Once, in year two. I sold one lot and paid STCG because I hadn't tracked the 24-month window properly. I ended up paying more tax than I expected, decided to just hold everything after that and figure it out later. "Later" became three years.

Fidelity for the shares, a spreadsheet I updated inconsistently. Mostly I was just watching the META price and not doing much. When META went from $90 to $600, I told myself I'd diversify "when it made sense." It kept going up. That was the wrong logic.

Honestly, a single conversation with a friend who'd gone through a similar situation at a different company. He asked me what my plan was if META dropped 40%. I didn't have a real answer. Rovia helped me see the actual LTCG windows on each lot so I could make a proper exit plan instead of just hoping.

Systematically sell the oldest LTCG-eligible lots and move the proceeds into Nifty index funds and some US total market exposure. Not all at once — maybe 20-25% per year. I still believe in Meta but I don't need to be 100% in it.

I thought I was aggressive. Turns out I was just concentrated and lucky. There's a difference between taking calculated risk and just not getting around to selling. My actual plan going forward is moderate — diversified, some growth exposure, but not one company eating all of it.