life HAPPILY without having to work. That's true financial independence, it's not a temporary thing I aimed for. It's not enough to get out, you have to be able to stay out.