SEP 3·SEC EDGARLow
Massaro Michael sold $2.1M of FLYW
Massaro Michael (Chief Executive Officer) sold 112,500 shares of Flywire Corp (FLYW) at $18.39 ($2.07M total) on 2026-09-01 under a Rule 10b5-1 trading plan.
StockNASDAQ · US · USDTechnology · Software - Infrastructure
$FLYW
Flywire Corp
Price · $FLYWvia TradingView
AI sentiment · 7d2 articles
- Bullish
- 1
- Neutral
- 1
- Bearish
- 0
Insider · 30dAll trades →
- Buys
- — 0 txs
- Sells
- $13.3M 20 txs
Voss Capital, LP17× · $10.3M
10b5-1 share of filings10%
Top stories · $FLYWMore →
SEP 3·yahoo.com
Flywire (FLYW) Bets On Open Banking To Widen Its Payment Moat
Flywire (FLYW) expanded its partnership with Trustly to offer 'Pay by Bank' open banking payments in the US and Canada, aiming to reduce payment friction. The company reported Q2 2026 revenue of $167.7M, up 27.2% YoY, and raised full-year guidance. However, gross margins slipped to 53.4% from 57.0% YoY, raising concerns about profitability.
SEP 1·SEC EDGAR
Voss Capital, LP (Cocke Travis W.) sold $841K of FLYW (indirect holdings)
Voss Capital, LP sold 44,768 indirectly-held shares of Flywire Corp (FLYW) at $18.78 ($0.84M total) across 2 trades on 2026-08-28. Filed jointly with Voss Value Master Fund, LP (10% owner), Voss Value-Oriented Special Situations Fund, LP (10% owner), Voss Advisors GP, LLC (10% owner) and Cocke Travis W. (10% owner).
FLYW sentiment & insider activity
Over the past 7 days, alphai's AI scored 2 news stories mentioning FLYW (Flywire Corp). Coverage has skewed bullish: 1 bullish, 1 neutral, and 0 bearish.
Recent FLYW coverage spans insider activity, earnings and technology.
In the last 30 days, FLYW insiders filed 20 SEC Form 4 transactions — no purchases and 20 sales ($13.3M). The most active reporter was Voss Capital, LP with 17 filings. 10% of those filings were made under pre-arranged Rule 10b5-1 plans.
What's driving FLYW
Insider sell may signal confidence concerns, potentially pressuring the stock short-term.
Earnings beat and guidance raise may boost stock price.
The sale represents a modest reduction of insider holdings, potentially signaling neutral to slightly negative sentiment.
Flywire is highlighted as a comparative peer; no new company‑specific data disclosed.
Insider sale may pressure Flywire stock lower in short term.
alphai scores every news story that mentions FLYW with an AI model for sentiment and relevance, and aggregates insider trades from Flywire Corp's SEC EDGAR Form 4 filings. Figures refresh continuously.
News on $FLYW
Score
Massaro Michael sold $2.1M of FLYW
Massaro Michael (Chief Executive Officer) sold 112,500 shares of Flywire Corp (FLYW) at $18.39 ($2.07M total) on 2026-09-01 under a Rule 10b5-1 trading plan.
1 min read
Flywire (FLYW) Bets On Open Banking To Widen Its Payment Moat
Flywire (FLYW) expanded its partnership with Trustly to offer 'Pay by Bank' open banking payments in the US and Canada, aiming to reduce payment friction. The company reported Q2 2026 revenue of $167.7M, up 27.2% YoY, and raised full-year guidance. However, gross margins slipped to 53.4% from 57.0% YoY, raising concerns about profitability.
2 min readVoss Capital, LP (Cocke Travis W.) sold $841K of FLYW (indirect holdings)
Voss Capital, LP sold 44,768 indirectly-held shares of Flywire Corp (FLYW) at $18.78 ($0.84M total) across 2 trades on 2026-08-28. Filed jointly with Voss Value Master Fund, LP (10% owner), Voss Value-Oriented Special Situations Fund, LP (10% owner), Voss Advisors GP, LLC (10% owner) and Cocke Travis W. (10% owner).
1 min read
Finance and HR Software Stocks Q2 In Review: Flywire (NASDAQ:FLYW) Vs Peers
Intuit (INTU) reported Q2 revenue of $4.35B, up 13.7% YoY, but gave weak full-year guidance, with shares flat at $357.79. Workday (WDAY) reported $2.65B in revenue, up 12.8% YoY, beating estimates, and shares rose 4.4% to $204.36. Paychex (PAYX) reported $1.61B in revenue, up 12.5% YoY, meeting expectations, with shares up 27.8% to $126.91.
3 min readVoss Capital, LP (Cocke Travis W.) sold $2.3M of FLYW (indirect holdings)
Voss Capital, LP sold 120,021 indirectly-held shares of Flywire Corp (FLYW) at an average of $18.93 ($18.91–$18.99, $2.27M total) across 4 trades over 2026-08-26 to 2026-08-27. Filed jointly with Voss Value Master Fund, LP (10% owner), Voss Value-Oriented Special Situations Fund, LP (10% owner), Voss Advisors GP, LLC (10% owner) and Cocke Travis W. (10% owner).
1 min readVoss Capital, LP (Cocke Travis W.) sold $5.3M of FLYW (indirect holdings)
Voss Capital, LP sold 274,273 indirectly-held shares of Flywire Corp (FLYW) at an average of $19.30 ($19.19–$19.49, $5.29M total) across 4 trades over 2026-08-24 to 2026-08-25. Filed jointly with Voss Value Master Fund, LP (10% owner), Voss Value-Oriented Special Situations Fund, LP (10% owner), Voss Advisors GP, LLC (10% owner) and Cocke Travis W. (10% owner).
1 min readVoss Capital, LP (Cocke Travis W.) sold $1.9M of FLYW (indirect holdings)
Voss Capital, LP sold 104,500 indirectly-held shares of Flywire Corp (FLYW) at an average of $18.46 ($18.24–$18.86, $1.93M total) across 7 trades over 2026-08-18 to 2026-08-19. Filed jointly with Voss Value Master Fund, LP (10% owner), Voss Value-Oriented Special Situations Fund, LP (10% owner), Voss Advisors GP, LLC (10% owner) and Cocke Travis W. (10% owner).
1 min read
PayPal Deepens College Push: Can Tuition Payments Drive More Volume?
PayPal (PYPL) expands college tuition payment options via partnerships with Illumia, Nelnet, and TouchNet, now available at five universities. The move aims to increase payment volume, following a 10% rise in Q2 2026. Venmo's growth also contributes to PayPal's broader money management push. Competitors like Flywire (FLYW) and Adyen (ADYEY) are also active in higher-education payments. PYPL shares have gained 39.1% in three months, trading at a 10.85x forward P/E.
3 min read
Flywire (FLYW) Q2 2026 Earnings Call Transcript
Flywire (FLYW) discussed its Q2 2026 earnings call, outlining targets for $1 billion in annual organic revenue in coming years and a goal of ~30% adjusted EBITDA margin. The company cited low revenue churn (<1% as of 2025), free cash flow focus, and investments in software, payments, and digital transformation. It also said AI is driving auto resolution of ~45% of customer inquiries.
7 min readRiese Phillip John sold $656K of FLYW
Riese Phillip John sold 36,000 shares of Flywire Corp (FLYW) at $18.22 ($0.66M total) on 2026-08-07.
1 min read