Nasdaq 100 Stocks SEC Filings — October 16, 2026

USA NASDAQ-100

By Gunpowder Editorial ·

13 high priority 7 medium priority 20 total filings analysed

Executive Summary

The 20 filings cover a NASDAQ-100 slice dominated by Form 4 insider activity (PepsiCo, Gilead, Booking, Qualcomm, PayPal, AppLovin), with a few corporate events (PepsiCo euro notes, Costco bonus plan, Strategy Inc preferred dividend and proxy items).

Insider flow is mostly tax-withholding on vesting RSUs/PSUs (Qualcomm's executive team, PayPal's officers), which is routine and carries little directional signal; the notable open-market activity is PepsiCo director Robert Pohlad's roughly $10.8M purchase plus $5.78M tranches at $128.28, a strong conviction signal. Discretionary selling was limited to 10b5-1 plan sales by Gilead's CFO and CCO/CommOfficer and Booking's CHRO, and a small Qualcomm CHRO-level sale at $174.75. No period-over-period financial metrics (revenue, margins, ratios) were supplied in these filings, so trend analysis is limited to insider and capital-allocation data. The most material corporate development is Strategy Inc's contingent November dividend structure (STRC at 12.00%, $1.00 daily dividends) tied to an October 28 special meeting, which introduces binary outcome risk for preferred holders. PepsiCo's €1.0B issuance is a routine, well-termed refinancing with no stress signal. Several filings are low-information (Strategy DEFA14A boilerplate, Costco officer-change misclassification), so conviction should be scaled accordingly.

Materiality, sentiment, and priority are scored by Gunpowder’s analysis pipeline. How we score filings →

Filing types in this digest: Form 4 · 8-K · DEFA14A

Tracking the trend? Catch up on the prior Nasdaq 100 Stocks SEC Filings digest from October 09, 2026.

Investment Signals (11)

  • PepsiCo ↓ (BULLISH)
    ▲

    Director Robert C. Pohlad bought ~$10.8M of common stock at $128.28 (84,507 shares, holdings now 433,009), with follow-on purchases of ~$5.78M each

  • Board declared $1.00/share of November daily dividends at a 12.00% regular rate, contingent on 10/28 stockholder approval and effectiveness by 11/1; the rate is a positive income signal but conditional

  • Qualcomm ↓ (BULLISH)
    ▲

    President & CEO Cristiano Amon's disposition was limited to ~8,232 shares withheld for taxes (~$1.47M) on 19,053 RSU/share conversions, with no open-market sale, consistent with no-sale vesting behavior

  • Qualcomm ↓ (BULLISH)
    ▲

    EVP/CFO Akash Palkhiwala and other executives' activity is tax-withholding on vesting at $178.40, with no discretionary sales disclosed, a neutral-to-mildly-positive retention signal

  • PayPal ↓ (BULLISH)
    ▲

    EVP Aaron Webster and SVP Chris Natali executed RSU conversions with tax withholding at $56.10 and retained 70,400 and 3,836 shares respectively; no open-market sales reported

  • ▲

    CFO Andrew Dickinson sold 3,000 shares at $156.22 (~$469K) under a 10b5-1 plan, retaining 161,096 shares; scheduled, low-conviction selling

  • ▲

    Chief Comm & Corp Affairs Officer Johanna Mercier sold 3,000 shares at $156.22 (~$469K) under a 10b5-1 plan, retaining 113,684 shares

  • CHRO Paulo Pisano sold 1,500 shares at $163.06 (~$245K) under a 10b5-1 plan, retaining 70,400 shares; modest size

  • Qualcomm ↓ (BEARISH)
    ▲

    General Counsel Ann Chaplin sold 1,827 shares at $174.75 (~$319K) under a 10b5-1 plan, the only discretionary sale at a price below the $178.40 withholding price

  • PepsiCo (8-K) (NEUTRAL)
    ▲

    €1.0B of 3.750% 2029 and 4.250% 2035 notes priced, net proceeds ~€994M used to repay commercial paper, shifting funding toward longer maturities

  • AppLovin ↓ (NEUTRAL)
    ▲

    Directors Maynard Webb (3,265 shares) and Barbara Messing (10,254 shares) received routine annual grants (67 and 64 Class A shares), indicating standard board compensation

Risk Flags (7)

  • November daily dividends are conditional on a 10/28 special-meeting vote and 11/1 CoD effectiveness; if either fails, the November 15 semi-monthly dividend becomes payable instead, creating outcome and cash-flow timing uncertainty

  • Company expects November daily dividends, if paid, to be non-taxable returns of capital to the extent of basis, which can erode cost basis and create tax reporting complexity for holders

  • The DEFA14A filing (10/16) contains only forward-looking boilerplate with no proposal content visible, so shareholders cannot assess what is being voted on from this excerpt

  • Two senior executives (CFO and Chief Comm & Corp Affairs Officer) sold 6,000 shares in aggregate (~$938K) on the same day at $156.22; although under 10b5-1 plans, the synchronized sale timing merits monitoring

  • Eight Qualcomm insiders had shares withheld for taxes at $178.40 on the same vesting event, with CEO withholding ~$1.47M; this signals a large single vesting cycle and points to concentrated near-term sell-to-cover pressure if plans are executed

  • The 8-K was preliminarily tagged 'Officer Change' though it discloses only bonus criteria, indicating the automated classification pipeline produced an inaccurate event label that could mislead alerts-based workflows

  • Multiple PayPal officers (Webster, Keller, Natali) had 1,000-4,000 share tax withholdings at $56.10, a low absolute price relative to other NASDAQ-100 names in this set, so vesting-related dilution is proportionally heavier

Opportunities (7)

  • Pohlad's ~$16.6M of open-market purchases at $128.28 across the reported tranches is the largest discretionary insider buy in this batch and signals board-level conviction in the current price level

  • Euro issuance with make-whole and par-call structure and net proceeds ~€994M used to retire commercial paper lowers short-term rollover risk and refinances at fixed coupons through 2035

  • Declared 12.00% regular rate and $1.00 daily dividends for November offer a high-yield income profile for preferred holders if the 10/28 vote passes, with a fallback 11/15 dividend preserving payment in either branch

  • Executives including the CEO (188,487 shares) and CFO (23,299 shares) retained substantial stakes after vesting, supporting alignment with shareholders during a period of high RSU conversion

  • CFO and CCO retained 161,096 and 113,684 shares respectively after 10b5-1 sales, leaving significant residual ownership and limiting alignment concerns

  • Executive bonuses now incorporate up to $200K (CEO) and $80K (others) of environmental and social metrics, integrating ESG into pay, which may support long-term operational targets

  • ◆

    Routine grants to Webb and Messing with continued board service indicate governance continuity and no visible director turnover

Sector Themes (5)

  • Insider Selling Dominated by Tax Withholding
    ◆

    Of the 13 Form 4 filings in this batch, the majority are tax-withholding dispositions on RSU/PSU vesting (Qualcomm 8, PayPal 3), with discretionary open-market sales limited to 10b5-1 plans at Gilead, Booking, and Qualcomm; this suggests generally orderly, pre-scheduled insider liquidity rather than opportunistic selling across NASDAQ-100 large caps

  • Contingent Preferred Dividend Structures
    ◆

    Strategy Inc's STRC contingent dividend mechanism introduces conditional payment timing and tax-treatment complexity, a template increasingly relevant to income-focused preferred issuers that rely on stockholder votes and charter amendments

  • Investment-Grade Refinancing in Euros
    ◆

    PepsiCo's €1.0B issuance shows continued use of euro markets for mid-sized, long-dated unsecured debt with make-whole and par-call protection, indicating open and orderly credit conditions for large consumer staples names

  • Executive Compensation Broadening to ESG
    ◆

    Costco's inclusion of environmental and social criteria alongside sales and pre-tax income in its fiscal 2027 bonus plan (up to 120% of target per goal) reflects a wider pattern of ESG metrics entering quantitative pay frameworks

  • Filing-Pipeline Quality Gaps
    ◆

    Several filings (Strategy DEFA14A, Costco officer-change tag) carry boilerplate or misclassified content, highlighting the need for human review when automated classification drives downstream alerts

Watch List (8)

  • Stockholder vote on Daily Dividend Amendments at 10:00 a.m. ET on October 28, 2026; approval required by 5:00 p.m. ET October 31 and CoD effective by 12:01 a.m. ET November 1 to trigger daily dividends

  • November 15 semi-monthly dividend (declared Sept 30, record date Oct 31, 2026) becomes payable if the contingency fails; monitor announcement of outcome before Oct 31

  • Monitor further Form 4 filings from CFO Dickinson and CCO Mercier for follow-on scheduled sales at ~$156 levels

  • Watch for additional Form 4s from CEO Amon, CFO Palkhiwala, and CGO Chaplin over the next weeks to gauge whether withholding-related dispositions translate into open-market sales

  • Track whether director buying continues beyond the reported tranches and whether other directors join, given the $128.28 execution price

  • Settlement of the €1.0B notes expected shortly after the October 16 pricing; confirm closing and commercial paper repayment in the next PepsiCo filing

  • Review Exhibit 10.1 for full environmental and social metric definitions and whether quantitative targets are disclosed

  • PayPal and AppLovin/Form 4 Cadence
    👁

    Monitor further PayPal officer vesting activity at $56.10 and any AppLovin director transactions following annual grant issuance

Filing Analyses (20)
PEPSICO INC 4 positive materiality 7/10

16-10-2026

Director POHLAD ROBERT C bought 84,507 PepsiCo, Inc. Common Stock at $128.28 (~$10.8M). 4 transactions reported in total. POHLAD ROBERT C holds 433,009 shares after the transaction.

  • · Director POHLAD ROBERT C bought 84,507 PepsiCo, Inc. Common Stock at $128.28 (~$10.8M)
  • · Director POHLAD ROBERT C bought 45,075 PepsiCo, Inc. Common Stock at $128.28 (~$5.78M)
  • · Director POHLAD ROBERT C bought 45,075 PepsiCo, Inc. Common Stock at $128.28 (~$5.78M)
  • · Director POHLAD ROBERT C bought 9,989 PepsiCo, Inc. Common Stock at $128.28 (~$1.28M)
GILEAD SCIENCES, INC. 4 negative materiality 4/10

16-10-2026

Chief Financial Officer Dickinson Andrew D sold 3,000 Common Stock at $156.22 (~$469K). Dickinson Andrew D holds 161,096 shares after the transaction. Trades executed under a Rule 10b5-1 plan.

  • · Chief Financial Officer Dickinson Andrew D sold 3,000 Common Stock at $156.22 (~$469K)
Booking Holdings Inc. 4 negative materiality 4/10

16-10-2026

CHIEF HUMAN RESOURCES OFFICER Pisano Paulo sold 1,500 Common Stock at $163.06 (~$245K). Pisano Paulo holds 70,400 shares after the transaction. Trades executed under a Rule 10b5-1 plan.

  • · CHIEF HUMAN RESOURCES OFFICER Pisano Paulo sold 1,500 Common Stock at $163.06 (~$245K)
GILEAD SCIENCES, INC. 4 negative materiality 4/10

16-10-2026

Chief Comm & Corp Aff Officer Mercier Johanna sold 3,000 Common Stock at $156.22 (~$469K). Mercier Johanna holds 113,684 shares after the transaction. Trades executed under a Rule 10b5-1 plan.

  • · Chief Comm & Corp Aff Officer Mercier Johanna sold 3,000 Common Stock at $156.22 (~$469K)
PEPSICO INC 8-K neutral materiality 3/10

16-10-2026

PepsiCo priced and issued two euro-denominated senior notes on October 16, 2026: €500 million of 3.750% notes due 2029 and €500 million of 4.250% notes due 2035, for total gross principal of €1.0 billion. Net proceeds of approximately €994 million will fund general corporate purposes, including repayment of commercial paper. The filing is a routine debt issuance under an existing automatic shelf registration and contains no performance metrics, so there is no period-over-period comparison to report.

  • · Notes are unsecured and rank equally with all other unsecured senior indebtedness of PepsiCo
  • · Interest is paid annually in arrears on October 16, commencing October 16, 2027
  • · 2029 Notes are callable at make-whole (comparable government bond rate plus 10 bps) before September 16, 2029, and at par thereafter
  • · 2035 Notes are callable at make-whole (comparable government bond rate plus 15 bps) before July 16, 2035, and at par thereafter
  • · Offering was made under an automatic shelf registration on Form S-3 (File No. 333-277003) filed February 12, 2024, with Indenture dated February 12, 2024 and U.S. Bank Trust Company, National Association as Trustee
QUALCOMM INC/DE 4 neutral materiality 7/10

16-10-2026

EVP, CFO & COO Palkhiwala Akash J. had withheld for taxes 3,267 Common Stock at $178.40 (~$583K). Palkhiwala Akash J. holds 23,299 shares after the transaction.

  • · EVP, CFO & COO Palkhiwala Akash J. exercised/converted 8,284 Common Stock
  • · EVP, CFO & COO Palkhiwala Akash J. had withheld for taxes 3,267 Common Stock at $178.40 (~$583K)
  • · EVP, CFO & COO Palkhiwala Akash J. exercised/converted 8,284.1908 Restricted Stock Unit
QUALCOMM INC/DE 4 neutral materiality 4/10

16-10-2026

EVP, Chief Technology Officer ACHOUR BAAZIZ had withheld for taxes 1,955 Common Stock at $178.40 (~$349K). 5 transactions reported in total. ACHOUR BAAZIZ holds 92,563 shares after the transaction.

  • · EVP, Chief Technology Officer ACHOUR BAAZIZ exercised/converted 3,314 Common Stock
  • · EVP, Chief Technology Officer ACHOUR BAAZIZ exercised/converted 2,584 Common Stock
  • · EVP, Chief Technology Officer ACHOUR BAAZIZ had withheld for taxes 1,955 Common Stock at $178.40 (~$349K)
  • · EVP, Chief Technology Officer ACHOUR BAAZIZ exercised/converted 3,314.3026 Restricted Stock Unit
  • · EVP, Chief Technology Officer ACHOUR BAAZIZ exercised/converted 2,584.6411 Restricted Stock Unit
QUALCOMM INC/DE 4 negative materiality 5/10

16-10-2026

EVP, GenCounsel&CorpSecretary CHAPLIN ANN C had withheld for taxes 1,939 Common Stock at $178.40 (~$346K). 4 transactions reported in total. CHAPLIN ANN C holds 25,770 shares after the transaction. Trades executed under a Rule 10b5-1 plan.

  • · EVP, GenCounsel&CorpSecretary CHAPLIN ANN C exercised/converted 5,592 Common Stock
  • · EVP, GenCounsel&CorpSecretary CHAPLIN ANN C had withheld for taxes 1,939 Common Stock at $178.40 (~$346K)
  • · EVP, GenCounsel&CorpSecretary CHAPLIN ANN C sold 1,827 Common Stock at $174.75 (~$319K)
  • · EVP, GenCounsel&CorpSecretary CHAPLIN ANN C exercised/converted 5,592.0377 Restricted Stock Unit
QUALCOMM INC/DE 4 neutral materiality 7/10

16-10-2026

President & CEO AMON CRISTIANO R had withheld for taxes 8,232 Common Stock at $178.40 (~$1.47M). AMON CRISTIANO R holds 188,487 shares after the transaction.

  • · President & CEO AMON CRISTIANO R exercised/converted 19,053 Common Stock
  • · President & CEO AMON CRISTIANO R had withheld for taxes 8,232 Common Stock at $178.40 (~$1.47M)
  • · President & CEO AMON CRISTIANO R exercised/converted 19,053.8476 Restricted Stock Unit
QUALCOMM INC/DE 4 neutral materiality 6/10

16-10-2026

EVP, Chief HR Officer ACE HEATHER S had withheld for taxes 1,790 Common Stock at $178.40 (~$319K). ACE HEATHER S holds 39,922 shares after the transaction.

  • · EVP, Chief HR Officer ACE HEATHER S exercised/converted 5,177 Common Stock
  • · EVP, Chief HR Officer ACE HEATHER S had withheld for taxes 1,790 Common Stock at $178.40 (~$319K)
  • · EVP, Chief HR Officer ACE HEATHER S exercised/converted 5,177.6193 Restricted Stock Unit
COSTCO WHOLESALE CORP /NEW 8-K neutral materiality 3/10

16-10-2026

Costco's Compensation Committee approved fiscal 2027 executive bonus criteria on October 13, 2026, with the Nominating and Governance Committee approving environmental and social performance criteria. Non-CEO executive officers are eligible for base bonuses of $400,000 (split $160,000 sales, $160,000 pre-tax income, and up to $80,000 for environmental and social objectives), while the CEO's base bonus is $1.2 million (split $500,000 sales, $500,000 pre-tax income, and up to $200,000 for environmental and social metrics). The filing discloses no officer departure or appointment, so the preliminary 'Officer Change' classification appears inaccurate.

  • · Bonus structure allows payouts from zero up to 120% of target for each sales and pre-tax income goal
  • · Environmental and social criteria include human capital and environmental-related quantitative metrics
  • · The full Fiscal 2027 Executive Bonus Plan is filed as Exhibit 10.1
  • · No director or officer departure, election, or appointment is reported in this filing
QUALCOMM INC/DE 4 neutral materiality 4/10

16-10-2026

EVP, Pres QTL & Global Affairs ROGERS ALEXANDER H had withheld for taxes 1,901 Common Stock at $178.40 (~$339K). ROGERS ALEXANDER H holds 30,151 shares after the transaction.

  • · EVP, Pres QTL & Global Affairs ROGERS ALEXANDER H exercised/converted 5,798 Common Stock
  • · EVP, Pres QTL & Global Affairs ROGERS ALEXANDER H had withheld for taxes 1,901 Common Stock at $178.40 (~$339K)
  • · EVP, Pres QTL & Global Affairs ROGERS ALEXANDER H exercised/converted 5,798.7248 Restricted Stock Unit
Strategy Inc DEFA14A neutral materiality 3/10

16-10-2026

Strategy Inc (STRD) filed a DEFA14A (additional definitive proxy soliciting material) on October 16, 2026, supplementing its proxy materials. The excerpt provided consists only of forward-looking statement and risk-factor boilerplate referencing a prior filing dated August 3, 2026, with no substantive operational, financial, or governance details disclosed in the text supplied.

  • · Filing references a prior SEC filing dated August 3, 2026, which likely contains the underlying proxy disclosure being supplemented
  • · Content provided is limited to standard forward-looking statement disclaimers; the proposals or subject matter of the supplemental solicitation are not visible in this excerpt
PayPal Holdings, Inc. 4 neutral materiality 6/10

16-10-2026

EVP, Global Chief Risk Officer Webster Aaron had withheld for taxes 3,883 Common Stock at $56.10 (~$218K). 5 transactions reported in total. Webster Aaron holds 70,400 shares after the transaction.

  • · EVP, Global Chief Risk Officer Webster Aaron exercised/converted 5,900 Common Stock
  • · EVP, Global Chief Risk Officer Webster Aaron exercised/converted 2,622 Common Stock
  • · EVP, Global Chief Risk Officer Webster Aaron had withheld for taxes 3,883 Common Stock at $56.10 (~$218K)
  • · EVP, Global Chief Risk Officer Webster Aaron exercised/converted 5,900 Restricted Stock Units -1
  • · EVP, Global Chief Risk Officer Webster Aaron exercised/converted 2,622 Restricted Stock Units -2
PayPal Holdings, Inc. 4 neutral materiality 5/10

16-10-2026

Pres., Checkout Sol. & PayPal Keller Frank had withheld for taxes 907 Common Stock at $56.10 (~$50.9K). Keller Frank holds 42,299 shares after the transaction.

  • · Pres., Checkout Sol. & PayPal Keller Frank exercised/converted 1,639 Common Stock
  • · Pres., Checkout Sol. & PayPal Keller Frank had withheld for taxes 907 Common Stock at $56.10 (~$50.9K)
  • · Pres., Checkout Sol. & PayPal Keller Frank exercised/converted 1,639 Restricted Stock Units -8
PayPal Holdings, Inc. 4 neutral materiality 6/10

16-10-2026

SVP, Chief Accounting Officer Natali Chris had withheld for taxes 1,291 Common Stock at $56.10 (~$72.4K). Natali Chris holds 3,836 shares after the transaction.

  • · SVP, Chief Accounting Officer Natali Chris exercised/converted 2,727 Common Stock
  • · SVP, Chief Accounting Officer Natali Chris had withheld for taxes 1,291 Common Stock at $56.10 (~$72.4K)
  • · SVP, Chief Accounting Officer Natali Chris exercised/converted 2,727 Restricted Stock Units -1
AppLovin Corp 4 neutral materiality 3/10

16-10-2026

Director WEBB MAYNARD G JR was awarded 67 Class A Common Stock. WEBB MAYNARD G JR holds 3,265 shares after the transaction.

  • · Director WEBB MAYNARD G JR was awarded 67 Class A Common Stock
AppLovin Corp 4 neutral materiality 3/10

16-10-2026

Director Messing Barbara was awarded 64 Class A Common Stock. Messing Barbara holds 10,254 shares after the transaction.

  • · Director Messing Barbara was awarded 64 Class A Common Stock
Strategy Inc 8-K neutral materiality 6/10

16-10-2026

Strategy Inc (STRD) announced that, contingent on stockholder approval of Daily Dividend Amendments at a October 28, 2026 Special Meeting and the Second A&R STRC CoD becoming effective by November 1, 2026, it will pay daily cash dividends on its Variable Rate Series A Perpetual Stretch Preferred Stock (STRC) for November 2026 totaling $1.00 per share, with the regular dividend rate at 12.00%. If the contingency is not met, the November daily dividends will not be paid and the semi-monthly November 15 dividend will instead be payable.

  • · Dividends are contingent on two conditions: stockholder approval of the Daily Dividend Amendments by 5:00 p.m. ET on October 31, 2026, and the Second A&R STRC CoD being effective by 12:01 a.m. ET on November 1, 2026
  • · If the contingency fails, the November 15 dividend (declared September 30, 2026) becomes payable; both sets of dividends can never be paid unconditionally
  • · Company expects November daily dividends, if paid, to be a non-taxable return of capital to the extent of shareholder tax basis
  • · Management will recommend maintaining the 12.00% STRC rate until STRC shows sustained trading near $100 per share
  • · Special Meeting of stockholders scheduled for October 28, 2026 at 10:00 a.m. Eastern time
Strategy Inc DEFA14A mixed materiality 6/10

16-10-2026

On October 15, 2026, Strategy Inc (STRD preferred / STRC) announced that, subject to a Contingent Dividend Condition, STRC's regular dividend rate will be 12.00% for record dates from November 1 to November 30, 2026, and the board declared daily cash dividends for each November 2026 record date totaling $1.00 per share. Payment is conditional on stockholder approval of the Daily Dividend Amendments at the October 28, 2026 Special Meeting and the Second A&R STRC CoD becoming effective by 12:01 a.m. ET on November 1, 2026; if not satisfied, the November 15 semi-monthly dividend is payable instead. The company also expects the November daily dividends, if paid, to be treated as non-taxable returns of capital to the extent of a holder's basis.

  • · Special Meeting of stockholders scheduled for October 28, 2026 at 10:00 a.m. ET to vote on the Daily Dividend Amendments
  • · Stockholder approval must occur by 5:00 p.m. ET on October 31, 2026, and the Second A&R STRC CoD must be effective by 12:01 a.m. ET on November 1, 2026
  • · If the condition fails, the November 15 dividend (declared September 30, 2026; record date October 31, 2026) is payable instead; both cannot be paid unconditionally
  • · Management will recommend maintaining the 12.00% rate until STRC shows sustained, healthy trading near $100 per share
  • · Expected tax treatment: November daily dividends, if payable, likely non-taxable returns of capital to the extent of shareholder tax basis

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