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Insider Cluster (2 insiders) ·Filed Jun 4, 2026

FLYW

Flywire Corp
BEARISH
Impact 5/10
Horizondays Processed4mo ago
Insider cluster: 2 insiders, $3.1M total
Actionable Insight ▼ Bearish

The cluster selling, especially by the President/COO, may signal caution ahead of upcoming earnings or company developments. Monitor for further insider sales or any material negative news. The stock is trading near $17, roughly in line with Orgel's sale price.

DirectionBearish
Confidencemedium
Horizondays
Latest settled — T+20d ⚠ clustered
FLYW ▲ +27.29% at T+20d
SHORT call ✗ call lost -27.29% · α vs SPY -25.43% · entry $14.40 → $18.33
Next anchor: T+60d due 8w ago
Entry = T+0 close
Jun 4, 2026
via day close
T+1d
-3.61%
call +3.61% · α +3.84%
$13.88
settled 5mo ago
T+5d
+2.15%
call -2.15% · α -1.58%
$14.71
settled 5mo ago
T+20d
+27.29%
call -27.29% · α -25.43%
$18.33
settled 4mo ago
T+60d
Pending
due 8w ago

Price Chart

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Executive Summary

President/COO Rob Orgel sold 178,980 shares for $3.04M and Director Phillip John Riese sold 4,800 shares for $74K, totaling $3.11M in open-market sales. This represents 0.17% of FLYW's $1.8B market cap, a modest but notable insider sell-off. The sales coincide with large vesting-related tax withholdings, suggesting the sells may be liquidity-driven rather than purely informational.

Key Financial Metrics

Direction
selling
Total Value
$3.1M
Insiders
2

Key Facts

  • President/COO Rob Orgel sold 178,980 shares at $17.00 for $3.04M on June 1, 2026.
  • Director Phillip John Riese sold 4,800 shares at $15.39 for $74K on June 2, 2026.
  • Total open-market sales of $3.11M represent ~0.17% of FLYW's $1.8B market cap.
  • Orgel also surrendered 21,979 shares for tax withholding ($365K) on June 1, indicating option vesting.
  • Other insiders (CEO, CFO, others) had tax-withholding-only transactions, no open-market buys.

Financial Impact

$3.11M in insider selling, 0.17% of market cap

insider selling volume

Risk Factors

  • Further insider selling could pressure the stock.
  • Potential earnings miss or negative catalyst not yet public.

Market Snapshot

Exchange
Nasdaq
Sector
Services-Business Services, NEC
Analyst Consensus
71% bullish (21 analysts)

Investment Themes

Software & IT

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-FLYW-1780615937967
26 reports for FLYW
Performance horizon
75% Hit rate @ T+60 3 of 4 directional calls Went positive at some point 7 of 9 best @ T+60▲ +27.08%Feb 24, 2026
Filters
Rows
Reports for FLYW — sortable, filterable
TypeNow
Oct 27, 2026
today
SC 13G/A
NEUTRAL ★ 3/10
$19.16awaiting T+60—$18.84 (−1.67%)
Oct 22, 2026
5d ago
Press Release
NEUTRAL ★ 3/10
$19.15awaiting T+60—$18.84 (−1.62%)
Sep 15, 2026
6w ago
Insider Cluster
NEUTRAL ★ 5/10
$17.80awaiting T+60—$18.84 (+5.84%)
Sep 10, 2026
6w ago
Insider Cluster
BEARISH ★ 5/10
$17.75awaiting T+60—$18.84 (−6.14%)
Sep 3, 2026
7w ago
Insider Cluster
BEARISH ★ 5/10
$18.55awaiting T+60—$18.84 (−1.56%)
Aug 19, 2026
9w ago
Press Release
NEUTRAL ★ 4/10
$18.83awaiting T+60—$18.84 (+0.05%)
Aug 12, 2026
10w ago
Press Release
NEUTRAL ★ 3/10
$17.46awaiting T+60—$18.84 (+7.90%)
Aug 7, 2026
11w ago
144
NEUTRAL ★ 2/10
$17.78awaiting T+60—$18.84 (+5.96%)
Jul 6, 2026
16w ago
Insider Cluster
NEUTRAL ★ 2/10
$18.55 $17.50▼ −5.66%▼ −7.66%$18.84 (+1.56%)
Jun 26, 2026
17w ago
Institutional Cluster
MIXED ★ 4/10
$17.54 $17.13▼ −2.37%▼ −6.85%$18.84 (+7.41%)
Showing 10 of 26

US Market Status

Market Closed — Opens Wed (< 1m)

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Report published Jun 4, 2026