CFO Liquidates Shares Valued at More Than $100,000

Source The Motley Fool

Key Points

  • The non-discretionary disposition involved 736 shares with a total value of $102,000 based on the transaction date market close.

  • The transaction size was equal to 1% of the direct equity stake held prior to the filing.

  • The shares were withheld to satisfy tax obligations tied to the vesting of restricted share units granted in September 2024.

  • This activity represents a routine tax-related liquidation and does not reflect a change in the executive's outlook on the company.

  • 10 stocks we like better than Jackson Financial ›

Don W. Cummings, EVP and CFO of Jackson Financial Inc. (NYSE:JXN), disposed of 736 shares of common stock on Sept. 10, 2026, at $138.36 per share, according to a recent SEC Form 4 filing.

Transaction summary

MetricValue
Transaction value$102,000
Shares sold (directly held)736
Post-transaction shares (directly held)71,979
Post-transaction value$9.96 million

Transaction value based on SEC Form 4 weighted average sale price ($138.36); post-transaction value based on Sept. 10, 2026 market close ($138.36).

Key questions

  • What specific event necessitated this equity disposition?
    The transaction was executed to cover tax withholding obligations upon the vesting of the second tranche of restricted share units originally granted on Sept. 10, 2024.
  • How does this disposition affect the CFO's long-term equity exposure?
    Don W. Cummings continues to hold 71,979 shares directly, representing a substantial position valued at $9.96 million as of the Sept. 10, 2026 market close, and the executive also holds derivative securities.
  • What is the primary focus of Jackson Financial's current business model?
    The Lansing-based company concentrates on the retail annuities segment, providing a range of retirement savings and income solutions to individual investors throughout the United States.

Company Overview

MetricValue
Share Price (as of market close 2026-09-14)$138.75
Market Capitalization$9.6 billion
Revenue (TTM)$6.5 billion
Net Income (TTM)$103.0 million

Company Snapshot

  • Jackson Financial Inc. specializes in the design, development, and distribution of a comprehensive suite of annuity products, including variable, fixed, and indexed annuities, which serve as primary revenue drivers for the company's retail and institutional client base.
  • The company operates through three core business segments--Retail Annuities, Institutional Products, and Closed Blocks--generating revenue through product sales, management fees, and investment income derived from its diversified annuity portfolio.
  • Jackson Financial primarily serves individual investors and institutional clients throughout the United States seeking retirement income solutions and wealth preservation strategies, with a particular focus on high-net-worth and mass-affluent market segments.

Jackson Financial Inc. is a substantial player in the U.S. annuity market with $9.6 billion in market capitalization and $6.5 billion in TTM revenue, demonstrating significant scale within the insurance and financial services sector. The company's strategic positioning centers on delivering diversified annuity solutions that address evolving retirement income needs, supported by a robust distribution network and institutional partnerships. With 3,490 employees and a track record of strong market performance, Jackson Financial maintains a competitive advantage through its comprehensive product offerings and established relationships within the retirement planning ecosystem.

What this transaction means for investors

Insider transactions can be complex. Sales often involve tax implications, which can make it difficult to ascertain the true motives behind the transaction. Therefore, retail investors are best served by reviewing a company's fundamentals to see how a stock is actually performing. With that in mind, let's review Jackson Financial (JXN).

First off, let's have a quick review of how JXN stock has performed relative to the stock market. Since 2021, JXN shares have handily outperformed the market, as measured by the S&P 500. JXN stock has generated a total return of 605%, equating to a compound annual growth rate (CAGR) of 47.8%. The S&P 500, meanwhile, has delivered a total return of 81%, with a CAGR of 12.6%.

As for its fundamentals, one figure stands out: The company has bought back a tremendous number of shares over the last five years. Shares outstanding have plummeted from nearly 95 million to about 68 million. This represents a reduction of about 28%. This has been great for existing shareholders, as the value of the remaining shares rise as the number of shares outstanding falls.

The company has been able to support this massive share repurchase program thanks to its steady free cash flow. Free cash flow has grown from $4.9 billion in 2021 to almost $5.9 billion now. The company's steady business model, built around variable annuities, has produced solid returns that have fueled the free cash flow engine.

In summary, Jackson Financial has consistently beat the market, thanks to its immense free cash flow and stock buybacks. Investors seeking an insurance stock would be wise to consider JXN.

Should you buy stock in Jackson Financial right now?

Before you buy stock in Jackson Financial, consider this:

The Motley Fool Stock Advisor analyst team just identified what they believe are the 10 best stocks for investors to buy now… and Jackson Financial wasn’t one of them. The 10 stocks that made the cut could produce monster returns in the coming years.

Consider when Netflix made this list on December 17, 2004... if you invested $1,000 at the time of our recommendation, you’d have $420,109!* Or when Nvidia made this list on April 15, 2005... if you invested $1,000 at the time of our recommendation, you’d have $1,303,689!*

Now, it’s worth noting Stock Advisor’s total average return is 938% — a market-crushing outperformance compared to 211% for the S&P 500. Don't miss the latest top 10 list, available with Stock Advisor, and join an investing community built by individual investors for individual investors.

See the 10 stocks »

*Stock Advisor returns as of September 16, 2026.

Jake Lerch has no position in any of the stocks mentioned. The Motley Fool has no position in any of the stocks mentioned. The Motley Fool has a disclosure policy.

Disclaimer: For information purposes only. Past performance is not indicative of future results.
placeholder
September Fed Rate Decision Preview: Is a Rate Hike a Foregone Conclusion? US Stocks, Dollar, and Gold Face a Critical TestThe Federal Reserve will announce its September interest rate decision at 2:00 p.m. ET on Wednesday (September 16), followed by a press conference held by Fed Chair Kevin Warsh at 2:30 p.
Author  TradingKey
5 hours ago
The Federal Reserve will announce its September interest rate decision at 2:00 p.m. ET on Wednesday (September 16), followed by a press conference held by Fed Chair Kevin Warsh at 2:30 p.
placeholder
Bitcoin falls below $75,000 as the CLARITY Act fails in the Senate — what the vote means for cryptoThe US Senate blocked the Digital Asset Market CLARITY Act in a 49-50 procedural vote, sending Bitcoin briefly below $75,000 — its biggest one-day drop since June. Ethereum fell more than 8%, Coinbase slid 10% and $75 billion of crypto market value evaporated. Here is what the vote was, why it failed, and the levels that matter now.
Author  Suzie
7 hours ago
The US Senate blocked the Digital Asset Market CLARITY Act in a 49-50 procedural vote, sending Bitcoin briefly below $75,000 — its biggest one-day drop since June. Ethereum fell more than 8%, Coinbase slid 10% and $75 billion of crypto market value evaporated. Here is what the vote was, why it failed, and the levels that matter now.
placeholder
Silver breaks $64 as precious metals rebound — can gold hold the $4,280 line into the Fed decision?Silver has climbed back above $64 an ounce for the first time this week, leading a broad rebound across precious metals hours before the Federal Reserve delivers what is expected to be its first rate hike since 2023. Spot silver was last at $64.64, up 1.49% on the day, while gold reclaimed $4,300 and platinum and palladium both advanced. The question now is whether the bounce is a genuine turn — or a pause before the Fed's dot plot decides the next move.
Author  Suzie
7 hours ago
Silver has climbed back above $64 an ounce for the first time this week, leading a broad rebound across precious metals hours before the Federal Reserve delivers what is expected to be its first rate hike since 2023. Spot silver was last at $64.64, up 1.49% on the day, while gold reclaimed $4,300 and platinum and palladium both advanced. The question now is whether the bounce is a genuine turn — or a pause before the Fed's dot plot decides the next move.
placeholder
Bitcoin Falls Below $75,000, Crypto Stocks Plunge as Clarity Act Vote FailsProcedural vote on the Clarity Act falters, Bitcoin loses $75,000, and crypto stocks plunge across the board.On September 15, Eastern Time, the U.S. Senate procedural vote ended with 49 v
Author  TradingKey
14 hours ago
Procedural vote on the Clarity Act falters, Bitcoin loses $75,000, and crypto stocks plunge across the board.On September 15, Eastern Time, the U.S. Senate procedural vote ended with 49 v
placeholder
Crude Oil Price Forecast: Brent Nears $110 Amid Saudi Pipeline Outage, How Much Further Can Oil Rise?Supply risks in the Middle East continue to heat up, with international oil prices fluctuating at high levels.During Tuesday's Asian trading session, Brent crude futures (UKOIL-F) rose to
Author  TradingKey
Yesterday 08: 34
Supply risks in the Middle East continue to heat up, with international oil prices fluctuating at high levels.During Tuesday's Asian trading session, Brent crude futures (UKOIL-F) rose to
goTop
quote