in order to become a jounin u must be very skilled in battle since there is no level system. u must master ninjutsu, taijutsu and genjutsu. u will also unlock ur second chakra nature when u become jounin. so technically yes. but if the genin have a battle plan and ambush him(maybe they have trained a bit with each other if they r smart), and manage to overpower him the jounin will be finished. hope it explains something for u.

its a mix of my own thoughts and some actual stuff vreg said, tho i see now its really not clear

I do think it would be cool that there should be quests which a technically assigned to kill other players to gain skill or something. .as a reward for the quests. that as soon as other players are assigned a mission, then technically will another group or player be assigned to plot or kill them as their mission. there can be that they can over take the quest at hand and complete it themselves. gaining skill for killing them and finishing their assassination quest or somethin. it would be coo though there will be a lot of skill  to gain but im sure the game will distribute skill accordingly.

u always post things about quests, but i dont think its that easy to program a quest to appear whenever that event occurs. and who will give the reward? the reward is always given by the one who requested the mission. but i think that "quest" is only given to one by the kage. which means there cant really be money-reward.

I've had some questions myself about Chakra and Health for the player. Do we just press a button to regain Chakra? Also, as we become more skilled will we get more Chakra and Health than the average player?

For chakra system i say like this : its a pretty big pool but regenerates hard and there wont be  chackra pots at all only chackra transfer from player to another or jutsus that absorb chackra,there could be like conserving chakra mode that works like this : if you dont use any chackra consuming things like water walk ,jutsus etc  you  go into a state of faster chakra regeneration,however any chakra related actions will cancel the effect for x seconds .and with the clans im thinking like the clan that is similar to senju could have increased stamina(health and can run more without tiring),a bigger chakra pool and if the system is that some lucky players get kekkei genkai the first "senju" chosen to have the things above can use wood style but that cant be passed since only hashirama used wood style. ,for uzumaki like clan just a slightly bigger pool than "senju" and are good with sealing tehniques

And the health should be very high,like when you start you have 700 health and A rank jutsu do like 500-800 damage  so that you dont die immediatly in battle after and for the death penalty i think perma death is to cruel:what about losing all you got on you but if you learned an ability(assuming you have to click something to learn not just know the handseal) you keep the ability to do it but you lose the scroll with how to do the jutsu and you keep your stats

FAQs will answer majority of your questions. Search keywords to find pre-existing threads as to not repeat threads ^^