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Insider Cluster (5 insiders) ·Filed May 6, 2026

FLYW

Flywire Corp
NEUTRAL
Impact 3/10
Horizondays Processed5mo ago
Insider cluster: 5 insiders, $1.2M total
Actionable Insight • Neutral

The insider selling is routine in dollar terms and follows a strong earnings report. No bearish signal — the cluster is likely post-earnings window selling by insiders exercising pre-planned 10b5-1 plans or taking profits. Monitor for any subsequent Form 4 filings that show a material increase in selling volume or a change in pattern (e.g., CEO selling >$1M).

DirectionNeutral
Confidencehigh
Horizondays
Final — all horizons settled through T+60d ⚠ clustered
FLYW ▼ -8.57% at T+60d
NEUTRAL call -8.57% · α vs SPY -10.63% · entry $17.51 → $16.01
Entry = T+0 close
May 5, 2026
via day close
T+1d
+1.26%
call +1.26% · α +1.59%
$17.73
settled 6mo ago
T+5d
-4.85%
call -4.85% · α -5.99%
$16.66
settled 6mo ago
T+20d
-16.56%
call -16.56% · α -19.34%
$14.61
settled 5mo ago
T+60d
-8.57%
call -8.57% · α -10.63%
$16.01
settled 3mo ago

Price Chart

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Executive Summary

Five Flywire insiders, including the CEO and CFO, sold a total of ~$1.16M in open-market sales within days of a massive Q1 2026 earnings beat and raised guidance. The selling is concentrated at the top of the C-suite and represents ~0.055% of the $2.1B market cap, which is trivial in proportion. The cluster follows a bullish earnings report, and the sales are likely routine post-earnings window trading rather than a signal of deteriorating fundamentals.

Key Financial Metrics

Direction
selling
Total Value
$1.2M
Insiders
5

Key Facts

  • Five insiders sold shares totaling ~$1.16M in open-market transactions from May 6-7, 2026.
  • CEO Michael Massaro sold 11,830 shares for ~$185K; CFO Cosmin Pitigoi sold 35,000 shares for ~$608K.
  • Director Phillip Riese exercised non-cash derivative transactions (no economic value) alongside a small open-market sale.
  • Total open-market sales represent ~0.055% of Flywire's $2.1B market cap — well below the 0.1% materiality threshold.
  • The cluster occurred 1-2 days after Flywire reported Q1 2026 revenue of $188.1M (+41% YoY) and raised FY2026 guidance.

Financial Impact

Total insider sales of ~$1.16M, or ~0.055% of market cap — immaterial relative to company size.

dilution

Risk Factors

  • Insider selling could accelerate if the stock continues to rally post-earnings, but current levels are not alarming.
  • If future filings reveal a 10b5-1 plan termination or unplanned selling by multiple C-suite members, reassess.

Market Snapshot

Exchange
Nasdaq
Sector
Services-Business Services, NEC
Analyst Consensus
73% bullish (22 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-1778531184866
26 reports for FLYW
Performance horizon
75% Hit rate @ T+60 3 of 4 directional calls Went positive at some point 8 of 10 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 Thu (11h 11m)

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Report published May 11, 2026