BracketPilot

BracketPilot is a web + mobile AI-assisted income tax forecasting app for W-2 employees with side income (1099, rentals, RSUs). Users connect payroll (or upload paystubs), link bank/Stripe/PayPal for side income, and enter basic deductions/credits. The app continuously estimates year-end tax liability, flags under-withholding risk, and recommends specific W-4 adjustments (and quarterly estimated payments) with plain-English explanations. It also runs “what-if” scenarios: new job, bonus, RSU vesting, marriage, new dependent, moving states, or adding a side gig. The focus is not filing—it's preventing the April shock and avoiding underpayment penalties. Exports include a simple packet for your CPA and a quarterly checklist. Realistically, accuracy depends on clean data and user inputs; the product wins by being transparent about assumptions and confidence ranges rather than pretending it’s perfect.