undamentalytics Newsletter

Block, Inc. insider trading

Every open-market purchase and sale by Block, Inc.'s officers, directors and largest shareholders since November 4, 2021, and what the share price did next.

Insider purchase Insider sale Marker size reflects trade value. Weekly closes adjusted for splits; may be delayed.
Block, Inc. insider open-market trades
DateInsiderTrade SharesPriceValue 1M after 3M after 6M after

From insiders' Form 4 filings with the SEC: open-market purchases and sales only (awards, option exercises and shares withheld for tax are excluded), combined to one line per insider per day. "Plan" marks trades the filing says were made under a pre-set Rule 10b5-1 trading plan, which are scheduled in advance. Price changes run from the close on the trade date; hover a figure for the change relative to the S&P 500. Past moves don't predict future ones.

Does following Block, Inc.’s insiders pay?

From May 19, 2016 to January 6, 2026, 20 insiders reported 2 open-market purchases and 113 sales not made under a pre-set plan in Block, Inc. Twelve months after each purchase was reported, the shares were +9.4% against the S&P 500 on average (median +9.4%), over 2 purchases with a full year of prices; 100% beat the index. After sales, the shares moved +23.6% against the index over 12 months (a negative figure means selling was the right call). That rests on fewer than 20 purchases, too few to read much into. Buying each purchase the day after it was reported, an equal amount each, held 12 months or until that insider reported a sale, would have turned $10,000 on November 14, 2023 into $13,900 by November 2, 2026, +11.8% a year. It held shares 58% of the time; the S&P 500 on those same days, with Treasury bills otherwise, made $15,204 (+15.3% a year), and held throughout $17,481 (+20.9%).

$0$5.0k$10.0k$15.0k 2023202420252026 $17.5k$15.2k$13.9k
Copying Block, Inc.'s insidersS&P 500, same days investedS&P 500, held throughout $10,000 copying every open-market purchase by Block, Inc.'s insiders from November 14, 2023, before costs and taxes, marked weekly. Uninvested money earns the Treasury bill rate; the portfolio held shares 58% of the time.
Block, Inc.: each insider's record
InsiderRolePurchases12 months after their purchasesBeat the S&P 500Sales12 months after their salesLatest report
Esperanza Chrysty Chief Legal Officer 0 — — 23 −13.4% (21) January 6, 2026
Ahuja Amrita CFO & COO 0 — — 22 −20.5% (20) January 6, 2026
Dale Ajmere Chief Accounting Officer 0 — — 18 −14.5% (17) November 25, 2025
Henry Alyssa Square Lead 0 — — 10 +59.2% (10) October 4, 2023
Grassadonia Brian Ecosystem Lead 0 — — 9 −11.4% (9) August 25, 2025
Jennings Owen Britton Business Lead 0 — — 5 −14.1% (3) January 6, 2026
Friar Sarah Chief Financial Officer 0 — — 4 +173.7% (4) April 28, 2017
Wagner Dana Gen. Counsel & Corp. Secretary 0 — — 4 +149.6% (4) October 28, 2016
Brougher Francoise Business Lead 0 — — 3 +178.9% (3) November 17, 2016
Meeker Mary G Director 0 — — 3 −6.9% (3) March 4, 2021
Botha Roelof Director 2 +9.4% (2) 100% 0 — August 8, 2024
Dorsey Jack President, CEO & Chairman 0 — — 2 +177.7% (2) November 17, 2016
Reses Jacqueline D Capital Lead & People Lead 0 — — 2 +145.4% (2) May 4, 2017
Whiteley Sivan Chief Legal Ofcr. & Corp. Sec. 0 — — 2 −35.1% (2) January 5, 2023
Carter Shawn Corey Director 0 — — 1 −57.1% (1) November 19, 2021
Khosla Ventures III, L.P. 10% owner 0 — — 1 +177.8% (1) November 30, 2016
Mckelvey James Morgan JR. Director 0 — — 1 +118.9% (1) May 26, 2016
Summers Lawrence Henry Director 0 — — 1 +159.9% (1) January 10, 2017
Vk Services, LLC 10% owner 0 — — 1 +182.1% (1) March 2, 2017
Weber Arnaud Engineering Lead 0 — — 1 — November 25, 2025

Moves are the shares’ return including dividends minus the S&P 500’s, from the close on the first trading day after each report; the number of trades with a finished 12-month window is in brackets. Green means the trade went the insider’s way (a purchase ahead of the index, a sale followed by the shares trailing it). A trade reported both by a director or officer and by a fund or company they are linked to counts once here, under the person. Purchases count only where the share price actually traded was at least $5. These figures describe what the shares did, not why anyone traded. Insiders across all companies.

When several insiders traded Block, Inc.

Months when 2 or more insiders became net buyers, or 3 or more net sellers, of Block, Inc. in reports dated in the 91 days before the month end, and how the stock did against the S&P 500 from that month end. After 4 selling crowds, −7.7%. One company's history is too short to judge by; the test across every company is the better guide.

MonthCrowd3 months on, vs S&P 5006 months12 months
January 31, 20253 selling−43.2%−21.7%−53.4%
October 31, 20224 selling+32.8%−7.8%−43.0%
January 31, 20223 selling−5.8%−26.7%−24.2%
May 31, 20163 selling+21.4%+25.3%+123.8%

Colours show whether the crowd was right: green when buyers were followed by a rise above the index, or sellers by a fall below it. Total returns from the month end; past patterns are not a forecast.

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