Hiya @Former-Member... 
I think what you ask about is spot on... how do we make ourselves 'enough'...
It strikes at the heart of the personal breakthroughs I've had in being able to deal with the moodstorms and thoughtstorms of my particular manifestation of loopy...
Let's explore this together... do you have time?
How do I get through thinking I've done enough and I am enough...
Hahaha... let's see how far down the rabbit hole we go...
Our brains... our thoughts... our concept of self... it all ties together, doesn't it?
Our brains seem to be hardwired to fix problems... there's the problem of survival... ensuring there's enough food, water and shelter to survive... solving this problem, that's what survival is all about...
Since we live in a "civilization", most of our survival problems are fairly trivial... scrounge enough money together to pay the bills and put some food on the table...
But the point is, our brains are conditioned from a very early age to fix problems... it's more than just the survival instinct and all of that important life-and-death stuff...
As babies, we are given toys. Often, because smart people think that it's a good idea, the toys that we are given as babies have some element of dexterity or problem-solving involved... put the round peg in the round hole, match the thing to the other thing, that sort of stuff...
Problems... teaching our brains to solve problems...
Jigsaw puzzles... there's a thousand-piece problem, waiting to be solved... hahaha... and that's what we consider entertainment... breaking up a perfectly good picture into a thousand or more pieces, and then throwing them to the floor or strewing them across the table in a chaotic manner, only to start putting the pieces back together again...
Problems... teaching our brains to solve problems...
Then school starts... oh boy! Here we go! Nothing but problems for our brains to try and solve...
Learning to read... a problem... more of a problem for some than for others...
Mathematics... lots of problems... teaching our brains to solve problems...
The reality is that the world of our thoughts (our thinking brain's domain as voices, words, images, memories) is a very conflicted and scary place...
So many problems to solve... hahaha... and when there aren't enough problems to solve, to make ourselves feel better about things and feel more in control, we make problems up out of thin air...
Our thoughts, so adept at manufacturing worry, hurt, fear, anger and a bunch of other lesser helpful emotions... all out of thin air, for what is thought other than out of thin air?
An idea is not tangible, but the things that we say and do when we are driven by that idea, well... that stuff can move mountains in the tangible world of the Really Real...
So, to recap - we have a naturally problem-seeking mind... we feel great when we solve a puzzle or arrive at a solution...
Sudoku, crosswords, the weekly quiz...
Problems... teaching our brains to solve problems...
And how does our brain solve problems?
It looks at the problem. It measures the problem. It pokes and prods the problem. It makes value judgements about different scenarios, even about how severe the problem is. It analyses the problem further...
Driven by this desire to be free of a problem, we seek to change something, to transition from whatever state of existence we are in (where there is a problem) to a state of existence where the problem is gone or lessened...
It doesn't matter if it is an internal problem within our own world of our "Self", or if it is an external problem... the process that we follow is nearly always the same... analyse, measure, reason, measure again, and eventually arrive at the best possible solution to the problem...
Often, the solution to the problem brings more problems...
And that's just what our brains love, because solving problems is what it's all about... hahaha...
I have analysed myself for years... self-awareness, self-evolution, growth, regression, pick myself up, dust myself off, regrowth, reshape, respond...
Each traumatic life event or drama, looked at as a problem to be fixed, because it is obviously those things that have led me to be in this current state I am in... conflicted, afraid, hurting, angry, [insert your own particular flavour of negative emotional state here...]...
So, I go to see a therapist for a while... we talk about a bunch of stuff... uncover a bunch of other stuff... maybe get an insight into further problems...
Problems... teaching our brains to solve problems...
But wait...
What if I just said "Stop"? I'm going to challenge this "I'm broken and I need to be fixed" fixation that I have... I'm going to stop measuring and analysing and poking and prodding and finding problems that may or may not be real...
I'm going to accept what is... quietly, without any effort of will or intellect, I will observe what is...
Now, I have moved beyond the need to accept things... that is a wonderful step in our meditative journeys... I don't need to accept things, because I have no choice... that which is is that which is... the world doesn't care if I accept it or not...
I put down my measuring tools...
All of those analytical tools...
All of the voices of my thoughts, nagging at me, trying to make me feel guilty, just manufacturing problems out of thin air...