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What can I ask the AI Assistant?

The AI Assistant handles a wide range of portfolio and financial planning tasks. A few starting points:

  • Compare two securities (e.g. ETFs). "Compare VTI vs VXUS" or "Which is better for my portfolio, VOO or SCHB?" The AI Assistant is the fastest path for side-by-side security analysis.
  • Portfolio analysis. "Why is my Portfolio Score low?" / "What are my biggest risks?"
  • Build draft portfolios. "Create a draft where I sell my IBIT and buy VTI" - the AI builds the draft and you review it on the Drafts page.
  • Stress testing. "What happens to my portfolio if the market drops 30%?"
  • Retirement planning. "Am I on track to retire at 60?" or "Model a scenario where I retire 3 years earlier."
  • Tax questions. "Which of my positions have the best tax-loss harvesting opportunities?"
  • Recommendation explanations. "Why is PortfolioPilot recommending I sell X?" - the AI walks you through the Top recommendations logic for that suggestion.

The AI Assistant works in many languages, so type in whichever language you prefer. PortfolioPilot is read-only: the AI can build drafts and surface analysis, but it does not place trades in your brokerage.

For a full walkthrough of capabilities and prompts, see the AI Assistant tutorial.

Last updated on
June 4, 2026

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