SecBot SecBot
144 ·Filed Oct 7, 2026

PINS

PINTEREST, INC.
NEUTRAL
Impact 3/10
Horizondays Processed20d ago SEC0001921094-26-001081
Form 144 — notice of proposed sale of securities
Actionable Insight • Neutral

The consistent pattern of 46,875-share monthly sales suggests a pre-arranged trading plan, not opportunistic selling. Monitor for any deviation in size or frequency, which could signal a change in insider sentiment. No immediate catalyst — this is routine diversification by a co-founder.

DirectionNeutral
Confidencehigh
Horizondays
Latest settled — T+5d
PINS ▲ +10.62% at T+5d
NEUTRAL call +10.62% · α vs SPY +10.90% · entry $20.53 → $22.71
Next anchor: T+20d in 8d
Latest observation: T+11 +11.48% FF3 residual α
Entry = T+0 close
Oct 7, 2026
via day close
T+1d
+4.24%
call +4.24% · α +3.64%
$21.40
settled 19d ago
T+5d
+10.62%
call +10.62% · α +10.90%
$22.71
settled 13d ago
T+20d
Pending
in 8d
T+60d
Pending
in 2mo

Price Chart

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Executive Summary

Co-founder and Director Benjamin Silbermann filed a Form 144 notice to sell 46,875 shares of Class A Common Stock, valued at approximately $940,792 based on the filing date. This is part of a recurring pattern of nearly identical monthly sales through The Benjamin and Divya Silbermann Family Trust, with 20 prior sales of the same size since July 2026. The filing signals ongoing insider selling but is consistent with a pre-arranged 10b5-1 plan or routine diversification, not a new or unusual event.

Key Facts

  • Insider: Benjamin Silbermann (co-founder, Director, 10% stockholder)
  • Proposed sale: 46,875 shares of Class A Common Stock
  • Estimated value: $940,792 (based on ~$20.07/share on filing date)
  • Broker: Charles Schwab & Co., Inc.
  • Shares acquired on 04/18/2019 as Founders Shares from Pinterest, Inc.
  • This is the 21st Form 144 filing by Silbermann since July 2026, each for exactly 46,875 shares
  • Sales are being made through The Benjamin and Divya Silbermann Family Trust
  • Prior sales occurred on a near-weekly cadence from July through October 2026

Financial Impact

Proposed sale of ~$940,792, representing a small fraction of Silbermann's total holdings (exact percentage not disclosed). Cumulative sales over the past 3 months total ~$21.5 million.

dilution

Risk Factors

  • Continued insider selling may weigh on sentiment, though the pattern is established
  • No material risk to fundamentals from this filing alone

Investment Themes

Documents Analyzed

This report is based on 3 SEC documents filed with EDGAR.

DocumentAccession Number
144 Filing (Primary)0001921094-26-001081
Document: 0001921094-26-001081-index.html0001921094-26-001081
Document: 0001921094-26-001081.txt0001921094-26-001081
34 reports for PINS
Performance horizon
75% Hit rate @ T+20 3 of 4 directional calls Went positive at some point 5 of 6 best @ T+20▲ +21.18%Aug 19, 2026
Filters
Rows
Reports for PINS — sortable, filterable
TypeNow
Oct 23, 2026
4d ago
Institutional Cluster
NEUTRAL ★ 3/10
$22.32awaiting T+20—$20.58 (−7.80%)
Oct 21, 2026
6d ago
Insider Cluster
NEUTRAL ★ 3/10
$22.93awaiting T+20—$20.58 (−10.25%)
Oct 21, 2026
6d ago
Insider Cluster
BEARISH ★ 4/10
$22.93awaiting T+20—$20.58 (+10.25%)
Oct 20, 2026
7d ago
144
NEUTRAL ★ 2/10
$22.95awaiting T+20—$20.58 (−10.33%)
Oct 15, 2026
12d ago
8-K
NEUTRAL ★ 4/10
$21.91awaiting T+20—$20.58 (−6.07%)
Oct 14, 2026
13d ago
144
NEUTRAL ★ 2/10
$22.71awaiting T+20—$20.58 (−9.38%)
Oct 13, 2026
14d ago
144
NEUTRAL ★ 3/10
$21.76awaiting T+20—$20.58 (−5.42%)
Oct 7, 2026
20d ago
144
NEUTRAL ★ 3/10
$20.53awaiting T+20—$20.58 (+0.24%)
Oct 6, 2026
21d ago
144
NEUTRAL ★ 3/10
$20.31awaiting T+20—$20.58 (+1.33%)
Oct 6, 2026
21d ago
144
NEUTRAL ★ 2/10
$20.31awaiting T+20—$20.58 (+1.33%)
Showing 10 of 34

US Market Status

Market Closed — Opens Wed (16h 36m)

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Report published Oct 7, 2026