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Insider Cluster (4 insiders) ·Filed Jun 9, 2026

FLYW

Flywire Corp
BEARISH
Impact 5/10
Horizondays Processed4mo ago
Insider cluster: 4 insiders, $3.4M total
Actionable Insight ▼ Bearish

The President/COO's large sale ($3.04M) is the key signal — C-suite selling at this magnitude often precedes a negative catalyst. Monitor for an upcoming 8-K, earnings pre-announcement, or guidance revision.

DirectionBearish
Confidencemedium
Horizondays
Latest settled — T+20d ⚠ clustered
FLYW ▲ +26.63% at T+20d
SHORT call ✗ call lost -26.63% · α vs SPY -23.01% · entry $14.23 → $18.02
Next anchor: T+60d due 8w ago
Entry = T+0 close
Jun 9, 2026
via day close
T+1d
+3.87%
call -3.87% · α -2.17%
$14.78
settled 5mo ago
T+5d
+11.45%
call -11.45% · α -8.02%
$15.86
settled 4mo ago
T+20d
+26.63%
call -26.63% · α -23.01%
$18.02
settled 4mo ago
T+60d
Pending
due 8w ago

Price Chart

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Executive Summary

Four Flywire insiders, including the President/COO, sold a total of $3.36M in shares over a 7-day window. The President/COO's $3.04M sale dominates the cluster at ~0.2% of market cap. While the dollar amount is modest relative to the $1.7B market cap, the concentration of C-suite selling alongside directors signals potential caution ahead of upcoming earnings or a material event.

Key Financial Metrics

Direction
selling
Total Value
$3.4M
Insiders
4

Key Facts

  • 4 insiders sold shares totaling $3.36M over 7 days (May 29–June 5, 2026)
  • President/COO Rob Orgel sold 179K shares for $3.04M — 90% of total cluster value
  • General Counsel/CCO Peter Butterfield sold 6.2K shares for $89K
  • Director Edwin Santos sold 10.5K shares for $154K
  • Director Phillip John Riese sold 4.8K shares for $74K
  • Total sales represent ~0.2% of $1.7B market cap — modest but notable given C-suite participation
  • No open-market purchases in the cluster

Financial Impact

Total insider sales of $3.36M, or ~0.2% of market cap

insider ownershipmarket sentiment

Risk Factors

  • Sales may be part of a pre-arranged 10b5-1 plan — no plan details in filing
  • President/COO sale could be for personal diversification, not informational

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-1781036417569
25 reports for FLYW
Performance horizon
75% Hit rate @ T+60 3 of 4 directional calls Went positive at some point 8 of 9 best @ T+60▲ +27.08%Feb 24, 2026
Filters
Rows
Reports for FLYW — sortable, filterable
TypeNow
Oct 22, 2026
4d ago
Press Release
NEUTRAL ★ 3/10
$19.15awaiting T+60—$19.15 (−0.00%)
Sep 15, 2026
5w ago
Insider Cluster
NEUTRAL ★ 5/10
$17.80awaiting T+60—$19.15 (+7.58%)
Sep 10, 2026
6w ago
Insider Cluster
BEARISH ★ 5/10
$17.75awaiting T+60—$19.15 (−7.89%)
Sep 3, 2026
7w ago
Insider Cluster
BEARISH ★ 5/10
$18.55awaiting T+60—$19.15 (−3.23%)
Aug 19, 2026
9w ago
Press Release
NEUTRAL ★ 4/10
$18.83awaiting T+60—$19.15 (+1.70%)
Aug 12, 2026
10w ago
Press Release
NEUTRAL ★ 3/10
$17.46awaiting T+60—$19.15 (+9.68%)
Aug 7, 2026
11w ago
144
NEUTRAL ★ 2/10
$17.78awaiting T+60—$19.15 (+7.71%)
Jul 6, 2026
16w ago
Insider Cluster
NEUTRAL ★ 2/10
$18.55 $17.50▼ −5.66%▼ −7.66%$19.15 (+3.23%)
Jun 26, 2026
17w ago
Institutional Cluster
MIXED ★ 4/10
$17.54 $17.13▼ −2.37%▼ −6.85%$19.15 (+9.18%)
Jun 17, 2026
18w ago
Insider Cluster
BEARISH ★ 6/10
$15.85awaiting T+60—$19.15 (−20.82%)
Showing 10 of 25

US Market Status

Market Closed — Opens in 4h 39m

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Report published Jun 9, 2026