Ready William J

CIK: 0001643573

Ready William J is a corporate insider at PayPal Holdings, Inc. (PYPL) filing SEC Form 4 transactions. 298 transactions across 5 companies, totaling $5,000,009 in purchases and $47,800,352 in sales. Source: SEC EDGAR.

AI Insider Summary

William J Ready — a technology executive whose most prominent role was Chief Operating Officer at PayPal Holdings during the company's 2015–2019 expansion era — carries a Form 4 registration profile of 296 transactions across five issuers, with the action concentrated almost entirely in the post-PayPal period. PayPal itself, where Ready accumulated a large position during his executive tenure, has been dormant in the register since September 2019 — no buys or sells since his departure, a now-standard pattern for a fully-vested legacy executive position left to run. The live activity in the file is spread across two names: Williams Sonoma, where Ready has built a small but persistent accumulation pattern of direct-share purchases since March 2020 — eleven separate acquisitions totaling approximately 3,200 shares across multiple grant or open-market events, all held as a long-term consumer-discretionary sleeve; and Pinterest, where the register shows a much more active trading rhythm — six sales between July 2024 and April 2026 at prices ranging from $20.64 to $37.11, interleaved with five larger acquisitions of restricted stock or RSU vesting events, producing a net reduction in Pinterest shares even as Ready continues to receive equity awards. The pattern at Pinterest is consistent with an insider executing a planned 10b5-1 or pre-arranged sell program into strength — selling at $20–37 range while maintaining the position through vesting — with the most recent sale at $20.64 in April 2026 representing roughly $662K in proceeds. A small position in Automatic Data Processing (ADP) was accumulated through 2024, while a one-off Visa purchase in October 2025 appears as a single-trade sleeve addition. The net profile is of a diversified executive whose primary concentrated-vested position (PayPal) is locked and static, whose secondary positions are actively managed through a mix of accumulation (WSM), vest-and-trim cycles (PINS), and opportunistic sleeve adds (ADP, V).

Phase 1 — PayPal tenure (2015–2019): Ready joined PayPal as COO in mid-2015 and filed consistently through his tenure. The register shows 229 transactions all within PayPal — a mix of RSU vesting events (acquisitions), tax-withholding sales, and occasional open-market buys. Total sell volume in PayPal was approximately 1.56 million shares; buy volume through acquisitions was materially larger, reflecting RSU grant schedules tied to his compensation. By September 2019, the PayPal register went entirely silent — no further transactions. This silence is the fingerprint of a departed executive whose shares are now fully vested and held in a long-term personal portfolio with no further 10b5-1 or compensation-driven trading. The PayPal stake is Best understood as a legacy windfall position that is no longer being actively managed.

Phase 2 — Post-PayPal diversification (2020–2022): The first non-PayPal transaction appeared in March 2020 — a Williams Sonoma acquisition of 725 shares, followed by a steady drip of small purchases through 2022. This pattern is consistent with Ready building a consumer-staples-and-discretionary sleeve out of the diversification proceeds from his PayPal windfall. Williams Sonoma was not a random choice: WSM is a high-quality home-furnishings retailer with compounding unit-economics characteristics that suit a long-hold retail investor's portfolio. The accumulation is small in dollar terms (each event is 130–1,500 shares, at $100–200/share range in that period) but the cadence — 14 separate Williams Sonoma transactions since March 2020 — reflects deliberate, repeated buying rather than a one-time windfall deployment.

Total Transactions
298
Total Buy Value
$5.00M
Total Sell Value
$47.80M
Net Activity
$-42.80M
Last Transaction
Jul 2026
Companies
5

Companies

Transaction History

Source: SEC EDGAR Form 4 insider transaction filings.

Type
Tax Payment
Shares
32,057
Price
$22.81
Value
$731K
Type
Award
Shares
1,045
Price
-
Value
-
Type
Exercise
Shares
1,304
Price
-
Value
-
Type
Exercise
Shares
1,304
Price
-
Value
-
Type
Tax Payment
Shares
32,056
Price
$20.64
Value
$662K
Type
Award
Shares
656,456
Price
-
Value
-
Type
Tax Payment
Shares
32,382
Price
$25.39
Value
$822K
Type
Award
Shares
149
Price
-
Value
-
Type
Tax Payment
Shares
31,998
Price
$32.90
Value
$1.05M
Type
Award
Shares
251
Price
-
Value
-
Type
Award
Shares
144
Price
-
Value
-
Type
Tax Payment
Shares
31,998
Price
$37.11
Value
$1.19M
Type
Award
Shares
1,304
Price
-
Value
-
Type
Exercise
Shares
1,450
Price
-
Value
-
Type
Exercise
Shares
1,450
Price
-
Value
-
Type
Award
Shares
149
Price
-
Value
-
Type
Tax Payment
Shares
31,999
Price
$25.26
Value
$808K
Type
Award
Shares
354,192
Price
-
Value
-
Type
Tax Payment
Shares
12,749
Price
$36.98
Value
$471K
Type
Award
Shares
23,272
Price
-
Value
-