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Tech View: AI could offer limited help to DIY investor, says expert | Honolulu Star-Advertiser

Last updated: October 15, 2025 5:35 pm
Published: 5 months ago
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Everywhere we turn these days, we’re told that artificial intelligence will transform our lives. Nowhere is that promise more alluring than in the world of personal finance.

Can tools like ChatGPT really help everyday investors chart their financial future without the guidance of a human adviser?

“Not quite,” said J.R. Robinson, owner of Financial Planning Hawaii and founder of Nest Egg Guru. He goes so far as to say, “I fail to see what value it will add to most (do-it-yourself) investors. That said, it can help for certain applications.”

Don’t get the idea that Robinson is some Luddite. He’s the founder of a tech company and has been on the scene long enough to separate hype from reality.

I had a chance to chat with him recently about how local people might integrate AI into their financial planning.

Question: Can AI chatbots or agents really accelerate financial literacy?

Answer: Yes and yes. If AI agents are trained on high-quality, domain-­authority sources, they could dramatically enhance consumer financial literacy. I know of one AI firm already in talks with a large advisory company to do exactly that as a public service initiative.

The problem is that today’s leading LLMs (large language models) — ChatGPT, Gemini, Perplexity, Anthropic — too often amplify “finfluencers” (financial influencers) on TikTok, YouTube and Instagram rather than academic researchers or seasoned industry voices. That’s how disastrously bad advice proliferates. AI has the potential to raise financial literacy, but right now it is just as likely to mislead.

Q: Will AI make professional advice optional for DIY investors?

A: Professional advice has been optional for 50 years. Charles Schwab, Fidelity, Vanguard and Quick & Riley pioneered (the) discount brokerage in the ’70s and ’80s. The internet enabled DIY trading in the ’90s. In the 2010s, robo-advisors like Wealthfront and Betterment arrived. Portfolio management has long been nearly free for anyone who wants it.

So, when people ask if AI will make advisers unnecessary, I see a solution in search of a problem. Robinhood tried something similar with its “democratize investing” pitch, but Schwab and others had already done that. What Robinhood did was strip down support and functionality, leaving customers with meme stocks, crypto, and payment-for-­order-flow headaches. AI-driven DIY investing risks repeating that cycle.

Q: Can AI really provide asset allocation and rebalancing comparable to a human adviser?

A: Of course it can — but that’s not new. Schwab’s i-Rebal, Thinkorswim, Wealthfront and Betterment have offered algorithmic portfolio construction, automated rebalancing, and tax-loss harvesting for years. Turbotax provides nearly free tax prep paired with automated planning advice. SoFi, Quicken and others deliver account aggregation and guidance.

These services already exist, and millions of consumers use them. What’s unclear is what AI adds that isn’t already there.

Q: Could AI help DIY investors avoid behavioral mistakes like panic-selling?

A: I’m not optimistic. Vanguard and the Boglehead community have long promoted responsible buy-and-hold investment with low-cost index funds. At the other end of the spectrum, Robinhood gamified investing with meme stocks and crypto. If I had to bet, I think AI-generated investment advice will lean more toward the Robinhood model than the Vanguard one.

Q: What precautions should DIY investors take when using AI-driven apps?

A: The potential for fraud and deception has never been greater. If I were a DIY investor, I’d be cautious about giving sensitive financial data to any startup promising AI magic. I’d feel much safer with Schwab, Fidelity or Vanguard.

Q: So what kinds of AI tools will actually be useful?

A: The most intriguing development will be investors training their own AI agents to pursue personalized trading strategies. The siren song of “market-beating” returns will be irresistible. A few people will succeed — Renaissance Technologies and Long-Term Capital Management proved it’s possible, though both were founded by mathematical geniuses.

But for the vast majority, I predict disappointment. It will be a repeat of the early 2000s day-trading bust. Most systems work until they don’t, and most DIY traders who chase AI-enabled outperformance will learn that lesson the hard way.

Q: Any final thoughts?

A: AI will absolutely reshape financial services. But for DIY investors, the promises sound a lot like earlier waves of disruption that never really replaced advisers. Instead, each created new niches — and new risks.

AI can empower, but it can also amplify the worst tendencies of investors. The trick, as always, is separating genuine opportunity from hype.

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