First, the literal understanding of "sharing weal and woe, sharing wealth is difficult" is:

It is easy to suffer together, but difficult to get rich together.

Second, the specific understanding:

Share weal and woe; Being rich means enjoying a rich and honorable life together.

In times of difficulty or danger, everyone just wants to live together, advance and retreat together and struggle together. No one can live without anyone, and no one wants to leave anyone, so it is easy to share weal and woe. When you live a rich and distinguished life and are pampered, there is naturally nothing to expect. Of course you don't want others to share and bother you, so it's hard to have money.

Third, true friends are "sharing weal and woe", that is, "sharing weal and woe", not "sharing weal and woe".