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144 ·Filed Oct 9, 2026

SEZL

Sezzle Inc.
BEARISH
Impact 5/10
Horizondays Processed17d 13h ago SEC0001968582-26-001048
Form 144 — notice of proposed sale of securities
Actionable Insight ▼ Bearish

Monitor for the actual sale on Form 4 and any subsequent insider selling patterns. The trust is closely tied to the CEO/Chairman, so this signals potential insider distribution at current levels.

DirectionBearish
Confidencemedium
Horizondays
Latest settled — T+5d ⚠ clustered
SEZL ▼ -1.86% at T+5d
SHORT call ✓ call won +1.86% · α vs SPY +0.37% · entry $130.48 → $128.05
Next anchor: T+20d in 10d
Latest observation: T+9 -10.43% FF3 residual α
Entry = T+0 close
Oct 9, 2026
via day close
T+1d
-0.33%
call +0.33% · α +0.32%
$130.05
settled 15d ago
T+5d
-1.86%
call +1.86% · α +0.37%
$128.05
settled 11d ago
T+20d
Pending
in 10d
T+60d
Pending
in 2mo

Price Chart

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Executive Summary

The Charles G. Youakim 2020 GST Trust, an affiliate of Sezzle Inc. (SEZL), filed a Form 144 notice of intent to sell 350,000 common shares with an approximate market value of $41,027,000. The trust is the reporting owner, and the sale is to be executed through J.P. Morgan Securities LLC. This represents a material insider selling event given the large share count and dollar value.

Key Facts

  • Form 144 filed on 2026-10-09 by the Charles G. Youakim 2020 GST Trust, an affiliate of Sezzle Inc.
  • Proposed sale of 350,000 shares of common stock.
  • Estimated aggregate market value of the proposed sale is $41,027,000.
  • Broker for the sale is J.P. Morgan Securities LLC.
  • The trust's total holdings are reported as 33,675,014 shares, so the proposed sale represents approximately 1.04% of the trust's position.
  • Shares were acquired as a gift from Charles G. Youakim on 03/20/2020.

Financial Impact

Proposed sale of 350,000 shares valued at approximately $41 million, representing about 1% of the trust's holdings.

dilutioninsider selling

Risk Factors

  • Insider selling by a trust associated with the CEO/Chairman could signal reduced conviction or a need for liquidity.
  • The proposed sale is large in absolute dollar terms ($41M) and may pressure the stock if executed in the open market.
  • Form 144 is only an intent to sell; the sale may not occur, but the filing itself is a negative signal.

Investment Themes

Software & IT

Documents Analyzed

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

DocumentAccession Number
144 Filing (Primary)0001968582-26-001048
Document: 0001968582-26-001048-index.html0001968582-26-001048
Document: 0001968582-26-001048.txt0001968582-26-001048
24 reports for SEZL
Performance horizon
100% Hit rate @ T+5 4 of 4 directional calls Went positive at some point 4 of 4 best @ T+60▲ +79.19%May 11, 2026
Filters
Rows
Reports for SEZL — sortable, filterable
TypeNow
Oct 22, 2026
4d ago
Press Release
MIXED ★ 6/10
$132.12awaiting T+5—$127.44 (−3.54%)
Oct 19, 2026
7d ago
Press Release
NEUTRAL ★ 2/10
$128.05 $126.01▼ −1.59%▼ −1.45%$127.44 (−0.48%)
Oct 9, 2026
17d ago
DEF 14A
NEUTRAL ★ 4/10
$130.48 $128.05▼ −1.86%▼ −0.37%$127.44 (−2.33%)
Oct 9, 2026
17d ago
144
NEUTRAL ★ 3/10
$130.48 $128.05▼ −1.86%▼ −0.37%$127.44 (−2.33%)
Oct 9, 2026
17d ago
144
BEARISH ★ 5/10
$130.48 $128.05▲ +1.86%▲ +0.37%$127.44 (+2.33%)
Oct 8, 2026
18d ago
8-K
NEUTRAL ★ 2/10
$128.64 $127.65▼ −0.77%▲ +1.20%$127.44 (−0.93%)
Oct 6, 2026
20d ago
Press Release
NEUTRAL ★ 2/10
$112.84 $130.05▲ +15.25%▲ +15.39%$127.44 (+12.94%)
Sep 29, 2026
27d ago
Press Release
NEUTRAL ★ 2/10
$107.97 $112.84▲ +4.51%▲ +2.56%$127.44 (+18.03%)
Aug 28, 2026
8w ago
Insider Cluster
NEUTRAL ★ 2/10
$120.55 $118.35▼ −1.82%▼ −1.68%$127.44 (+5.72%)
Aug 28, 2026
8w ago
8-K
NEUTRAL ★ 2/10
$120.55 $118.35▼ −1.82%▼ −1.68%$127.44 (+5.72%)
Showing 10 of 24

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Report published Oct 9, 2026