From my experiences it is process oriented and less outcome oriented.
Ultimately there is no way to avoid "when you have it, you know it" and "you will know it, when you have".
A bit of a generalized platitude but scratch the surface and go a bit deeper - in the end it is the only way to authentically decide the art.
However, there will usually be a lot of "wrong" turns and "dead ends" from which you will back up from and redraw your path.
No one ever said it would be effortless. It will take time, effort and persistence and most importantly, an attitude of openness to the process and willingness to listen.
Sometimes you get stuck in a town (convinced that this is the one style, one system that trumps all e.g. baji) and sometimes you need a "road map" (books) and often a "reading" from the GPS (guidance from a wise person, who may not necessarily be in martial arts and/or a board like this from which you can find great insight).
Ultimately you may travel many roads to find your destination and once found, you may travel even more: often, returning to that destination which you find most compatible.
Sometimes, like a favorite vacation spot and sometimes you will have multiple-destinations/vacation spots. It is like enjoying the beach and also enjoying the mountains so you go to one place at one time and the other at another time. Tastes and preferences change over the years. Sometimes you discover new vacation spots.
None of this necessarily implies a mastery of any one system or blending or adding systems into another system. That really requires a great deal of experience and wisdom (that which I or my teacher has never done). However, this journey does require more than a superficial knowledge of a system along with some smarts on knowing when to stay and when to leave (Should I stay or should I go).
I've used the seasons as a marker for my personal training emphasis.
The example I have given from my own experience was learning Liu He Duan Chui in the early 1990s and then forgetting about it and not really liking it.
Learned it again in the late 1990s and forgetting it.
Learning it 3 years ago and feeling amazed as to how it fit and flowed. Almost an automatic/comfortable understanding of its flow and applications (with help from a good teacher).
Engaging in Xing Yi training to bolster the Liu He Duan Chui (5 elements, moving/holding pi posture and Xing Yi Da Qiang training) and using basic baji nei gong training.
Switching to baji training. Switching to bagua training. Using pigua training like pai da and single moving postures.
Using weighted training with double daos and single dao. Done over a seasonal timeframe but not necessarily rigidly adhered to - sometimes its a function of other world work schedules or simply how my body feels at a given time (also peppered with 3 - 4 mile almost daily walks in Cuyahoga Valley National Park - "Forest Bathing" as the Japanese like to refer to it. LOL)
Not caring whether I have "mastered" or "not mastered" a system but rather trying to acquire an adequate understanding of a system's basic training and basic forms and its basic applications.
Not caring if I can climb into a MMA ring or stopping a speeding train or morphing into multiple dimensions - but only knowing that I move comfortably and carefully and can avoid that which I cannot conquer or dominate and knowing, if need be, I can inflict damage when necessary and being smart enough to dial 911 in situations that truly are dangerous (road rage and the potential of someone stepping out of the car with a gun - conceal and carry is a state policy here in Ohio and in this relatively small area of 300,000 there have been a number of murders over road rage).
Knowing that the term "master" is a nonoperational term and what I see as master is someone who simply has information and experience in an area which is unknown or vaguely familiar to me.
Of course that "master" may or may not want to share any of the information. If they share the information, it may be distorted or may have to high a price tag to pay for its acquisition.
Then there is a real need to "triangulate" the information i.e. seeing and assessing it from other sources (Tom Bisio's writings have been unbelievably helpful in so many areas as an example.).
Discovering that there are a lot of bullshit masters/artists out there but yet knowing when not to "throw the baby out with the bath water".
Of course this might all be a function of age - past my prime! LOL
And my primary writing function is to share what I learned and to seek insight from what others have learned, hence, my posting YouKnowWho's writing and listening to the thoughtful insights arising from its discussion - this board is truly a " bao bao"!