SecBot SecBot
144 ·Filed Oct 6, 2026

PINS

PINTEREST, INC.
NEUTRAL
Impact 3/10
Horizonweeks Processed21d ago SEC0001921094-26-001075
Form 144 — notice of proposed sale of securities
Actionable Insight • Neutral

The mechanical regularity of Silbermann's sales (identical share count every ~7 days) strongly indicates a pre-arranged 10b5-1 trading plan. This is not a discretionary signal. Monitor for any change in the sale pattern (size, frequency, or plan termination) which would signal a shift in insider sentiment.

DirectionNeutral
Confidencehigh
Horizonweeks
Latest settled — T+5d ⚠ clustered
PINS ▲ +7.14% at T+5d
NEUTRAL call +7.14% · α vs SPY +8.12% · entry $20.31 → $21.76
Next anchor: T+20d in 7d
Latest observation: T+12 +12.87% FF3 residual α
Entry = T+0 close
Oct 6, 2026
via day close
T+1d
+1.08%
call +1.08% · α +1.51%
$20.53
settled 20d ago
T+5d
+7.14%
call +7.14% · α +8.12%
$21.76
settled 14d ago
T+20d
Pending
in 7d
T+60d
Pending
in 2mo

Price Chart

Loading chart...

Executive Summary

Co-founder and Director Benjamin Silbermann filed a Form 144 on October 6, 2026, indicating intent to sell 46,875 shares of Class A Common Stock, with an estimated market value of approximately $921,599. This filing is part of a consistent pattern of nearly identical weekly sales (46,875 shares each) dating back to July 2026, executed through a trust, suggesting a pre-arranged 10b5-1 plan rather than a discretionary insider sale.

Key Facts

  • Filer: Benjamin Silbermann, co-founder, Director, and 10% Stockholder of Pinterest, Inc.
  • Proposed sale: 46,875 shares of Class A Common Stock.
  • Estimated market value of proposed sale: $921,599.
  • Broker: Charles Schwab & Co., Inc.
  • Filing date: October 6, 2026.
  • Silbermann has sold exactly 46,875 shares on 20 separate trading days from July 7, 2026 through September 30, 2026, with proceeds ranging from ~$853,000 to ~$1.1M per sale.
  • Shares are held in The Benjamin and Divya Silbermann Family Trust.
  • Shares were acquired on April 18, 2019 as Founders Shares from Pinterest, Inc.

Financial Impact

Proposed sale of $921,599; cumulative sales over the past 3 months total approximately $19.6 million (20 prior sales of 46,875 shares each).

dilution

Risk Factors

  • Co-founder selling ~$1M per week in a systematic plan may create persistent selling pressure over time.
  • If the 10b5-1 plan is modified or accelerated, it could signal a change in insider outlook.

Investment Themes

Documents Analyzed

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

DocumentAccession Number
144 Filing (Primary)0001921094-26-001075
Document: 0001921094-26-001075-index.html0001921094-26-001075
Document: 0001921094-26-001075.txt0001921094-26-001075
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 34m)

Subscribe to SecBot

Get Real-Time SEC Filing Intelligence

Comprehensive SEC filing analysis delivered the moment filings hit EDGAR. Sentiment scoring, impact analysis, and actionable insights for every material event.

Create a free account Live analysis, Telegram alerts, watchlists and the MCP server for subscribers
Report published Oct 6, 2026