AI Meets Retirement: How Newfront is Mining 5500s, Leveraging Chatbots

The tech-focused advisory recently brought its AI-driven benefit solutions to Congress. This fall, it will be using AI capabilities to mine Form 5500s for plan sponsor clients.

Earlier this year, the tech-focused insurance brokerage and retirement advisory Newfront held an event not usually associated with risk benefits and 401(k) plan management: a hackathon to incorporate artificial intelligence into client-facing products and services.

The results contributed to the development an AI-driven workplace benefits chatbot already being used by employers. While those bots are geared toward general benefit questions, retirement plan services and inquiries are part of the offering and are on track for further development, says Newfront retirement services practice leader Greg Kaplan.

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“We take all the benefit guides, all the policy documents—any information that exists from employee benefits and retirement plans—and ingest it into our AI engine,” says Kaplan, a senior vice president for Newfront Retirement Services Inc. “You can throw any questions at it, such as, ‘What health plan does a company offer?’ or, ‘What is the company 401(k) match?’ It is trained to provide the correct answers.”  

It is hard to open a financial newsletter these days without coming across an article mentioning AI. But the practical implications of the technology can sometimes be hard to identify. According to Kaplan, at San Jose-based Newfront, the AI revolution is starting to get very real, very fast.

In late June, a firm representative presented before the Congressional AI Caucus in Washington with other industry players. Newfront’s Lin Yuan, vice president of engineering, showed the caucus how the firm’s benefits bot answers questions about areas such as health savings account plans and flexible spending accounts, according to an announcement.

For Auditors and AI

Back in San Jose, Kaplan’s retirement team has been putting AI to work for plan sponsor clients. He says the team is using an AI technology known as a “large language model” to mine and analyze Form 5500 retirement plan filings in order to identify trends and insights for client plan design.

“We generally benchmark to the extreme,” Kaplan says. “The more specific we can get to an individual client, the more relevant [the analysis] becomes. … We like to go really granular and industry-specific, to the plan size, to the number of participants, to the client’s peer group and who they are competing with for talent.”

In the past, Kaplan’s team would rely on industry reports such as The Vanguard Group’s How America Saves, along with its own manual inputting of Form 5500s. This October, when the new forms are filed by plan sponsors, Newfront will use large language modelling to ingest the reports with the goal of providing deeper and richer insights in faster time and by using fewer human work hours.

“When a client comes to us and says, ‘These are our competitors,’ we can quickly go in and mine the data to look for insights,” Kaplan says.

HR Assistant

Kaplan has a technology background from having spent time at Microsoft Corp., and like many of his colleagues at Newfront, brings a combination of tech-startup ethos to employee benefits. But much of his interest in retirement plans, he says, comes from having worked on the leadership team of a company and spending a lot of time explaining benefit offerings to employees who would “flag me in the hallways.”

In the process of creating its chatbot, the Newfront team found that some of the benefit guides the AI was using were not clear enough, according to Kaplan. The result was a “feedback loop” that ultimately helped create better materials and therefore better responses from the machine.

Newfront notes in its materials that use of its chatbot can shed as many as four weeks off the workload of HR teams that would otherwise be answering emails or, as Kaplan experienced, getting flagged down in hallways.

How AI technology will flow into the retirement industry more directly is still “in the early innings,” Kaplan says. But this fall’s round of 5500s, he believes, will take his team one step closer to practical use.

Gensler: SEC Will Continue Enforcement Against Crypto Companies


Securities and Exchange Commission Chair Gary Gensler testified that cryptocurrencies are a “highly speculative asset class” and that the crypto industry as a whole is “rife with fraud and scams and hucksters” at a hearing hosted by the Financial Services and General Government Subcommittee of the Senate Committee on Appropriations on Wednesday.

In his testimony, Gensler said, “The whole crypto field is built on models we wouldn’t allow in traditional securities markets,” and, “The whole field has hurt more Americans than it should.”

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Senator Dick Durbin, D-Illinois, asked Gensler if it is true that one in five Americans invest in crypto. Gensler responded by saying that the SEC has not surveyed this issue, but that he was aware of other surveys to that effect. When Durbin asked if Gensler was aware that about $9 billion was lost in cryptocurrency scams last year, Gensler answered that it “could be larger, sir.”

After Durbin remarked that crypto assets have “no underlying value,” Gensler responded that the real issue for the SEC is that investors “are not getting the proper disclosure to make their investment choices” and that crypto firms “are bundling and comingling services that we would never allow.”

Senator Bill Hagerty, R-Tennessee, expressed concern that the SEC’s approach, of regulation through enforcement, might be less preferable to rulemaking, in part because enforcement might push cryptocurrency companies, existing and future, to other countries.

“I would strongly encourage, rather than regulating via enforcement, to think through the ruleset that would create clarity here in the marketplace,” Hagerty said, repeating a common criticism of the SEC’s approach.

Gensler responded by saying that many crypto firms are “built on a business model of catch-us-if-you-can” and “a model of preying upon the investing public’s desire for a better life and future.” In prior remarks, the SEC chair has normally argued that new rules are not necessary to enforce rules already on the books that are intended to prevent fraud and comingling functions.

Gensler has repeatedly made public remarks about the importance of bringing the cryptocurrency industry into compliance, but he was particularly forceful in Wednesday’s testimony and has not previously used terms such as “hucksters” to describe cryptocurrency dealers.

Gensler’s remarks came in the same week the SEC announced it has accepted six applications for review of Bitcoin-based ETFs from managers including BlackRock Inc., Fidelity Investments and VanEck. Gensler acknowledged during the hearing that Bitcoin is most likely not a security, unlike nearly every other cryptocurrency, because it is not an investment contract.

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