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Insider Cluster (2 insiders) ·Filed Sep 24, 2026

PINS

PINTEREST, INC.
NEUTRAL
Impact 3/10
Horizondays Processed1mo ago
Insider cluster: 2 insiders, $1.1M total
Actionable Insight • Neutral

Silbermann's sales are consistent with routine portfolio diversification following option exercises, not a negative signal. The cluster lacks C-suite open-market selling and is dominated by non-discretionary tax withholding. Monitor for any open-market selling by the CEO or CFO in coming weeks, which would carry more weight.

DirectionNeutral
Confidencehigh
Horizondays
Latest settled — T+20d
PINS ▲ +18.10% at T+20d
NEUTRAL call +18.10% · α vs SPY +19.57% · entry $18.90 → $22.32
Next anchor: T+60d in 8w
Entry = T+0 close
Sep 25, 2026
via day close
T+1d
-2.59%
call -2.59% · α -1.85%
$18.41
settled 4w ago
T+5d
+1.90%
call +1.90% · α +2.13%
$19.26
settled 26d ago
T+20d
+18.10%
call +18.10% · α +19.57%
$22.32
settled 5d ago
T+60d
Pending
in 8w

Price Chart

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Executive Summary

Director and 10% owner Benjamin Silbermann sold $1.77M in open-market sales over two days (Sep 22-23), while the CEO, CFO, and other top officers surrendered shares for tax withholding on Sep 20. The open-market sales by a co-founder/director are notable but represent only ~0.05% of PINS's $3.3B market cap, falling below the 0.1% materiality threshold. The tax-withholding transactions are routine and non-informative.

Key Financial Metrics

Direction
selling
Total Value
$1.8M
Insiders
2

Key Facts

  • Director Benjamin Silbermann sold 93,750 shares total in open-market sales on Sep 22-23, netting ~$1.77M
  • Sales followed derivative conversions at $0 cost, indicating stock-settled option exercises
  • CEO, CFO, CLO, CPTO, and CBO surrendered shares for tax withholding on Sep 20 totaling ~$3.54M — all non-discretionary
  • Total open-market selling of $1.77M is ~0.05% of PINS's ~$3.3B market cap — well below the 0.1% materiality threshold
  • No 10b5-1 plan indication for Silbermann's sales, but pattern (conversion + same-day sale) is typical option-exercise-and-sell

Financial Impact

Open-market sales of $1.77M by a single director, representing ~0.05% of market cap — immaterial

insider ownership

Risk Factors

  • Co-founder/director selling could be interpreted negatively by the market despite small size
  • No 10b5-1 plan disclosed — future sales by Silbermann without a plan could escalate

Investment Themes

Documents Analyzed

This report is based on 1 SEC document filed with EDGAR.

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-PINS-1790318082407
36 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 27, 2026
today
144
NEUTRAL ★ 3/10
$21.13awaiting T+20—$21.23 (+0.47%)
Oct 27, 2026
today
SC 13G/A
NEUTRAL ★ 3/10
$21.13awaiting T+20—$21.23 (+0.47%)
Oct 23, 2026
4d ago
Institutional Cluster
NEUTRAL ★ 3/10
$22.32awaiting T+20—$21.23 (−4.88%)
Oct 21, 2026
6d ago
Insider Cluster
NEUTRAL ★ 3/10
$22.93awaiting T+20—$21.23 (−7.41%)
Oct 21, 2026
6d ago
Insider Cluster
BEARISH ★ 4/10
$22.93awaiting T+20—$21.23 (+7.41%)
Oct 20, 2026
7d ago
144
NEUTRAL ★ 2/10
$22.95awaiting T+20—$21.23 (−7.49%)
Oct 15, 2026
12d ago
8-K
NEUTRAL ★ 4/10
$21.91awaiting T+20—$21.23 (−3.10%)
Oct 14, 2026
13d ago
144
NEUTRAL ★ 2/10
$22.71awaiting T+20—$21.23 (−6.52%)
Oct 13, 2026
14d ago
144
NEUTRAL ★ 3/10
$21.76awaiting T+20—$21.23 (−2.44%)
Oct 7, 2026
20d ago
144
NEUTRAL ★ 3/10
$20.53awaiting T+20—$21.23 (+3.41%)
Showing 10 of 36

US Market Status

Market Closed — Opens Thu (12h 57m)

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Report published Sep 24, 2026