Biggest Sports Betting Wins — Wednesday, April 29, 2026
5 notable wins | Total payouts: $583,740 | Total taxes: $170,097
12-leg parlay on Yankees vs Red Sox — $200 turned into $411,000
Source: RedditOBBBA Note: If this bettor had $410,800 in losses elsewhere, they'd still owe $9,859 in 'phantom income' tax under 2026 OBBBA rules.
futures bet on Championship Game — $500 turned into $142,500
Source: RedditOBBBA Note: If this bettor had $142,000 in losses elsewhere, they'd still owe $3,408 in 'phantom income' tax under 2026 OBBBA rules.
6-leg parlay on Ravens vs Bengals — $20 turned into $26,260
Source: RedditOBBBA Note: If this bettor had $26,240 in losses elsewhere, they'd still owe $630 in 'phantom income' tax under 2026 OBBBA rules.
7-leg SGP on Main Event — $10 turned into $3,680
Source: X/Twittermoneyline bet on Panthers vs Maple Leafs — $50 turned into $300
Source: X/Twitter