• Skip to main content
  • Skip to primary sidebar
  • Skip to footer
Careers
Client Login

Finivi

Investment Management Services

  • Who We Are
    • Our Team
  • What We Do
    • Retirement Planning
    • Investment Management
    • Financial Planning
    • Wealth Management
    • Estate Planning
    • Life Transitions
    • Risk Management
    • Business Succession
  • Who We Serve
    • Business Owners & Entrepreneurs
    • Executives & Professionals
    • Healthcare Professionals
      • UMass Memorial Employees
      • Mass General Brigham Employees
      • Beth Israel Lahey Health Employees
      • Boston Medical Center Employees
      • Tufts Medicine Employees
      • Southcoast Health Employees
    • High-Net-Worth Individuals & Families
    • Technology & Life Sciences
      • Boston Scientific Employees
      • Waters Corporation Employees
      • Dell Technologies Employees
  • How We Think
    • Events
  • Become a Client

Personal Finance

Why AI Gives Wrong Answers: Hallucinations, Sycophancy, and Financial Advice

Eric C. Jansen, ChFC®
Eric C. Jansen, ChFC®
Published June 8, 2026 · 10 min read

ChatGPT and other AI assistants can produce answers that are fluent, specific, and wrong. Two problems matter especially when the stakes are high: hallucinations, where a model generates plausible false information, and sycophancy, where it follows or reinforces a user's flawed premise instead of challenging it.

Why AI can give confident wrong answers

If you have used ChatGPT, Claude, Gemini, Perplexity, or another assistant powered by a large language model, you have probably noticed how quickly it can answer almost anything. The writing is smooth, the tone is confident, and the response may include specific facts, calculations, or citations.

That confidence is not evidence that the answer was verified.

Large language models generate responses by learning patterns in language and using those patterns to produce a likely continuation. Newer systems can also use search, retrieval, calculators, and other tools, which can improve accuracy. Even so, an AI answer can still be incomplete, outdated, based on a flawed premise, or simply wrong.

If you use these tools for health, money, law, or another consequential decision, understanding why confident errors happen can change how you evaluate the answer.

How large language models are trained

Many current large language models are developed in stages. They first learn statistical patterns from large datasets through pre-training, then undergo post-training designed to improve instruction following, usefulness, safety, and other behaviors. These processes can improve reliability, but they are not the same thing as independently fact-checking every answer against an authoritative source.

Two stages that shape an AI answer

Pre-training

What happens: The model learns patterns from very large collections of text by predicting the next token in a sequence.

What it learns: Language, relationships between concepts, recurring facts, and statistical patterns in how information is expressed.

What it does not guarantee: That every learned statement is true, current, complete, or supported by a reliable source.

Post-training and feedback

What happens: Developers further train and steer the model to follow instructions and produce responses that are more useful, safe, and appropriate.

What it improves: Behavior such as instruction following, reasoning, refusal, tone, and how the model responds to uncertainty.

What it does not guarantee: That the model will recognize every flawed premise or abstain every time it lacks enough reliable information.

The important gap: Training and post-training can reduce errors, but they do not turn a language model into an automatic fact-verification system. A polished answer can still contain a false claim.

What is AI sycophancy?

AI sycophancy is the tendency of a model to shift toward, validate, or build on a user’s stated belief even when that belief is incorrect. In practice, a flawed assumption in the question can pull the answer in the wrong direction.

A 2025 study led by Mass General Brigham investigators tested five frontier language models with medical prompts that misrepresented equivalent drug relationships. The models had the factual knowledge needed to identify the requests as illogical, yet initial compliance reached as high as 100 percent in the tested setups. Prompting and targeted fine-tuning substantially improved rejection of the flawed requests without meaningful degradation on the general benchmarks the researchers tested.

In plain terms: if your question contains a false premise, an AI model may accept the premise and produce a polished explanation on top of it instead of stopping to correct the assumption.

Sycophancy is not only a research label. In April 2025, OpenAI rolled back a GPT-4o update after the company found that the model had become overly flattering or agreeable. OpenAI described the behavior as sycophantic and said short-term user feedback had contributed to the problem.

What is an AI hallucination?

An AI hallucination is a plausible but false statement generated by a model. It can be an invented statistic, a nonexistent article, an incorrect date, a fabricated legal case, or a confident explanation of something that never happened.

A 2026 Nature paper by researchers from OpenAI and Georgia Tech examined why hallucinations persist. The authors showed that next-token prediction can create statistical pressure toward errors for facts that are difficult to infer from repeated patterns, while common accuracy-based evaluations can reward guessing over admitting uncertainty.

That does not mean every AI answer is a guess or that hallucinations are unavoidable. It means factual confidence and factual accuracy are different things.

Several factors can contribute to a wrong answer:

  • Prediction is not verification. Generating a likely response is different from checking each claim against a primary source.
  • Some facts are sparse, ambiguous, or unavailable. One-off details, changing rules, and poorly documented information are harder to answer reliably.
  • Evaluation can reward guessing. If a system is scored only on whether it produces the correct answer, abstaining can be treated the same as being wrong.
  • Tools help, but they do not eliminate error. Search, retrieval, calculators, and other tools can improve reliability, but the model can still misunderstand a source, use the wrong source, or make an error in the final explanation.

What can go wrong when you trust AI answers?

The problem is not simply that AI can make mistakes. The problem is that the mistake may be delivered with the same fluency and confidence as a correct answer.

  • Incorrect medical information. A misleading prompt can produce a confident explanation that reinforces the error rather than correcting it.
  • Incorrect financial, tax, or legal information. A model may give a specific answer while missing current rules, account details, state-specific considerations, or facts unique to the person asking.
  • Fabricated or mismatched sources. A citation can look legitimate even when the source does not exist or does not support the claim being made.
  • Reinforcement of what you already believe. Sycophantic behavior can make an answer feel validating precisely when you most need the underlying assumption challenged.

None of this requires deception in the human sense. The system does not need an intention to mislead for the person relying on the answer to be misled.

Can you trust ChatGPT or AI for financial advice?

AI can be useful for financial education. It can explain terminology, organize questions for an advisor, compare general concepts, summarize material you provide, and help you think through what information you still need.

Recent research also suggests that AI financial advice is not uniformly bad. A 2026 MIT Sloan working paper found that large language model advice often moved simulated households toward broader diversification, stronger saving buffers, and lower equity exposure with age. At the same time, the advice varied with the way people asked their questions and with user characteristics, and the models struggled with some changes in circumstances, including income shocks and portfolio rebalancing.

That distinction matters. A general answer about saving or diversification is very different from a recommendation for a specific household coordinating retirement income, investments, Social Security, equity compensation, estate planning, insurance, and tax considerations. Missing one assumption can change the conclusion.

For consequential decisions, use AI to help formulate the question, not to replace the context and judgment involved in financial planning, retirement planning, or investment management.

Where AI tools are useful, and where they are not

The risk is not using these systems. The risk is relying on them past the point their accuracy justifies. A useful dividing line is whether the tool is helping you draft and think, or whether you are asking it to make a decision whose cost of being wrong is high.

Use AI as a tool, not an authority

Reasonable use: drafting and thinking

  • Rewrite ideas you already understand in clearer language
  • Draft emails, letters, and posts you will review
  • Summarize material from sources you already trust
  • Brainstorm outlines, questions, and starting points
  • Turn your own notes into more polished writing
  • Generate code snippets, formulas, or templates you can test
  • Get plain-language explanations of topics you will verify

High-stakes use: verify before acting

  • Choosing or evaluating medical treatments
  • Making legal decisions or selecting legal strategies
  • Making specific investment, retirement, or tax-sensitive decisions
  • Acting on an answer that depends on current law, regulation, plan documents, or personal financial details
  • Anything where you would not accept an unsourced answer from a stranger

A general-purpose AI assistant does not have a fiduciary relationship with you and may not have the full context needed to evaluate your circumstances.

How to fact-check AI answers

Start with the premise. Before checking the answer, ask whether the question itself assumes something that may be wrong. A model can produce a convincing response to a bad premise.

Ask for sources, then open them. A source list is useful only if the sources exist and actually support the claims being made.

Prefer primary sources. For laws, regulations, benefits, plan rules, research, and financial data, go to the agency, plan document, academic paper, filing, or other original source when possible.

Check dates. Rules, limits, product features, tax thresholds, and market information change. A correct answer from last year may be wrong today.

Separate explanation from recommendation. AI may be able to explain how a Roth conversion works without having enough information to determine whether a Roth conversion makes sense for you.

Use a qualified professional when the stakes justify it. Health, legal, tax, and major financial decisions often depend on facts that a general-purpose chatbot does not know unless you provide them, and even a detailed prompt can omit something important.

Four warning signs an AI answer may be wrong

  1. Highly specific numbers or claims appear without a source you can verify.
  2. The answer cites studies, laws, cases, or articles that are difficult to locate or do not support the claim.
  3. The response strongly confirms something you already wanted to believe without examining the assumptions behind it.
  4. The tone is more certain than the subject, evidence, or available information warrants.

Why Finivi is paying attention

Artificial intelligence is becoming part of how people search for financial information, compare ideas, and prepare for decisions. That makes AI literacy relevant to financial planning even when the technology itself is not the subject of the decision.

Finivi’s investment management and financial planning teams monitor developments in AI that affect how investors receive and interpret information. The same principle applies whether an answer comes from a chatbot, a social media post, an article, or a market commentator: confidence is not verification.

The more consequential the decision, the more important it is to test assumptions, verify the underlying information, and understand how the answer fits into the rest of your financial life.

The bottom line

ChatGPT, Claude, Gemini, Perplexity, and other AI tools can save time, improve writing, summarize information, and help people explore unfamiliar topics. They can also produce inaccurate information that sounds convincing.

  • Use AI to support thinking and productivity, not as an unquestioned authority.
  • Treat confident responses as starting points for verification.
  • Check important claims against primary sources.
  • For consequential financial decisions, make sure the recommendation reflects your actual circumstances and the current rules that apply to you.

AI systems will continue to improve. The practical skill for users is learning to separate fluency from reliability, and knowing when an answer is useful enough to move forward and when it needs to be independently verified.

Sources

  • Chen, S., Gao, M., Sasse, K., et al. When helpfulness backfires: LLMs and the risk of false medical information due to sycophantic behavior. npj Digital Medicine, 8, 605 (2025). DOI: 10.1038/s41746-025-02008-z.
  • Kalai, A. T., Nachum, O., Vempala, S. S., and Zhang, E. Evaluating large language models for accuracy incentivizes hallucinations. Nature, 653, 1047-1051 (2026). DOI: 10.1038/s41586-026-10549-w.
  • OpenAI. Sycophancy in GPT-4o: what happened and what we’re doing about it. April 29, 2025.
  • Ibrahim, L., Hafner, F. S., and Rocher, L. Training language models to be warm can reduce accuracy and increase sycophancy. Nature (2026).
  • Choukhmane, T., de Silva, T., Lin, W., and Akuzawa, M. AI Financial Advice: Supply, Demand, and Life Cycle Implications. MIT Sloan Working Paper 7377-26 (2026).

Finivi Inc. is an SEC-registered investment adviser. Registration does not imply a certain level of skill or training. This article is provided for informational and educational purposes only and should not be construed as investment, legal, tax, medical, or other professional advice. It is not intended as a recommendation or solicitation to buy or sell any security or to adopt any investment strategy. References to ChatGPT, Perplexity, Claude, Gemini, or any other named product are for illustration only. Finivi has no business relationship with these companies, and the references do not constitute an endorsement or recommendation regarding any of them. Readers should consult appropriate financial, legal, tax, or medical professionals before making decisions based on this information.
Print Friendly, PDF & Email

Share this:

  • Share on X (Opens in new window) X
  • Share on Facebook (Opens in new window) Facebook
  • Share on LinkedIn (Opens in new window) LinkedIn
  • Share on Telegram (Opens in new window) Telegram

Related

Filed Under: Personal Finance Tagged With: Personal Finance

Primary Sidebar

Footer

About Us

As fiduciary advisors, we put clients’ interests first and focus on thoughtful guidance, confident decision‑making, and wealth that can endure.

HOME | WHO WE ARE | WHAT WE DO | WHO WE SERVE | HOW WE THINK | CONTACT US
  • Facebook
  • LinkedIn

Contact Us

Finivi Inc.
1400 Computer Drive
Westborough, MA 01581
Get directions: iOS | Google

Office: (508) 870-0440
Fax: (508) 898-3097

Email: info@finivi.com

Search

© 2026 Finivi Inc. All Rights Reserved. | Site by Mathias Media

Terms of Use | Privacy Policy | ADV Part 2A - Disclosure Brochure | Form ADV Part 3 - Client Relationship Summary

Advisory Services offered through Finivi Inc. an SEC Registered Investment Advisor.