Alternative assets / collectibles portfolio - how do you manage P&L and insurance?

I’ve been collecting watches (Rolex, Omega, Cartier, Tudor) and trading cards for several years. With prices and demand rising, I’ve started thinking about the collection less as a hobby and more as an asset allocation. I’m a long-term holder who enjoys wearing the watches and collecting the cards, not trying to flip.

Once the collection crossed roughly $15k+, I ran into two issues:
(1) homeowners insurance sublimits were clearly insufficient, forcing separate coverage and a painful process
(2) there’s no clean way to track cost basis, unrealized/realized P&L, and insurance value in one place without stitching together spreadsheets and multiple data sources.

For those of you with meaningful watch or card collections, how do you handle the performance tracking (cost basis, P&L) and insurance documentation — or do you mostly accept the friction and keep it informal?

Part of me wants clean data, disciplined tracking, and a view of performance. Another part of me just enjoys collecting and doesn’t want to overdo a hobby. Curious how others in the alts space think about this—or if I'm over-engineering what should just be a passion investment.

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