CapGainPilot

CapGainPilot is a web app (with optional mobile companion) that helps DIY investors and small advisors plan and optimize capital gains taxes across taxable brokerage accounts. It imports trades and holdings, estimates short/long-term gains, and simulates “what-if” scenarios: sell now vs later, harvest losses, avoid wash sales, and manage bracket thresholds. It generates a clear action list (what to sell, when, and in what order) and produces exportable reports for your CPA or tax software. It’s not a magic tax loophole finder—most users will save modest amounts unless they have meaningful taxable activity—but it removes the spreadsheet pain and reduces expensive mistakes. The app focuses on transparency: every recommendation shows assumptions, tax rates used, and the risk of triggering wash sales or changing holding periods.