Insider Cluster (2 insiders) ·Filed Aug 26, 2026

PINS

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

This insider cluster is routine and non-informative. Silbermann's sales follow derivative conversions and are small relative to his likely total holdings. Monitor for any broader C-suite selling pattern or a material increase in volume, but no immediate trading action is warranted.

DirectionNeutral
Confidencehigh
Horizonimmediate
Latest settled — T+20d
PINS ▼ -17.48% at T+20d
NEUTRAL call ✗ call lost -17.48% · α vs SPY -17.38% · entry $22.88 → $18.88
Next anchor: T+60d in 7w
Latest observation: T+24 -29.05% FF3 residual α
Entry anchored
Aug 26, 06:33 PM ET
via 1-min bar
T+1d
+1.35%
call +1.35% · α +1.58%
$23.19
settled 5w ago
T+5d
-7.26%
call -7.26% · α -6.48%
$21.22
settled 4w ago
T+20d
-17.48%
call -17.48% · α -17.38%
$18.88
settled 8d ago
T+60d
—
call — · α —
—
in 7w

Price Chart

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Executive Summary

Pinterest co-founder and director Benjamin Silbermann sold ~93,750 shares for ~$2.2M in open-market sales over two days (Aug 25-26), following derivative conversions. CTO Matthew Madrigal also had 27,343 shares withheld for tax purposes. The total open-market sales of ~$2.2M represent ~0.016% of PINS's $13.4B market cap — a trivial amount. The cluster is dominated by a single insider's liquidity-driven sales after option exercises, not a broad-based bearish signal from multiple C-suite executives. Per the asymmetric calibration rules, cluster sells are not amplified beyond the proportionality band, and this cluster falls well below the 0.1% materiality threshold. The filing is routine and non-directional.

Key Financial Metrics

Direction
selling
Total Value
$2.2M
Insiders
2

Key Facts

  • Director Benjamin Silbermann sold 93,750 shares total (~$2.2M) on Aug 25-26, 2026, all preceded by derivative conversions at $0 cost basis.
  • CTO Matthew Madrigal had 27,343 shares withheld for tax purposes on Aug 20, 2026, valued at ~$635K — a non-cash event.
  • Total open-market sales of ~$2.2M represent ~0.016% of PINS's $13.4B market cap — well below the 0.1% materiality threshold.
  • No C-suite executives (CEO, CFO) participated in open-market sales; the cluster is limited to a director and a CTO tax-withholding event.
  • The cluster is not amplified per the asymmetric sell calibration — cluster sells are weak predictors and this one is trivial in size.

Financial Impact

Total open-market sales of ~$2.2M, representing ~0.016% of market cap. Non-cash derivative conversions and tax withholdings have $0 economic value.

insider ownershipdilution

Risk Factors

  • No material risks identified from this filing. The insider activity is routine and immaterial in size.

Market Snapshot

Exchange
NYSE
Sector
Services-Computer Programming, Data Processing, Etc.
Analyst Consensus
53% bullish (45 analysts)

Investment Themes

Streaming & Digital Media

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-PINS-1787785919962
19 reports for PINS
Performance horizon
100% Hit rate 3 of 3 directional calls best @ T+20▲ +21.18%Aug 20, 2026
Filters
Rows
Reports for PINS — sortable, filterable
TypeNow
Aug 26, 2026
5w ago
Insider Cluster
NEUTRAL ★ 2/10
$22.88 $18.88▼ −17.48%▼ −17.38%$19.23 (−15.95%)
Aug 20, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$23.23 $18.60▼ −19.93%▼ −19.93%$19.23 (−17.22%)
Aug 20, 2026
6w ago
Insider Cluster
BEARISH ★ 4/10
$23.23 $18.31▲ +21.18%▲ +21.18%$19.23 (+17.22%)
Aug 12, 2026
7w ago
Insider Cluster
BEARISH ★ 5/10
$23.32 $19.05▲ +18.31%▲ +16.56%$19.23 (+17.54%)
Aug 12, 2026
7w ago
144
NEUTRAL ★ 2/10
$23.32 $19.05▼ −18.31%▼ −16.56%$19.23 (−17.54%)
Aug 7, 2026
8w ago
8-K
NEUTRAL ★ 2/10
$23.68 $20.40▼ −13.85%▼ −13.45%$19.23 (−18.79%)
Aug 4, 2026
8w ago
8-K
MIXED ★ 6/10
$23.36 $21.22▼ −9.16%▼ −8.56%$19.23 (−17.68%)
Jul 24, 2026
10w ago
Institutional Cluster
BULLISH ★ 5/10
$22.13 $23.40▲ +5.74%▲ +2.11%$19.23 (−13.10%)
Jul 15, 2026
11w ago
Insider Cluster
NEUTRAL ★ 2/10
$23.09 $23.32▲ +1.00%▼ −2.62%$19.23 (−16.72%)
Jul 15, 2026
11w ago
Insider Cluster
NEUTRAL ★ 2/10
$23.09 $23.32▲ +1.00%▼ −2.62%$19.23 (−16.72%)
Showing 10 of 19

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Report published Aug 26, 2026