Lightbrite –
1. I don’t think there are too many jobs that present conflicts with practicing Yiddishkeit.
2. Even if there are some jobs like that, there are enough non-Jews and not-yet-observant and not-so- observant Jews (unfortunately) that there is no reason for someone who wants to be fully observant to feel that they must perform those particular jobs.
3. When all of Am Yisrael does Teshuva, B’Ezras Hashem soon, and there are no longer any not-Frum Jews in Israel then: A) We will probably still have enough goyim in Israel to perform those jobs, and B) Once everyone is Frum, there probably won’t be any conflicts anymore. The only reason there would be a conflict is if the employers and other workers aren’t religious and therefore create conflicts.
4. As far as I know, the Rabbanim don’t tell the chilonim not to go to the army. The main reason the army is a problem is because it’s a bad environment because the people running it and most of the people there aren’t Frum, so it’s a bad environment for Frum people. But the chilonim are already not Frum so it’s not a bad environment for them. Of course, we would love for them to become Frum, but as long as they are not, it’s not a problem for them to be in the army per se’.
5. The ideal of course is for all of Am Yisrael to do teshuva. I’m not sure what you are asking when you distinguish between the Chilonim and Klal Yisrael? The Chilonim are part of (actually the biggest part of) Am Yisrael! Who do you mean by “Klal Yisrael”? The Frum people?