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I don't remember which teacher or even which tradition I've heard this from, but I definitely remember some Buddhist teacher specifically advising to focus on "that sheep that fell far behind".
This wasn't about skills per se, he didn't mean we should keep picking up skills like skydiving, motocross, crocheting etc - and other such ones that we are "bad at". Rather in context of cultivating the Buddhist path, he advised us to focus on the most glaring neuroses we have that make us less universally capable in various life situations. Like, if someone is a very adequate person but, say, has awful social phobias (among a dozen other less troublesome weaknesses) - one should focus one practice on the worst or the strongest issue.
I guess the idea is that by focusing on biggest issue one at a time we can discover the deepest attachments/hangups and get the most benefit from uprooting them. Also, prioritizing it like this addresses the issue with bypassing or procrastinating work on one's serious obstacles to Enlightenment, while making seeming progress in less problematic areas of one's life.
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As you have mentioned your personal experience let me share the confusion i once had that left me in the same question you are asking.This is my journey and what i found as the answer. Hope this helps...
There was a time i didn't believed in any religion. I was suffering from a disease and i spent a whole year in a hospital bed. Soon i found myself confused and angry even after regaining my heath and coming back to my home.
This is when i saw the real suffering of the world and understood that what i was in was nothing compared to most of the people. Unfortunately to this day i cant take a look at a beggar and just walk away in the same mindset i walked in with. I hated myself for being alive as i have lost my will to live and i have genuinely done all that i had in my bucket list, the most annoying thing for me was that a bastard like me had a roof over my head and everything i ever wanted while the baby i saw the other day had nothing at all who was living with her mom and little brother on a pavement.
Then i realized that it is not my choice to choose between life and death, i had to accept my fate and just go on with it. I started learning every religion i can get my hands on. And i spent about 5-6 years doing just that. By the time i was a student and had no personal life beside my search for a guidance. To be honest that search is the only thing that kept me from going insane.
After all of those years of searching finally i became a Buddhist because that was the only thing that made any Sense. I had only one measuring tape for all the beliefs that i learned and that was "something that made logical and scientific sense". Buddhism fit right into it and i became a Buddhist from that day on.
Being born to a Buddhist family was enough reason for everyone i knew to question me, They wanted to know why i can't accept what i was born into and just shut up. I had nothing to say as an answer but the feeling that was driving me to some end i did not knew.But i did not have any push from my community or family to go on because sadly back then everyone were "Nominal Buddhists". Looking back i now realize that this driving emotion made me who i am today and kept me from going stray. I now see that if i was born into another religion i would have still ended up as a Buddhist because of my search.
What i see as the solution to your question depending on my experience is people must do what they want to with their lives. Some are born with more compassion,some with more wisdom,some with more shruddha. Each must find their own path, There is no telling what it is. I guess it must be found within.
Personally i think you are more of a wisdom kind of a person so chase that, help others but do not bother walking together on a mutual path. After all of all the couples only "Nakula matha & Nakula pitha" made it through to the end together...
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People are different and have different skills. My partner is for example very good at visualization, she is very patient and also a fabulous cook! But she’s also a bit lazy (her words!). I am impatient, lousy at visualization and not that good at cooking. But I’m very eager.
She has developed her skill though familiarising herself with the art and then practicing regularly. (bhavitha bahulikatha - to further find sutta references with this phase see bhāvito bahulīkato).
Other personal characteristics also she has developed through past exercise in one sense. Also being lazy is associated with sloth and torpor.
What do you people think, is the best practice to cultivate what we’re already good at? Or is it better to work on what we’re not really that good at?
There 4 right efforts.
(Cattaro) Padhana Sutta - The Discourse on the (Four) Exertions
In the Abhi Dhamma we discuss 121 mind states which are either promoted or unpromoted. If if is good volition and we are lazy we should prompt or motivate ourselves to follow through and if it is un prompt then we should not obstruct it. Conversely true of bad volitions.
So what on maintaining what you are good at and also develop in things you are not good at when the actions or motivations behind it is good. Do the opposite when it is not the case.