Recently, I've been looking into re-staking and shared security again.

It feels like these things are most easily "interest stacking," and in the process, the risks are also stacked…
To put it simply, you think you're earning a few extra layers of interest, but actually you're packaging and selling the same underlying security multiple times.
Any link in the chain (validator operations, contracts, penalty rules) going wrong could cause everything to take a hit.
Airdrop season has everyone doing tasks daily to earn points, platforms are still anti-witching, and the "farming" crowd is competing like clocking in at work.
My partner even complained to me: "This isn’t long-term thinking, this is overtime work…"
I still honestly keep my main holdings in staking I understand, and only use the remaining small amount to try new things, so I don’t turn "steady cash flow" into "steady insomnia."