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Biggest Sports Betting Wins — Thursday, May 14, 2026

3 notable wins | Total payouts: $86,790 | Total taxes: $27,689

$86,790
Total Payouts
$27,689
Total Taxes
31.9%
Avg Tax Rate
🥇
NFL6-Leg Parlay
$68,300
from $100 wager

6-leg parlay on Ravens vs Bengals — $100 turned into $68,300

Source: Reddit
Tax Breakdown (California)
Net Profit
$68,200
Federal Tax (24%)
-$16,368
State Tax
-$6,343
Take-Home
$45,489

OBBBA Note: If this bettor had $68,200 in losses elsewhere, they'd still owe $1,637 in 'phantom income' tax under 2026 OBBBA rules.

🥈
MLB14-Leg Parlay
$16,490
from $10 wager

14-leg parlay on Yankees vs Red Sox — $10 turned into $16,490

Source: Reddit
Tax Breakdown (Ohio)
Net Profit
$16,480
Federal Tax (24%)
-$3,955
State Tax
-$577
Take-Home
$11,948

OBBBA Note: If this bettor had $16,480 in losses elsewhere, they'd still owe $396 in 'phantom income' tax under 2026 OBBBA rules.

🥉
NHLStraight Bet
$2,000
from $500 wager

moneyline bet on Panthers vs Maple Leafs — $500 turned into $2,000

Source: X/Twitter
Tax Breakdown (VA)
Net Profit
$1,500
Federal Tax (24%)
-$360
State Tax
-$86
Take-Home
$1,054