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144 ·Filed Oct 14, 2026

PINS

PINTEREST, INC.
NEUTRAL
Impact 2/10
Horizondays Processed12d 11h ago SEC0001921094-26-001088
Form 144 — notice of proposed sale of securities
Actionable Insight • Neutral

This filing is a continuation of a mechanical selling program. No new signal — the insider's pre-arranged plan is on autopilot. Monitor for any change in the pattern (size increase, acceleration, or plan termination) which would be a more meaningful signal.

DirectionNeutral
Confidencehigh
Horizondays
Latest settled — T+5d ⚠ clustered
PINS ▲ +0.97% at T+5d
NEUTRAL call +0.97% · α vs SPY +1.98% · entry $22.71 → $22.93
Next anchor: T+20d in 15d
Latest observation: T+6 -1.82% FF3 residual α
Entry = T+0 close
Oct 14, 2026
via day close
T+1d
-3.52%
call -3.52% · α -2.42%
$21.91
settled 12d ago
T+5d
+0.97%
call +0.97% · α +1.98%
$22.93
settled 6d ago
T+20d
Pending
in 15d
T+60d
Pending
in 3mo

Price Chart

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Executive Summary

Co-founder and Director Benjamin Silbermann filed a Form 144 notice of intent to sell 46,875 shares of Class A Common Stock, valued at approximately $1.03 million. This filing is part of a recurring pattern of nearly identical monthly sales through a trust, each for roughly the same share count and dollar value, suggesting a pre-arranged 10b5-1 trading plan rather than a discretionary signal. The sale is routine and not material relative to Silbermann's total holdings or the company's market cap.

Key Facts

  • Co-founder and Director Benjamin Silbermann filed Form 144 to sell 46,875 shares of Class A Common Stock.
  • Estimated proceeds from the proposed sale are approximately $1,032,365 based on the filing date market price.
  • The filing is part of a consistent pattern of monthly sales of identical size (46,875 shares) dating back to at least July 2026, indicating a pre-arranged 10b5-1 plan.
  • The shares being sold were acquired as 'Founders Shares' on April 18, 2019.
  • The sale is to be executed through The Benjamin and Divya Silbermann Family Trust.

Financial Impact

Proposed sale of ~$1.03 million worth of stock, representing a routine, pre-planned disposition.

dilution

Risk Factors

  • Continued insider selling, even under a 10b5-1 plan, can create persistent overhang and dampens sentiment over time.
  • No indication of a change in business trajectory from this filing.

Investment Themes

Documents Analyzed

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

DocumentAccession Number
144 Filing (Primary)0001921094-26-001088
Document: 0001921094-26-001088-index.html0001921094-26-001088
Document: 0001921094-26-001088.txt0001921094-26-001088
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
3d ago
Institutional Cluster
NEUTRAL ★ 3/10
$22.32awaiting T+20—$21.23 (−4.88%)
Oct 21, 2026
5d ago
Insider Cluster
NEUTRAL ★ 3/10
$22.93awaiting T+20—$21.23 (−7.41%)
Oct 21, 2026
5d ago
Insider Cluster
BEARISH ★ 4/10
$22.93awaiting T+20—$21.23 (+7.41%)
Oct 20, 2026
6d ago
144
NEUTRAL ★ 2/10
$22.95awaiting T+20—$21.23 (−7.49%)
Oct 15, 2026
11d ago
8-K
NEUTRAL ★ 4/10
$21.91awaiting T+20—$21.23 (−3.10%)
Oct 14, 2026
12d ago
144
NEUTRAL ★ 2/10
$22.71awaiting T+20—$21.23 (−6.52%)
Oct 13, 2026
13d ago
144
NEUTRAL ★ 3/10
$21.76awaiting T+20—$21.23 (−2.44%)
Oct 7, 2026
19d ago
144
NEUTRAL ★ 3/10
$20.53awaiting T+20—$21.23 (+3.41%)
Oct 6, 2026
20d ago
144
NEUTRAL ★ 3/10
$20.31awaiting T+20—$21.23 (+4.53%)
Oct 6, 2026
20d ago
144
NEUTRAL ★ 2/10
$20.31awaiting T+20—$21.23 (+4.53%)
Showing 10 of 34

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Report published Oct 14, 2026