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I’m curious what you mean by “shenanigans”. I imagine from the insurance perspective there’s little sympathy for the real estate side of things. The amount of outright bullshit that comes across claims desks from storm chasing public adjusters and litigious homeowners in coastal states is a lot of what is driving the hard market.
I started doing tax controversy for a while and recently moved back to insurance coverage.
I got VERY tired of the IRS shenanigans. I don’t think it’s being jaded- I think it’s a deep understanding of the situation. If anything, having the capacity to rationalize that situation is making you more human