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Insider Cluster (3 insiders) ·Filed May 20, 2026

UP

Wheels Up Experience Inc.
BULLISH
Impact 6/10
Horizonweeks Processed5mo ago
Insider cluster: 2 insiders, $27K total
Actionable Insight ▲ Bullish

CEO buying post-earnings and post-financing announcement is a strong signal of confidence in the turnaround. The $100M Delta loan and fleet modernization completion reduce near-term distress risk. Monitor Q2 2026 results for evidence of margin improvement from the fleet transition — the CEO's purchases suggest he expects positive operating leverage.

DirectionBullish
Confidencemedium
Horizonweeks
Final — all horizons settled through T+60d
UP ▼ -38.39% at T+60d
LONG call ✗ call lost -38.39% · α vs SPY -42.69% · entry $7.97 → $4.91
Entry = T+0 close
May 20, 2026
via day close
T+1d
+14.30%
call +14.30% · α +13.86%
$9.11
settled 5mo ago
T+5d
+10.66%
call +10.66% · α +8.82%
$8.82
settled 5mo ago
T+20d
-8.28%
call -8.28% · α -8.61%
$7.31
settled 4mo ago
T+60d
-38.39%
call -38.39% · α -42.69%
$4.91
settled 2mo ago

Price Chart

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Executive Summary

Wheels Up CEO George Mattson made two open-market purchases totaling ~$60K in the week following Q1 2026 earnings, which showed a 5% YoY revenue decline to $168.9M and an $83M net loss, but also highlighted completion of fleet modernization 18 months ahead of schedule and a new $100M Delta-led term loan. A separate $19K sale by the Chief Sales Officer and a small tax-withholding transaction by the CMO create a mixed net direction, but the CEO's buying is the dominant signal given his seniority and the cluster's proximity to a major financing announcement.

Key Financial Metrics

Direction
mixed
Total Value
$27.0K
Insiders
3

Key Facts

  • CEO George Mattson purchased 11,504 shares total (~$60K) on May 15 and May 18, 2026, at $5.13 and $5.56 per share.
  • Q1 2026 revenue was $168.9M, down 5% YoY, with net loss of $83.0M ($2.29/share).
  • Delta Air Lines committed a new $100M term loan, with capacity to expand by an additional $100M.
  • Fleet modernization completed 18 months ahead of schedule; Phenom/Challenger fleet doubled to 36 aircraft.
  • Adjusted EBITDAR loss improved 3% YoY to $18.3M.
  • Chief Sales Officer Mark Briffa sold 3,800 shares at $4.99 for $19K on May 13 — a routine sale relative to market cap.
  • CMO Kristen Lauria had 653 shares withheld for taxes ($3,284) — a non-cash event.

Financial Impact

CEO purchases total ~$60K, or ~0.03% of $218M market cap — modest in absolute terms but amplified by cluster context and proximity to a $100M+ financing event.

insider ownershipliquiditydebt

Risk Factors

  • Revenue still declining YoY; profitability remains distant with $83M quarterly net loss.
  • The $19K sale by the Chief Sales Officer could indicate mixed sentiment among non-CEO executives.
  • Stock trades OTC with low liquidity — large orders may move price disproportionately.

Market Snapshot

Exchange
OTC
Sector
Air Transportation, Nonscheduled
Analyst Consensus
89% bullish (9 analysts)

Investment Themes

Industrials & Manufacturing

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-UP-1779321635362
7 reports for UP
Performance horizon
Filters
Rows
Reports for UP — sortable, filterable
TypeNow
Oct 9, 2026
16d ago
8-K
NEUTRAL ★ 2/10
$3.59awaiting T+60—$3.11 (−13.37%)
Aug 14, 2026
10w ago
8-K
NEUTRAL ★ 3/10
$4.91awaiting T+60—$3.11 (−36.66%)
Aug 4, 2026
11w ago
8-K
MIXED ★ 5/10
$5.75awaiting T+60—$3.11 (−45.91%)
Jun 17, 2026
18w ago
Insider Cluster
NEUTRAL ★ 2/10
$7.84 $3.68▼ −53.06%▼ −54.95%$3.11 (−60.33%)
May 20, 2026
22w ago
Insider Cluster
BULLISH ★ 6/10
$7.97 $4.91▼ −38.39%▼ −42.69%$3.11 (−60.98%)
May 15, 2026
23w ago
Insider Cluster
NEUTRAL ★ 2/10
$5.63 $5.25▼ −6.75%▼ −11.60%$3.11 (−44.76%)
May 15, 2026
23w ago
Insider Cluster
MIXED ★ 6/10
$5.63 $5.25▼ −6.75%▼ −11.60%$3.11 (−44.76%)
Showing 7 of 7

US Market Status

Market Closed — Opens Tue (16h 41m)

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Report published May 20, 2026