The windfall question most people get backwards
You waited to be safe.
You were betting against the market.
A friend had Rs 12 lakh from a plot sale sitting in savings. His plan was to drip it in over a year so he didn't buy right before a crash. Feeding a lump you already hold in slowly isn't caution. It's a bet that cash beats the market for a year.
The sentence the careful plan forgets
Staggering a lump you already hold isn't caution. It's a bet on cash, and cash usually loses.