Connect with us

Accounting

How financial advisors can wind down stock concentrations

Published

on

Concentrated stock holdings carry higher risks of volatility and — once sold in order to diversify investment portfolios — steep tax hits for clients. 

Behavioral biases often linked to one stock due to a client’s long-term association with a company through their employment, early investment or another factor are common, according to experts. They represent “a tricky conversation for advisors, but probably one they’re pretty commonly having,” said Jeremy Milleson, a director of investment strategy with Morgan Stanley- and Eaton Vance-owned asset manager Parametric Portfolio Associates

The discussion can begin with an acknowledgement that the large holding is “a good problem to have,” and also begs the question of “how do we more tax-efficiently potentially reduce that concentration” without receiving the influx of taxable capital gains, Milleson said in an interview.

“For some clients, maybe the majority of their wealth might be in an individual stock,” he said. “For a lot of clients, there is that emotional tie.”

READ MORE: Excluding capital gains of $10M — or more — from taxes with QSBS

They probably aren’t holding onto notorious examples of companies that experienced steep declines in value such as Enron, Bear Stearns or Sears, but any stock will sustain some losses over time. In five-year rolling periods spanning from 2000 to 2021, the value of every single stock in the S&P 500 dropped by at least 20%; and 63% of them tumbled by 40% or more, according to a blog post by Milleson last month

Over a longer period between 1987 and 2023, tracking a wider swath of stocks as a benchmark for the market in the Russell 3000, just 34% of the individual companies outperformed the index, 27% underperformed but still reaped positive returns and 39% lost value, data from BlackRock showed.

“While investors may be tempted to hold a concentrated stock position in the hope of greater profit, they may fail to understand that they are not being compensated for taking this risk,” according to a study by the research arm of Baird Private Wealth Management. “In theory, stocks are riskier investments that should provide higher returns than less risky investments like Treasury securities. However, the risk/reward premium turns against the investor when too few stocks are owned, and especially when the investor holds a single or large, dominant position. Returns become too reliant on the fortunes of one company (exposing the investor to significant company-specific fundamental risks) and to a single industry (exposing the investor to sector-specific risks). As a result, it is clear that investors should choose to diversify a concentrated stock position whenever possible.”

Clients’ refusal to do so may stem from more than a half dozen forms of behavioral biases, according to an analysis earlier this year in Financial Advisor magazine by Larry Swedroe, the head of financial and economic research for St. Louis-based registered investment advisory firm Buckingham Wealth Partners. For example, heavy concentrations in one stock can trigger commitment and confirmation bias, in which investors believe they would be disloyal to sell and tune out evidence that holding on to the same position isn’t their best course, he noted. Taxes can play into their reasons for staying the course as well.

“A major issue that often leads investors to fail to diversify their concentrated position is the desire to avoid paying large capital gains taxes,” Swedroe wrote. “Before addressing strategies to avoid or at least minimize that problem, I remind investors that there is only one thing worse than having to pay taxes — not having to pay taxes (as happened to those with concentrated positions in Enron, among many others).”

READ MORE: Convincing clients to let go of huge holdings

As an antidote for the possible tax hit, Swedroe mentioned an alternative investment in the form of a leveraged strategy known as variable prepaid forwards, as well as charitable donations or moving the shares into a diversified basket of securities called an exchange fund. However, the latter choice defers the tax hit rather than eliminating it outright, Milleson noted in the blog post. A custom diversification strategy over time through direct indexing could produce losses for offsetting capital gains as well, he wrote.

“Building a customized, staged diversification plan can help spread the cost of diversification over a number of years or make sure the cost stays within a certain gain budget — allowing for greater control of the tax bill and the degree of diversification,” Milleson wrote. “This plan can be modified at any time depending on changes in the market or client needs. Using leverage can help increase the losses generated in a direct indexing account and accelerate the diversification.”

If the client must hold onto the shares for any reason, an options-based covered call strategy could cut down on their concentration and boost their earnings over time, he added.

With “a lot of different solutions” for concentrated stock holdings and the accompanying tax questions, advisors should take an educational approach in guiding clients through the process, Milleson said. They don’t need to wind down all of their holdings in the stock at once, either. 

As advisors inform the customers of the risks of not diversifying, they can “highlight that while being sensitive to the client who probably takes great pride in having built their wealth from this position,” he said. “It’s worth having those conversations, understanding that maybe it’s one of those solutions or a combination of those solutions that’s the best fit for the client.”

Continue Reading

Accounting

Mandatory ESG Reporting Standards Demand Standardized Non-Financial Audit Trails

Published

on

Mandatory ESG Reporting Standards Demand Standardized Non-Financial Audit Trails

Corporate accounting departments face an expanded regulatory mandate as mandatory sustainability and Environmental, Social, and Governance (ESG) reporting frameworks take full effect internationally. Governed by the European Union’s Corporate Sustainability Reporting Directive (CSRD) and the International Sustainability Standards Board (ISSB) IFRS S1 and S2 standards, enterprise financial controllers are now legally required to track, verify, and report non-financial data with the same internal controls and auditability as traditional financial statements.

The expansion shifts ESG compliance

This regulatory expansion shifts ESG compliance from marketing departments to corporate accounting offices. Financial managers are now responsible for gathering, consolidating, and verifying carbon emissions metrics, supply chain labor conditions, water usage, and climate risk exposures across multi-tiered corporate structures. These non-financial metrics must be integrated into standardized general ledgers to withstand rigorous third-party audit assurance processes.

To comply with these rigorous reporting mandates, accounting software providers have added dedicated ESG modules designed to aggregate data from IoT sensors, utility platforms, and vendor management systems. Controllers are implementing internal control frameworks—modeled after traditional COSO frameworks—to ensure the completeness, accuracy, and consistency of sustainability disclosures, protecting organizations against greenwashing penalties and litigation risks.

The transition requires significant cross-functional collaboration between accounting teams, legal counsel, and operational directors. Accounting professionals are expanding their technical expertise beyond financial ledgers to master carbon accounting methodologies, lifecycle assessment standards, and non-financial data governance protocols, fundamentally expanding the role of the modern corporate accountant.

Why This Information Matters
Mandatory ESG disclosures require companies to treat environmental and social metrics as audited financial records. Executives, accountants, and board members must institute formal tracking and assurance processes to satisfy legal mandates, maintain investor confidence, and mitigate regulatory non-compliance risks.

Continue Reading

Accounting

SEC’s Semiannual Reporting Proposal Faces Investor Pushback: What CFOs Need to Know

Published

on

U.S. Securities and Exchange Commission (SEC)

A proposal from the U.S. Securities and Exchange Commission to potentially shift some public companies away from quarterly financial reporting toward a semiannual model is drawing significant pushback from investors, even as it continues moving through the regulatory process. The debate has direct implications for corporate finance teams, auditors, and the broader transparency of U.S. capital markets.

What the SEC Proposed

According to a summary published by accounting advisory firm Cohen & Co., the SEC issued a proposed rule on May 19, 2026, aimed at simplifying financial reporting requirements for many U.S. public companies. The proposal would potentially reduce the frequency of certain mandatory disclosures from quarterly to semiannual, a structural change that has not been made to core U.S. reporting requirements in decades.

The proposal follows an extended debate within U.S. policy circles, with proponents arguing that reduced reporting frequency could lower compliance costs and free up management time for longer-term strategic planning rather than quarter-to-quarter results management.

Why Investors Are Pushing Back

Comment letters submitted in response to the proposal have been extensive, and according to Cohen & Co.’s review of the public record, investors “appear to be largely opposed” to the shift, viewing frequent interim reporting as a core benefit of U.S. capital markets relative to other jurisdictions.

Accounting and law firms have taken a more measured position, generally urging any changes to remain aligned with the Financial Accounting Standards Board (FASB), whose existing disclosure requirements and guidance are built around a quarterly reporting cadence. A shift to semiannual reporting without corresponding changes to FASB guidance could create friction between SEC filing requirements and GAAP-based disclosure expectations.

Lessons From the U.K. Experience

The debate is not without precedent. The United Kingdom moved away from mandatory quarterly reporting for listed companies in 2014, returning to a semiannual disclosure requirement. According to Cohen & Co.’s analysis, that experience offers a cautionary data point: there was no measurable increase in capital expenditure or R&D investment following the change, while analyst coverage of affected companies declined as reliable interim information became less available — a particular risk for smaller and newly public companies that rely on analyst coverage to maintain investor visibility.

Practical Implications for Finance Teams

Beyond the debate over disclosure philosophy, the proposal carries practical complications. Many companies have debt covenants and credit agreements structured around quarterly financial delivery; a shift to semiannual reporting could require renegotiating those terms. Reduced reporting frequency would also extend the “window of market silence” between disclosures, a factor that governance and investor-relations teams would need to manage carefully to avoid information asymmetry.

Separately, and unrelated to the reporting-frequency debate, the SEC and FASB have continued finalizing more routine updates this year. New Accounting Standards Updates are taking effect for December 31, 2026, fiscal year-ends covering income tax disclosures, credit loss measurement, induced debt conversions, and stock compensation, according to Eide Bailly’s review of 2026 ASU activity. Additional guidance on paid-in-kind dividends and environmental credits is also on the near-term horizon.

What to Watch Next

The semiannual reporting proposal remains in the comment and review phase, and no final rule has been adopted as of this writing. Finance leaders should monitor the SEC’s regulatory agenda for further movement, while treating the current quarterly reporting requirement as the operative standard until any final rule is issued and an effective date is set.

Given the extent of investor opposition documented in the comment file, a full shift to mandatory semiannual reporting appears more likely to result in either a scaled-back compromise or continued study rather than swift adoption — though the SEC’s ultimate direction remains uncertain.

 

Continue Reading

Accounting

AI-Driven Automation and Continuous Accounting Frameworks

Published

on

The accounting profession is undergoing a fundamental structural transition as enterprise finance departments shift from periodic month-end closes toward automated continuous accounting models. By integrating specialized machine learning algorithms directly into enterprise resource planning (ERP) platforms, chief accounting officers are transforming financial reporting from a retrospective exercise into a real-time operational asset.

The Shift from Periodic Close to Continuous Financial Reporting
Traditional accounting workflows heavily relied on manual data reconciliation, spreadsheet calculations, and multi-week closing cycles at the end of each fiscal period. In contrast, continuous accounting frameworks utilize automated software agents to process, validate, and post transactional data in real time as business activities occur.

Automated bank reconciliation tools cross-reference incoming bank feeds, invoice records, and purchase orders automatically. By resolving transactional variances instantly throughout the month, corporate accounting teams eliminate the traditional workload spikes associated with quarterly and annual closes.

Machine Learning in Audit Trails and Anomaly Detection
Advanced natural language processing (NLP) and machine learning tools are redefining internal audit and financial control environments. Automated systems analyze 100% of general ledger entries, identifying anomalous transactions, duplicate payments, and unauthorized journal entries in real time.

Rather than relying on random statistical sampling, corporate internal auditors can focus their attention on high-risk flags automatically surfaced by algorithmic monitoring platforms. This continuous risk assessment strengthens internal controls over financial reporting (ICFR) and significantly reduces fraud risk.

Evolving Roles for Accounting Professionals
As routine data entry and manual reconciliation tasks become fully automated, the skill set required for accounting professionals is shifting toward data analysis, system design, and strategic business advisory.
– Systems Governance: Accountants are increasingly responsible for monitoring algorithmic accuracy and managing data integration pipelines.
– Business Partnership: Finance professionals leverage real-time financial dashboards to advise operational leaders on margin management and working capital allocation.
– Regulatory Compliance Management: Accounting teams utilize automated platforms to ensure compliance with dynamic tax codes and international accounting standards.

Core Implementation Recommendations
1. Deploy Automated Reconciliation Tools: Integrate continuous transaction processing modules into existing enterprise ERP architectures.
2. Establish Algorithmic Governance Controls: Implement strict internal testing protocols to ensure automated accounting rules comply with GAAP/IFRS standards.
3. Reskill Accounting Teams: Invest in training finance staff on data analytics, workflow automation, and predictive financial modeling.

Continue Reading

Trending