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Biggest Sports Betting Wins — Tuesday, April 21, 2026

3 notable wins | Total payouts: $16,500 | Total taxes: $4,731

$16,500
Total Payouts
$4,731
Total Taxes
28.7%
Avg Tax Rate
🥇
MLB4-Leg SGP
$11,375
from $25 wager

4-leg SGP on Dodgers vs Padres — $25 turned into $11,375

Source: Reddit
Tax Breakdown (Colorado)
Net Profit
$11,350
Federal Tax (24%)
-$2,724
State Tax
-$499
Take-Home
$8,127

OBBBA Note: If this bettor had $11,350 in losses elsewhere, they'd still owe $272 in 'phantom income' tax under 2026 OBBBA rules.

🥈
NFL11-Leg Parlay
$2,575
from $5 wager

11-leg parlay on Chiefs vs Bills — $5 turned into $2,575

Source: Reddit
Tax Breakdown (Michigan)
Net Profit
$2,570
Federal Tax (24%)
-$617
State Tax
-$109
Take-Home
$1,844
🥉
NHLFutures
$2,550
from $15 wager

futures bet on Knights vs Stars — $15 turned into $2,550

Source: X/Twitter
Tax Breakdown (New York)
Net Profit
$2,535
Federal Tax (24%)
-$608
State Tax
-$174
Take-Home
$1,753