Things I Worry About (16): Executive Orders, Private Funds, and Fiduciary Standards (2)

Key Takeaways

  • My last post, Things I Worry About (15), was an overview of the Trump administration’s Executive Order about facilitating investing in “alternative assets” in 401(k) plans.
  • The article was my reading of the EO and my thoughts on what it meant.
  • For this post, I turned to ChatGPT and asked it to summarize the EO.
  • This article is ChatGPT’s view of the order, not mine (or my firm’s).

This article about the Executive Order on Alternative Assets was written by ChatGPT. I thought it would be interesting to see what it, with its infinite database, had to say about the EO. Needless to say, this should not be seen as representing my views or those of  my law firm.

My prompt to ChatGPT was: Please summarize the EO, explain its significance, predict what will happen, discuss the possible problems and benefits.


On August 7, 2025, President Trump issued an Executive Order titled “Democratizing Access to Alternative Assets for 401(k) Investors.” This directive signals a sweeping policy shift aimed at expanding retirement investment choices.

What’s in the EO — At a Glance

Definition of Alternative Assets

The EO broadens the investment universe beyond stocks, bonds, and mutual funds to include:

  • Private investments like private equity and private credit
  • Real estate and real-estate-backed debt
  • Commodities
  • Infrastructure financing projects
  • Digital assets (e.g., cryptocurrencies via actively managed vehicles)
  • Lifetime income tools, such as longevity risk–sharing pools (akin to annuities or tontines)

Agency Directives within 180 Days

The EO orders the Department of Labor (DOL) to:

  1. Reexamine past and present ERISA guidance, including possibly rescinding the 2021 Supplemental Private Equity Statement that discouraged plan fiduciaries from including alternative assets. (Indeed, on August 12, the DOL rescinded that very statement.)
  2. Clarify fiduciary responsibilities—help plan managers weigh higher fees and complexity against diversification and net returns; propose rules, guidance, or “appropriately calibrated safe harbors” to reduce litigation risk.
  3. Coordinate with Treasury, SEC, and other regulators to align regulatory shifts—g., revisiting accredited/qualified investor standards to ease retail access.

Simultaneously, the SEC is tasked with exploring updates to rules that currently limit plan participants’ access to alternative investments.

Why It Matters

For Mutual Funds-Savvy Investors

  • Greater diversification: Alternative assets could mitigate traditional correlation with equities and bonds.
  • Potential for higher returns: Private markets and digital assets may offer outsized growth—but at cost and risk.
  • Bridging the gap: While defined benefit plans (e.g., pensions) and sovereign funds have long used alternatives, DC (defined contribution) plans have lagged due to regulatory and legal caution.
  • Modernizing retirement investing: This EO seeks to give everyday savers the same tools affluent investors already use.

What to Expect: Likely Outcomes

  1. New product development: Major players like BlackRock, Blue Owl Capital, Empower, and others are already preparing to launch 401(k)-friendly products incorporating private assets.
  2. Regulatory updates: Expect new DOL and SEC guidance or rulemaking—though through public notice and comment, which could delay finalized policy beyond the 180‑day window.
  3. Litigation landscape: While safe harbors may emerge to reduce fiduciary lawsuits, ERISA rights remain intact—participant litigation won’t vanish.
  4. Industry caution: Large plan sponsors and providers will move slowly, carefully evaluating due diligence, pricing, liquidity, and transparency—guarding against pitfalls before offering alternatives en masse.

Risks and Pitfalls

  • Illiquidity & complexity: Many alternative assets have long lock-up periods, opaque pricing, and complex fee structures—not ideal for liquidity needs or simple plan administration.
  • Volatility: Particularly in digital assets like crypto, price swings can erode retirement portfolios and undermine risk management.
  • High fees: Private equity and hedge-like vehicles often charge steep benchmark returns plus expenses, which may not pay off net of costs
  • Fiduciary liability: Even with guidance, fiduciaries could face legal scrutiny if alternative additions underperform or are poorly explained.
  • Informed investing gap: Many participants lack deep understanding of non-traditional funds—raising the importance of education and default pathways.

Benefits and Opportunities

  • Diversification and growth: Alternative assets, if well-selected, can smooth returns across market cycles.
  • Innovative retirement tools: Longevity pools or annuities backed by non-public assets may offer more efficient, reliable retirement income.
  • Leveling the playing field: Everyday savers gain access to investment strategies once reserved for the elite.
  • Encourages financial industry innovation: The EO opens doors for novel fund structures (like ’40 Act closed-end funds with private market exposure), enhancing transparency and suitability for DC plans.

Final Thoughts: The 401(k) Landscape—Evolving, Cautiously

While this EO doesn’t immediately change the law, it sets in motion a regulatory and industry shift that may reshape how retirement portfolios are built. For mutual fund-literate readers, think of it as a potential expansion of the toolbox—from familiar public-market investing to a broader, more complex suite of assets.

That said, prudence is paramount. Until guidance is finalized, and products vetted for transparency, liquidity, cost, and fiduciary safety, plan sponsors and participants should proceed cautiously. Retirement security remains the goal—any new additions must be justified by net benefit, not novelty alone.

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Things I Worry About (15): Executive Orders, Private Funds, and Fiduciary Standards (1)

Key Takeaways

  • The Trump administration has issued an Executive Order about facilitating 401(k) investments in “alternative assets.”
  • The Order directs the Secretary of Labor to examine current guidance and decide if it is appropriate for that purpose.
  • The Order also directs the Secretary of Labor to issue guidance to clarify fiduciary responsibilities for 401(k) investing in alternative assets and to consider creating a fiduciary safe harbor.

This article examines the President’s August 7 Executive Order (EO) entitled Democratizing Access to Alternative Assets for 401(k) Investors (Democratizing Access to Alternative Assets for 401(K) Investors – The White House) and some of the misunderstandings about what the EO says.

The EO uses the term “alternative assets” and defines it as follows:

  • Private market investments, which would include, among others, private equity, private debt, and hedge funds.
  • Interests in real estate and debt instruments secured by real estate.
  • Actively managed vehicles holding digital assets.
  • Investments in commodities.
  • Interests in projects financing infrastructure development.
  • Lifetime income investment strategies including “longevity risk-sharing pools.”

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Things I Worry About (14): ESG and the Political Back-and-Forth at the DOL

Key Takeaways

  • The Trump administration is dropping its defense of the Biden-era ESG regulation on prudence for investment selection for fiduciaries of ERISA-governed retirement plans.
  • In turn, the Biden era regulation reversed a regulation from the first Trump administration that was, in parts, anti-ESG.
  • The Trump administration is expected to reinstate a regulation similar to the one from its first administration.
  • Fiduciaries of ERISA-governed retirement plans manage the risk of  the conflicting political views by focusing (i) on selecting and retaining investments with superior risk and return profiles and (ii) on the criteria used by the investment managers of their funds.

This article is, in large part, an unfortunate story about the perils of politicians and their use of the regulatory system to accomplish political objectives.

For decades, Republican and Democratic administrations engaged in a tug-of-war on the use of certain factors for the selection and monitoring of plan investments. Think of ETI—economically targeted investments; SRI—socially responsible investments; and ESG—environmental, social and governance factors.

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Things I Worry About (13): Every Plan Commits Prohibited Transactions and the Cornell University Decision

Key Takeaways

  • When an ERISA governed retirement plan engages and pays service providers, such as advisors and recordkeepers, it commits a prohibited transaction.
  • However, if the plan fiduciaries satisfy the conditions of an exemption (which, in this case, would be the 408(b)(2) statutory exemption), the prohibited transaction is exempt, that is, it becomes permissible.
  • If the conditions of the exemption (e.g., reasonable arrangement and reasonable compensation) are not satisfied, the plan fiduciaries have engaged in a nonexempt prohibited transaction that can be the basis for an adverse finding in a DOL investigation or the basis for a lawsuit.
  • The recent Supreme Court decision in Cunningham v. Cornell held that the burden of proof for determining whether the conditions of 408(b)(2) were satisfied are on the plan fiduciaries, meaning that plaintiffs’ attorneys can simply allege that the fiduciaries hired service providers and then the fiduciaries must prove that they satisfied the conditions of the exemption.

In an ERISA fiduciary breach lawsuit, plaintiffs’ attorneys must allege actions by fiduciaries that violated the law’s fiduciary standards and then, at trial, they must prove those facts. However, the Supreme Court’s decision in Cunningham v. Cornell University turns that process on its head by holding that the burden of proof for an exemption from prohibited transactions is not on the plaintiffs, but instead is on the defendants—the plan fiduciaries. As a result,  lawsuits that allege prohibited transactions are more likely to proceed to trial and perhaps increase the risk of loss for plan fiduciaries. More on this later in the article.

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Things I Worry About (11): DOL Cryptocurrency Guidance Withdrawn

Key Takeaways

  • The Department of Labor’s Employee Benefits Security Administration (EBSA) issued Compliance Assistance Release (CAR) 2022-01 that caused concerns among plan sponsors and fiduciaries about the use of cryptocurrencies in participant directed plans.
  • On May 28 of this year, the DOL’s EBSA rescinded that CAR. That should have the effect of reducing, but not eliminating, the concerns.
  • This article discusses the two pieces of guidance and the possible outcomes.

The 2022 CAR (2022-01.pdf) had a chilling effect on adding cryptocurrency investments into participant directed plans. The statements in the CAR that raised the most concern were:

  • The Department cautions plan fiduciaries to exercise extreme care before they consider adding a cryptocurrency option to a 401(k) plan’s investment menu for plan participants.
  • At this early stage in the history of cryptocurrencies, the Department has serious concerns about the prudence of a fiduciary’s decision to expose a 401(k) plan’s participants to direct investments in cryptocurrencies, or other products whose value is tied to cryptocurrencies. These investments present significant risks and challenges to participants’ retirement accounts, including significant risks of fraud, theft, and loss, …
  • Based on these and other concerns, EBSA expects to conduct an investigative program aimed at plans that offer participant investments in cryptocurrencies and related products, and to take appropriate action to protect the interests of plan participants and beneficiaries with respect to these investments. The plan fiduciaries responsible for overseeing such investment options or allowing such investments through brokerage windows should expect to be questioned about how they can square their actions with their duties of prudence and loyalty in light of the risks described above.

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Things I Worry About (10): FINRA Enforcement and Senior Investors (2)

Key Takeaways

  • FINRA’s 2025 Annual Regulatory Oversight Report 2025-annual-regulatory-oversight-report.pdf included a focus on issues related to retirees and senior investors.
  • The Report provides guidance to broker-dealers about the priorities of FINRA in its regulation, supervision and enforcement programs for broker-dealers. In other words, it is one of FINRA’s ways of telling the regulated community that it should be paying particular attention to certain issues.
  • Consistent with my focus on retirement plans and retirees, I searched the Report for references to retirement, rollovers, elderly and senior investors. As expected, FINRA did have a lot of concern about those subjects. Here is what I found.
  • While the FINRA Report only directly applies to broker-dealers, the issues and concerns apply to investment advisers as well, but the regulator in that case is the SEC.

This article is a sequel to my last one on FINRA’s 2024 Annual Regulatory Report Things I Worry About (9).

Among other things, FINRA is focusing on services and recommendations by broker-dealers and their registered representatives to retirees, senior investors and investors with diminished capacity.  To state the obvious, the regulator is concerned about the aging of the Boomers in real time.

The Report discusses the application of Regulation Best Interest (Reg BI) to rollover recommendations. Here is what it says in the section on Failure to Comply with the Compliance Obligation:

Failing to have written policies and procedures reasonably designed or enforced with respect to account recommendations, for example, by:

  • not being reasonably designed to address recommended transfers of products between brokerage and advisory accounts or rollover recommendations;…

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Things I Worry About (9): FINRA Enforcement and Senior Investors (1)

Key Takeaways

  • FINRA’s 2024 Annual Regulatory Oversight Report 2024 FINRA Annual Regulatory Oversight Report | FINRA.org included a focus on issues related to retirees and senior investors.
  • The Report provides guidance to broker-dealers about the priorities of FINRA in its regulation, supervision and enforcement programs for broker-dealers. In other words, it is one of FINRA’s ways of telling the regulated community that it should be paying particular attention to certain issues.
  • Consistent with my focus on retirement plans and retirees, I searched the Report for references to retirement, rollovers and senior investors. As expected, FINRA did have concerns about those subjects. Here is what I found.

Among other things, FINRA is focusing on services and recommendations by broker-dealers and their registered representatives to retirees, senior investors and investors with diminished capacity.

The Report has one part that specifically focuses Reg BI’s application to plan-to-IRA  and IRA-to-IRA transfer recommendations. Here is what it says. The bolding is mine.

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Things I Worry About (8): DOL Investigations and Unsuspecting Plan Sponsors (2)

Key Takeaways

  • The Employee Benefit Security Administration (EBSA) of the US Department of Labor (DOL) recently released its Fact Sheet: EBSA Restores Nearly $1.4 Billion to Employee Benefit Plans, Participants, and Beneficiaries: ebsa-monetary-recoveries.pdf
  • One of the targets of their investigation is “missing participants”. The DOL refers to that program as the “Terminated Vested Participant Benefits Payments”. Impressively, the EBSA recovered $429,200,000 for participants under that program in the 2023-2024 fiscal year.
  • Plan sponsors/fiduciaries and their advisors would be well-advised to determine whether they have “missing participants” and, if so, take steps outlined by the DOL to address the issue.

As explained in my last post, Things I Worry About (7), the DOL’s EBSA has a number of programs that can restore benefits to plans and participants. Those include:

  • Civil investigations.
  • Criminal investigations.
  • Informal complaint resolutions.
  • Correction programs.

The issue of “missing participants” comes up in civil investigations. In those investigations the DOL examines whether a plan has former employees who left their accounts in the plan and whether the plan continues to provide the legally required disclosures and to ensure that the participants are aware of their benefits. I put “missing participants” in quotes because the definition I broader than it appears. There isn’t a legal definition, but the practical definition is that it is a former employee who left the employment of a plan sponsor, but did not take a distribution of his or her benefits. If plan communications (e.g., emails, mail, disclosures) are sent to a former employee who has benefits in the plan and it appears that the communications were received, the former employee is not “missing.” But, if the emails and mailings are kicked back as undeliverable, the participant is missing.

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ERISA Moments Ep. 31: The Trump Administration Policies for Retirement Plans

Take a quick dive into the exciting world of ERISA with Faegre Drinker benefits and executive compensation attorneys Fred Reish and Brad Campbell. In this quick-hit series of updates, Fred and Brad offer a high-level view of current trends and recent ERISA developments. See the newest episode, The Trump Administration Policies for Retirement Plans,  on the Spotlight on Benefits blog.

Watch the video on the Spotlight on Benefits blog.

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