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PYPLPayPal Holdings, Inc. · Insider ownership research

PayPal Holdings, Inc. insiders sold $8.3M in the past 12 months. How much of their stake is that?

Insiders sold $8.3M, 81% under disclosed plans. Their starting stakes can't be measured from the filings because most of the sellers' shares vested during the period.

Updated Oct 8, 2026 from SEC filings · covers Oct 9, 2025 to Oct 8, 2026
0
buyers among officers and directors, past 12 months
81%
of sales were under disclosed trading plans, past 12 months
5 of 20
officers and directors sold shares, past 12 months
Recent activity · past 30 days, Sep 9, 2026 to Oct 8, 2026
Sep 15, 2026Jamie Miller had 6.1K shares ($331K) withheld by the company for taxes (not a market sale). That is 6.6% of the total stake held that day. 12K shares came in from vesting or option exercises the same day, so the holding rose by 5.9K net.
WhoSharesPrice% of total stakeTotal stake afterTrade dateFiled
Jamie Miller
Chief Fin & Op Officer
6,129$54.036.6%86KSep 15, 2026Sep 16, 2026

"% of total stake" is the shares in this event against all the vested shares the person held that day, across every share class and holding entity, after that day's vesting. "n/a" means the person's holdings don't reconcile, or the row is a purchase. "Holdings record incomplete" means more shares were sold than the filings show the person held that day, so a percentage would be wrong.

Is this normal? In line with the past 5 years. 5 insiders sold; the average is 5 a year. Year by year
Latest filing: Filed Sep 16 for a tax withholding on Sep 15. Jamie Miller had 6.1K shares withheld by the company for taxes. Filing
89 SEC ownership filings in the period · See the evidence

What stands out

Tax withholding outweighed market sales: the company withheld $12.0M of officers' and directors' shares for taxes, against $8.3M sold on the open market. The largest was James Chriss ($4.4M withheld).Largest withholding, Oct 15, 2025

Percentages cover 14 of 20 officers and directors. 6 are left out

i
Left out: Frank Keller, Suzan Kereere, Aaron Webster and Diego Scotti (most of their shares vested during the period, so a percentage would mislead); Chris Natali and Alyssa Henry (held no vested shares at the start).
Disclosed company stock is not an insider's whole wealth.

Who sold, and how much of their stake

Officers and directors, past 12 months. Each bar is the insider's vested stake at the start of the period (Oct 8, 2025). The gold part is what they sold.

SoldRest of starting stakeAdded during the period
Suzan Kereere
President, Global Markets
No bar: most of their shares vested during the period, so a percentage would mislead.
$4.4M80% planned
Frank Keller
Pres., Checkout Sol. & PayPal
No bar: most of their shares vested during the period, so a percentage would mislead.
$2.5MDisclosed plan
Aaron Webster
EVP, Global Chief Risk Officer
No bar: most of their shares vested during the period, so a percentage would mislead.
$615KNo plan disclosed
Chris Natali
SVP, Chief Accounting Officer
No bar: held no vested shares at the start.
$440K78% planned
Diego Scotti
EVP, GM Consumer Group
No bar: most of their shares vested during the period, so a percentage would mislead.
$265KDisclosed plan
Amounts, filings and trading plans for each seller

Selling by month

Officers and directors, Oct 2025 to Oct 2026. Each sale is counted once: under a disclosed plan, else to cover taxes, else no plan disclosed.

Disclosed planTo cover taxesNo plan disclosed
Oct 2025: $612K under a disclosed planOct 2025: $95K no plan disclosedOctNov 2025: $249K under a disclosed planNov 2025: $1.5M no plan disclosedNovDecJanFeb 2026: $1.7M under a disclosed planFebMar 2026: $2.1M under a disclosed plan$2.1MMarApr 2026: $602K under a disclosed planAprMay 2026: $184K under a disclosed planMayJun 2026: $364K under a disclosed planJunJul 2026: $120K under a disclosed planJulAug 2026: $254K under a disclosed planAugSep 2026: $474K under a disclosed planSepOct

Common questions

Is the PayPal Holdings, Inc. CEO selling stock?

No. James Chriss reported no open-market sales in the past 12 months.

Why are PayPal Holdings, Inc. insiders selling?

Filings rarely give a reason, and we don't guess at one. What they show is how the sales were made: 81% of sales by value ran under 10b5-1 trading plans disclosed in the filings and 19% had no disclosed plan. A trading plan schedules sales in advance.

Are any PayPal Holdings, Inc. insiders buying?

No. Officers and directors reported no purchases in the past 12 months.

The evidence

Who sold5 officers and directors: amount, % of holdings, trading plan
Who soldAmount% of holdingsTrading plan
Suzan Kereere
President, Global Markets
$4.4M
88K shares
i
No percentage: most of their shares vested during the period, so a percentage would mislead.
80% under a disclosed plan
Frank Keller
Pres., Checkout Sol. & PayPal
$2.5M
54K shares
i
No percentage: most of their shares vested during the period, so a percentage would mislead.
Disclosed plan
Aaron Webster
EVP, Global Chief Risk Officer
$615K
9.3K shares
i
No percentage: most of their shares vested during the period, so a percentage would mislead.
No plan disclosed
Chris Natali
SVP, Chief Accounting Officer
$440K
8.6K shares
i
No percentage: held no vested shares at the start.
78% under a disclosed plan
Diego Scotti
EVP, GM Consumer Group
$265K
3.8K shares
i
No percentage: most of their shares vested during the period, so a percentage would mislead.
Disclosed plan
The full ownership picture20 of 20 insiders fully reconciled · 20 officers and directors

Vested shares across all share classes, held directly and through trusts, LLCs and family members, as reported on SEC Forms 3, 4 and 5. Unvested awards and options are never counted as owned shares.

InsiderHeld Oct 8, 2025SoldHeld Oct 8, 2026Still held
James Chriss
President and CEO, Director
132K0196Kno sales
Vesting, gifts, unvested awards and holding lines for James Chriss
+130Kshares vested or exercised
0gifted (net of own trusts)
−66Kwithheld by the company for taxes
372K → 242Kunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock132,019196,403
David Moffett
Director
71K077Kno sales
Vesting, gifts, unvested awards and holding lines for David Moffett
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock71,02277,297
David Dorman
Director
70K083Kno sales
Vesting, gifts, unvested awards and holding lines for David Dorman
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock68,61581,121
2021 Family Trust 2Common Stock605605
2021 Family Trust 1Common Stock495495
2021 Family Trust 5Common Stock225225
2021 Family Trust 3Common Stock150150
2021 Family Trust 4Common Stock7272
Frank Yeary
Director
59K066Kno sales
Vesting, gifts, unvested awards and holding lines for Frank Yeary
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock50,76157,036
TrustCommon Stock4,5004,500
Trust 1Common Stock4,0004,000
SonCommon Stock88
Frank Keller
Pres., Checkout Sol. & PayPal
51K−54K42Knot meaningful
Vesting, gifts, unvested awards and holding lines for Frank Keller
+66Kshares vested or exercised
0gifted (net of own trusts)
−55Kwithheld by the company for taxes
120K → 358Kunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock50,83541,567
Suzan Kereere
President, Global Markets
48K−88K31Knot meaningful
Vesting, gifts, unvested awards and holding lines for Suzan Kereere
+137Kshares vested or exercised
0gifted (net of own trusts)
−66Kwithheld by the company for taxes
195K → 217Kunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock48,48330,983
Michelle Gill
EVP, GM, SMB & Financial Svcs
42K068Kno sales
Vesting, gifts, unvested awards and holding lines for Michelle Gill
+52Kshares vested or exercised
0gifted (net of own trusts)
−25Kwithheld by the company for taxes
143K → 250Kunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock42,22468,479
Jonathan Christodoro
Director
41K048Kno sales
Vesting, gifts, unvested awards and holding lines for Jonathan Christodoro
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock41,47647,751
Jamie Miller
Chief Fin & Op Officer
41K086Kno sales
Vesting, gifts, unvested awards and holding lines for Jamie Miller
+93Kshares vested or exercised
0gifted (net of own trusts)
−47Kwithheld by the company for taxes
149K → 379Kunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock41,13386,408
Aaron Webster
EVP, Global Chief Risk Officer
40K−9.3K66Knot meaningful
Vesting, gifts, unvested awards and holding lines for Aaron Webster
+62Kshares vested or exercised
0gifted (net of own trusts)
−27Kwithheld by the company for taxes
115K → 165Kunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock40,34065,761
Gail McGovern
Director
34K034Kno sales
Vesting, gifts, unvested awards and holding lines for Gail McGovern
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock33,52933,529
Ann Sarnoff
Director
32K038Kno sales
Vesting, gifts, unvested awards and holding lines for Ann Sarnoff
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock31,86738,142
Enrique Lores
President and CEO, Director
29K032Kno sales
Vesting, gifts, unvested awards and holding lines for Enrique Lores
0shares vested or exercised
0gifted (net of own trusts)
0 → 1.70Munvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock29,05331,934
Diego Scotti
EVP, GM Consumer Group
17K−3.8K38Knot meaningful
Vesting, gifts, unvested awards and holding lines for Diego Scotti
+53Kshares vested or exercised
0gifted (net of own trusts)
−28Kwithheld by the company for taxes
134K → 240Kunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock16,98938,128
Deborah Messemer
Director
14K020Kno sales
Vesting, gifts, unvested awards and holding lines for Deborah Messemer
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock13,97620,251
Carmine Di Sibio
Director
8K014Kno sales
Vesting, gifts, unvested awards and holding lines for Carmine Di Sibio
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock8,04414,319
Joy Chik
Director
4.6K011Kno sales
Vesting, gifts, unvested awards and holding lines for Joy Chik
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock4,60710,882
Deirdre Stanley
Director
4.3K012Kno sales
Vesting, gifts, unvested awards and holding lines for Deirdre Stanley
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock4,32212,489
Chris Natali
SVP, Chief Accounting Officer
0−8.6K2.4Knot meaningful
Vesting, gifts, unvested awards and holding lines for Chris Natali
+18Kshares vested or exercised
0gifted (net of own trusts)
−6.7Kwithheld by the company for taxes
35K → 29Kunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock02,400
Alyssa Henry
Director
007.5Kno sales
Vesting, gifts, unvested awards and holding lines for Alyssa Henry
0shares vested or exercised
0gifted (net of own trusts)
none reportedunvested awards, start → end
Held throughShare classOct 8, 2025Oct 8, 2026
DirectCommon Stock07,485

20 of 20 insiders fully reconciled: starting holdings plus reported transactions match ending holdings (20 exactly, 0 with a minor or footnoted difference). Percentages cover 14 of 20 officers and directors. Left out: Frank Keller, Suzan Kereere, Aaron Webster and Diego Scotti (most of their shares vested during the period, so a percentage would mislead); Chris Natali and Alyssa Henry (held no vested shares at the start). "Still held" compares ending with starting vested shares; a plus sign means the holding grew.

What explains the selling$8.3M of sales by plan status, purpose, seller and month

Officer and director open-market sales: $8.3M across 163,312 shares. Plan status and stated purpose are separate questions, and a sale can have both.

By plan status

The lighter segment is sales with no plan disclosed in the filing ($1.6M), including tax-related sales outside a plan.

No plan disclosed · $1.6M

Sales with no 10b5-1 plan and no tax reference in the filing. $861K of it is Suzan Kereere. No plan disclosed is a statement about the filing, not about why the sale happened. Largest such sale: Suzan Kereere, Nov 3, 2025

Taxes

321,217 shares ($12.0M) were withheld by the company for taxes, which isn't a market sale.

SellerShares soldProceedsUnder a disclosed planShare of totalSales dates
Suzan Kereere
President, Global Markets
88K$4.4M80%53%Oct 30, 2025 to Sep 3, 2026
Frank Keller
Pres., Checkout Sol. & PayPal
54K$2.5M100%31%Feb 6, 2026 to Sep 3, 2026
Aaron Webster
EVP, Global Chief Risk Officer
9.3K$615K0%7%Nov 10, 2025 to Nov 10, 2025
Chris Natali
SVP, Chief Accounting Officer
8.6K$440K78%5%Oct 30, 2025 to Sep 3, 2026
Diego Scotti
EVP, GM Consumer Group
3.8K$265K100%3%Oct 30, 2025 to Oct 30, 2025

Sales by month

MonthSale proceedsDisclosed planTo cover taxesNo plan disclosed
Oct 2025$707K$612K$0$95K
Nov 2025$1.7M$249K$0$1.5M
Dec 2025$0$0$0$0
Jan 2026$0$0$0$0
Feb 2026$1.7M$1.7M$0$0
Mar 2026$2.1M$2.1M$0$0
Apr 2026$602K$602K$0$0
May 2026$184K$184K$0$0
Jun 2026$364K$364K$0$0
Jul 2026$120K$120K$0$0
Aug 2026$254K$254K$0$0
Sep 2026$474K$474K$0$0
Oct 2026$0$0$0$0
Is this normal? Selling year by year5 earlier years to compare with

In line with the past 5 years. 5 insiders sold; the average is 5 a year.

12 months endingShares soldInsiders who soldProceeds
Oct 8, 2026
Latest 12 months
163K5$8.3M
Oct 8, 2025
1 year earlier
29K5$2.1M
Oct 8, 2024
2 years earlier
92K4$5.2M
Oct 9, 2023
3 years earlier
2131$13K
Oct 9, 2022
4 years earlier
127K5$17.1M
Oct 9, 2021
5 years earlier
557K10$142M

Open-market sales (Form 4 code S) by people who were officers or directors, in split-adjusted shares. Earlier years include people who have since left. A sale that an outside holder also reports (a family trust, a fund) is counted with outside holders in every year. Shares, not dollars, are compared, so a change in the stock price doesn't look like a change in selling. Years the filings don't fully cover are shown but left out of the average.

Known gaps and uncertaintyEvery officer and director reconciles

Every officer and director reconciles for this period.

Inferred rename: "Trust 2" is treated as the same holder as "Trust", because the old name was never reported again and the new one opened with the same balance (4,500 shares). Old name, new name

External context: we only cite outside events when a documented connection exists. None is shown for this period.

Sources and methodology820 filings from SEC EDGAR, and how we read them

All 820 Forms 3, 4 and 5 filed for PayPal Holdings, Inc. (SEC CIK 1633917) from Jun 29, 2015 to Sep 16, 2026, retrieved from SEC EDGAR on Oct 8, 2026. Prices are the ones reported in each filing, often weighted averages.

Holdings. Each holding line (a share class plus an owner, such as a trust or LLC) carries its last reported balance forward. Entities first reported during the period start at zero, so transfers between an insider's own trusts don't count as selling. Lines not reported for three years or more are listed separately and left out of totals.

Sales. A sale counts as under a 10b5-1 plan if its footnote cites one or the filing's Rule 10b5-1 box is checked, and as tax-related if its footnote cites tax obligations or sell-to-cover. Shares withheld by the company for taxes are listed separately. Sales with neither attribute are labeled "no plan disclosed".

Full methodology

Former or inactive filers (29)No filing in 18 months; last reported balances, not in any total
NameLast filedLast reported balance
John DonahoeMay 23, 202489,382 shares, last reported balance as of May 22, 2024
Rodney AdkinsMay 23, 202430,882 shares, last reported balance as of May 22, 2024
Aaron KarczmerMar 4, 2024142,442 shares, last reported balance as of Mar 1, 2024
Belinda JohnsonJan 3, 202429,298 shares, last reported balance as of Jan 2, 2024
Daniel SchulmanDec 13, 2023796,952 shares, last reported balance as of Dec 11, 2023
Jonathan AuerbachDec 4, 202380,596 shares, last reported balance as of Dec 1, 2023
Peggy AlfordDec 4, 202342,148 shares, last reported balance as of Dec 1, 2023
Gabrielle ScheibeOct 17, 202332,541 shares, last reported balance as of Oct 15, 2023
John KimOct 17, 202314,013 shares, last reported balance as of Oct 15, 2023
Sripada ShivanandaMar 3, 202388,468 shares, last reported balance as of Mar 1, 2023
Jeffrey KarbowskiNov 16, 20228,242 shares, last reported balance as of Nov 15, 2022
Blake JorgensenSep 16, 2022No balance on record
Mark BrittoMay 9, 2022175,836 shares, last reported balance as of May 6, 2022
Adele PentlandMar 22, 202255,301 shares, last reported balance as of Nov 26, 2021
John RaineyMar 2, 2022172,841 shares, last reported balance as of Mar 1, 2022
Aaron AndersonAug 3, 202011,637 shares, last reported balance as of Jul 31, 2020
Allison JohnsonMar 3, 202010,305 shares, last reported balance as of Feb 15, 2020
Wences CasaresJan 6, 202022,213 shares, last reported balance as of Jan 2, 2020
William ReadySep 4, 201980,744 shares, last reported balance as of Sep 1, 2019
Gary MarinoMar 5, 2019108,733 shares, last reported balance as of Mar 1, 2019
Pierre OmidyarDec 20, 201670,368,858 shares, last reported balance as of Dec 8, 2016
Tomer BarelNov 3, 201621,155 shares, last reported balance as of Nov 1, 2016
James BarreseApr 5, 201636,359 shares, last reported balance as of Apr 1, 2016
Marcia Morales-JaffeApr 5, 201610 shares, last reported balance as of Apr 1, 2016
Hill FergusonSep 16, 201537,208 shares, last reported balance as of Sep 14, 2015
Patrick DupuisJul 21, 2015No balance on record
EBAY INCJul 21, 20151,000 shares, last reported balance as of Jun 29, 2015
Michael JacobsonJun 29, 2015No balance on record
Robert SwanJun 29, 2015No balance on record