Tutorial: AI Assistant

Note: Specific investments described herein do not represent investment decisions made by PortfolioPilot. Specific securities or forecasts referenced or displayed in graphics are for illustrative purposes only. Though care is taken by PortfolioPilot to validate these systems, they carry risks, including misspecification, inaccurate information, and potential conflicts of interest that users should be aware of.

This feature is provided as a convenience. Because the AI Assistant combines large-language models with PortfolioPilot's internal APIs, financial models, and portfolio engine, it can retrieve live data, run calculations, trigger simulations, and interact directly with your portfolio. However, all outputs should still be validated elsewhere in the platform (where the same API calls are used), in referenced articles, or via third-party sources before making any investment decisions.

Read more about the Use of Artificial Intelligence here.

The AI Assistant is more than a chatbot. It is a fully integrated intelligence layer across PortfolioPilot. It understands your portfolio, risk profile, goals, retirement plans, and market conditions - and can take action directly within the platform.

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Using the AI Assistant, you can:

• Analyze your portfolio in real time
• Create custom retirement scenarios
• Run forward-looking simulations
• Screen for securities using structured filters
• Add or remove holdings from draft portfolios
• Ask investing or product-related questions - all in one place

Because the Assistant has context about your holdings, allocations, retirement plan, and preferences, you can ask complex, personalized questions in natural language and receive answers grounded in your financial profile.

The Assistant combines large-language models with PortfolioPilot's proprietary analytics, portfolio engine, tax modeling, and forecasting systems to deliver contextual responses grounded in your actual financial data. [read more about the underlying technology]

Access the AI Assistant

You can access the AI Assistant from anywhere inside PortfolioPilot. The interface works slightly differently on desktop and mobile devices.

Desktop

On the desktop, the Assistant button is located in the top navigation bar of PortfolioPilot.

Clicking the “Assistant” button opens the AI Assistant in a side panel on the right side of the screen, allowing you to interact with insights and run analyses without leaving your current page.

Mobile

On mobile devices, the Assistant can be accessed from the top navigation menu.

Tapping “Assistant” opens the AI Assistant in a full-screen chat interface, optimized for smaller screens. From here, you can ask questions, run simulations, and access portfolio insights just as you would on desktop.

Getting Started with the AI Assistant

Once opened, the Assistant will appear with suggested prompts and insights based on your portfolio.

To interact with the Assistant, simply type a question and submit it. Because the Assistant integrates large-language models with PortfolioPilot's internal APIs, financial models, and portfolio engine, it can retrieve live data, run calculations, trigger simulations, and interact directly with your portfolio.

You can ask questions in natural language and receive personalized responses grounded in your holdings, allocations, retirement plans, and preferences.

Assistant Experience:

When opened, the Assistant provides:

• Suggested prompts to help you get started
• Personalized portfolio insights
• Context-aware responses based on your holdings, risk profile, and account data

The Assistant remains available while you navigate through PortfolioPilot, allowing continuous interaction across sections such as Track, Plan, Improve, and Explore.

Advanced Tool Capabilities

Unlike traditional chat interfaces, the AI Assistant can call internal tools and execute actions within PortfolioPilot. Examples include:

Create Custom Retirement Scenarios

• "Retire 3 years earlier and show my new probability of success."
• "Add a $200,000 inheritance at age 60."
• "Increase my retirement spending to $12,000 per month."

The Assistant can generate and modify retirement simulations directly within the Retirement Planning page.

Run Forward-Looking Custom Simulations

• "What happens to my portfolio if we enter a recession next year?"
• "Run a high-inflation scenario."

The Assistant can trigger custom futures simulations using PortfolioPilot's forecasting engine.

Use the Stock Screener

• "Find low-volatility dividend stocks with positive expected returns." 
• "Show me undervalued energy stocks with strong momentum."

The Assistant can apply structured screening filters and return securities that match defined criteria.

Modify Draft Portfolios

• "Add VTI to my draft portfolio."
• "Remove GOOG and rebalance."

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The Assistant can adjust draft portfolios and reflect changes immediately.

These capabilities allow you to move from asking questions to taking action - directly within the platform.

The Assistant applies these changes directly within PortfolioPilot and updates results in real time, so you can iterate quickly without manually adjusting settings.

Example Use Cases: Getting the Most out of the AI Assistant

Portfolio Analysis

Check Your Portfolio Score:

• "What is my Portfolio Score?"
• "What is the worst part of my Portfolio Score?"

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Receive Personalized Recommendations:

• "Can I get some recommendations to improve my portfolio?"
• "Where should I put my next $1,000 to invest?"

Get Summary Stats:

• "Total expected returns?"
• "What about my yearly dividend returns?"

Automatic Portfolio Review

The Assistant can proactively analyze your portfolio and highlight:

• Risk Profile alignment
• Downside Protection score
• Risk-Adjusted Returns
• Overall Portfolio Score
• Allocation concentration insights

For example, the Assistant may identify mismatches between your preferred risk level and your current holdings, or highlight concentration in specific sectors or securities.

Enhancing Investment Knowledge

Ask for Educational Content:

• "Explain dollar-cost averaging."
• "Explain to me like I'm 5 the concept of dividends."

Follow Up on Specific Recommendations:

• "What do you mean by TIPS?"

Do research

Research Specific Securities:

• "Show me the latest news for Tesla."
• "What is the beta of WMT?"
• "Price of VOO?"

Search Through Categories:

• "What are the top 5 highest expected returning energy stocks?"
• "What are some low-cost gold ETFs?"

Product-specific Questions

PortfolioPilot:

• "How do I connect a new account?"
• "Where can I update my risk profile?"

Underlying Technology:

• "What data does PortfolioPilot use?"
• "How are the models built?"

Why This Matters

Because the Assistant has context about your entire portfolio, financial goals, and market environment, you can treat it as an intelligent layer across the platform.

You are not limited to predefined dashboards or filters. You can ask:

• "What's the weakest part of my portfolio?"
• "How can I improve my risk-adjusted returns?"
• "What's the fastest way to increase my retirement success probability?"

The Assistant can analyze, simulate, screen, and adjust - helping you make informed decisions more efficiently.

Note that the AI Assistant is only available to Gold, Platinum, or Pro subscribers (all available with a 10-day free, no credit card trial). Access to portfolio-context responses and scenario integration features may vary depending on subscription level.