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Insider Cluster (2 insiders) ·Filed Oct 21, 2026

PINS

PINTEREST, INC.
BEARISH
Impact 4/10
Horizonweeks Processed6d 7h ago
Insider cluster: 2 insiders, $1.1M total
Actionable Insight ▼ Bearish

Monitor for any additional insider sales or a Form 144 filing that might indicate a planned selling program. The co-founder's $1.08M sale is notable but not yet alarming at 0.34% of market cap; a pattern of sustained selling would be more concerning.

DirectionBearish
Confidencemedium
Horizonweeks
Latest settled — T+1d ⚠ clustered
PINS ▼ -2.66% at T+1d
SHORT call ✓ call won +2.66% · α vs SPY +2.14% · entry $22.93 → $22.32
Next anchor: T+5d in 8h
Entry = T+0 close
Oct 21, 2026
via day close
T+1d
-2.66%
call +2.66% · α +2.14%
$22.32
settled 6d ago
T+5d
Pending
in 8h
T+20d
Pending
in 21d
T+60d
Pending
in 3mo

Price Chart

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Executive Summary

Two Pinterest directors, including co-founder and 10% owner Benjamin Silbermann, sold a combined $1.10M in open-market sales on October 21, 2026. The sales follow the company's recent upsizing of its revolving credit facility from $500M to $700M, announced October 15. While the dollar amount is modest relative to Pinterest's market cap, the involvement of a co-founder/10% owner selling $1.08M in a single day warrants attention.

Key Financial Metrics

Direction
selling
Total Value
$1.1M
Insiders
2

Key Facts

  • Director Benjamin Silbermann (co-founder, 10% owner) sold 46.9K shares at ~$22.94 for $1.08M on 2026-10-21
  • Director Rajaram Gokul sold 1.1K shares at ~$22.84 for $24K on 2026-10-21
  • Total insider sales of $1.10M represent approximately 0.34% of Pinterest's market cap (based on ~$326M market cap from snapshot)
  • Sales occurred 6 days after Pinterest upsized its credit facility from $500M to $700M (8-K filed 2026-10-15)

Financial Impact

Total insider sales of $1.10M, approximately 0.34% of market cap

insider ownershipmarket sentiment

Risk Factors

  • Co-founder/10% owner selling could signal reduced conviction in near-term prospects
  • Proximity to credit facility upsizing (Oct 15) raises question of whether insiders were informed of the company's liquidity needs
  • Sales are open-market (code S) with no 10b5-1 plan indicated, increasing their informational content

Investment Themes

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-PINS-1792652444874
36 reports for PINS
Performance horizon
75% Hit rate @ T+20 3 of 4 directional calls Went positive at some point 4 of 5 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—$20.58 (−2.60%)
Oct 27, 2026
today
SC 13G/A
NEUTRAL ★ 3/10
$21.13awaiting T+20—$20.58 (−2.60%)
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%)
Showing 10 of 36

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Report published Oct 21, 2026