Insider Cluster (2 insiders) ·Filed Sep 10, 2026

UPST

Upstart Holdings, Inc.
MIXED
Impact 5/10
Horizondays Processed21d 19h ago
Insider cluster: 2 insiders, $4.4M total
Actionable Insight ◆ Mixed

The CEO's open-market buy is a rare and strong signal, but the President's concurrent sale creates ambiguity. Given UPST's 100% T+20 win rate on prior insider cluster reports, the CEO buy may dominate. Watch for additional insider filings in the next 2 weeks to confirm direction. The stock's 62% analyst bullish consensus supports a positive read-through on the CEO purchase.

DirectionMixed
Confidencemedium
Horizondays
Latest settled — T+5d
UPST ▼ -2.31% at T+5d
NEUTRAL call ✗ call lost -2.31% · α vs SPY -2.08% · entry $25.59 → $25.00
Next anchor: T+20d in 6d
Latest observation: T+12 -0.61% FF3 residual α
Entry anchored
Sep 10, 07:13 PM ET
via 1-min bar
T+1d
+1.99%
call +1.99% · α +2.44%
$26.10
settled 21d ago
T+5d
-2.31%
call -2.31% · α -2.08%
$25.00
settled 15d ago
T+20d
—
call — · α —
—
in 6d
T+60d
—
call — · α —
—
in 2mo

Price Chart

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Executive Summary

Upstart Holdings saw a mixed insider cluster with CEO Paul Gu buying $1.28M in open-market shares on Sept 10, while President Sanjay Datta sold $3.17M on Sept 8 after exercising options. The CEO's purchase is a strong bullish signal, but the President's larger sale creates a conflicting read, though the sale is partially liquidity-driven from option exercises. The net direction is mixed, but the CEO buy carries disproportionate weight per the insider-buy literature, especially given UPST's strong historical T+20 performance on prior calls.

Key Financial Metrics

Direction
mixed
Total Value
$4.4M
Insiders
2

Key Facts

  • CEO Paul Gu purchased 50,000 shares at $25.55 for $1.28M on Sept 10
  • President Sanjay Datta sold 116,000 shares at $27.29 for $3.17M on Sept 8
  • Datta also exercised 300,000 options at $0 and 300,000 at $1.35 on Sept 8 (non-cash)
  • Total cluster value is $4.44M, representing ~0.18% of UPST's $2.5B market cap
  • Prior UPST insider cluster reports have a 100% T+20 win rate with +9.22% avg return

Financial Impact

CEO purchase of $1.28M is 0.05% of market cap; President sale of $3.17M is 0.13% of market cap; combined 0.18% is modest

insider ownershipmarket sentiment

Risk Factors

  • President Datta's $3.17M sale could indicate insider caution despite CEO buy
  • The sale is partially liquidity-driven from option exercises, reducing its bearish signal
  • Insider cluster value is only 0.18% of market cap, limiting materiality

Market Snapshot

Exchange
Nasdaq
Sector
Finance Services
Analyst Consensus
62% bullish (21 analysts)

Investment Themes

Artificial IntelligenceFintech & Payments

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-UPST-1789082043003
12 reports for UPST
Performance horizon
100% Hit rate 4 of 4 directional calls best @ T+20▲ +13.11%Aug 21, 2026
Filters
Rows
Reports for UPST — sortable, filterable
TypeNow
Sep 10, 2026
21d ago
Insider Cluster
MIXED ★ 5/10
$25.59 $25.00▼ −2.31%▼ −2.08%$23.02 (−10.04%)
Aug 27, 2026
5w ago
Insider Cluster
NEUTRAL ★ 3/10
$29.08 $28.05▼ −3.54%▼ −3.65%$23.02 (−20.84%)
Aug 21, 2026
5w ago
Insider Cluster
BEARISH ★ 4/10
$29.89 $28.68▲ +4.05%▲ +4.52%$23.02 (+22.98%)
Aug 19, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$30.60 $30.47▼ −0.42%▼ −0.04%$23.02 (−24.77%)
May 27, 2026
18w ago
Insider Cluster
NEUTRAL ★ 2/10
$32.69 $32.27▼ −1.28%▼ −1.60%$23.02 (−29.58%)
May 20, 2026
19w ago
144
NEUTRAL ★ 2/10
$28.85 $32.69▲ +13.31%▲ +11.71%$23.02 (−20.21%)
May 19, 2026
19w ago
8-K
NEUTRAL ★ 3/10
$28.08 $30.45▲ +8.44%▲ +6.19%$23.02 (−18.02%)
May 18, 2026
19w ago
Insider Cluster
BULLISH ★ 6/10
$28.08 $30.45▲ +8.44%▲ +6.19%$23.02 (−18.02%)
May 15, 2026
19w ago
144
NEUTRAL ★ 2/10
$27.94 $30.62▲ +9.59%▲ +7.97%$23.02 (−17.61%)
May 7, 2026
21w ago
Insider Cluster
BULLISH ★ 6/10
$29.00 $29.71▲ +2.45%▲ +0.15%$23.02 (−20.62%)
Showing 10 of 12

US Market Status

Market Open — Closes in 51m

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Report published Sep 10, 2026