About 40% across eight years. Paid off my home loan with one large sale, some smaller ones for expenses. Oracle's stock has done reasonably well. I have no regrets about what I sold, but the record-keeping around it became genuinely unmanageable.

Oracle has used different equity platforms over the years — I have grants tracked across E*TRADE, Fidelity, and a third platform from early days that I won't name. Three different export formats, four spreadsheets I'd built at different points. My CA eventually told me he needed a clean data package before he could file. I spent three weekends trying to build one.

My CA's ultimatum, effectively. He said he couldn't keep reconstructing my Schedule FA history every year from incomplete records. I called Rovia on a Saturday, explained the situation — eight years, three brokers, partial data. They walked me through uploading the transaction histories from each platform. Everything imported and reconciled.

Keep vesting, keep diversifying slowly. Oracle isn't going anywhere and neither am I, for now. I sell about 20% of each vest and move it to index funds. The rest accumulates until I have a reason to sell. I'm not in a rush.

Conservative-moderate. Eight years at one company means I'm already highly correlated with Oracle's trajectory. I want my other investments to be uncorrelated — diversified, passive, boring. The RSUs give me enough tech exposure. Everything else should be steadier.