Sam,
I hold in high esteem people who are happy with their helek, don’t spend time working and spend time learning. I suspect this is not a majority of people, though.
I have less respect to those who are doing hishtadlus but then expect to get something they did not earn, such as using non-Jewish welfare funds, force Israelis to be zevuluns, working as Rebbes when they are not good at that, etc.
Not doing hishtadlus expecting a miracle, like a lottery, also seems suspect. Either you are a tzadik and deserve a miracle, and then this miracle is subtracted from your zechus; or you do’t and then either you will be frustrated and disappointed or become a thief and dishonest person in some way.
Also, our times allow us to escape this shtark trade-off between hard work and learning. There are plenty of jobs where you can be involved in mitzvos, so you are not wasting time. You can go teach torah, open your own school, babysit, open a Chabad house, a kosher restaurant, or be a mashgiach, be a doctor, a lawyer, a social worker, a soldier – each of these jobs involve a lot of good things you can do for Jews and other people.