Comment by cowkingdeluxe

This is not true for assets that change in value and illiquid/non-marketable assets.

Example:

Rich person buys asset for $10m. 3 years later gets it appraised for $75m, knowing full well that no one would actually buy it for that.

Rich person then donates the '$75m' asset to charity. Rich person made more money via charity rather than trying to sell the asset for $75m.

This is a very common strategy.