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Biggest Sports Betting Wins — Tuesday, June 23, 2026

3 notable wins | Total payouts: $11,100 | Total taxes: $2,898

$11,100
Total Payouts
$2,898
Total Taxes
26.1%
Avg Tax Rate
🥇
MLB10-Leg Parlay
$9,725
from $25 wager

10-leg parlay on Yankees vs Red Sox — $25 turned into $9,725

Source: Reddit
Tax Breakdown (Arizona)
Net Profit
$9,700
Federal Tax (24%)
-$2,328
State Tax
-$243
Take-Home
$7,129

OBBBA Note: If this bettor had $9,700 in losses elsewhere, they'd still owe $233 in 'phantom income' tax under 2026 OBBBA rules.

🥈
NFL6-Leg Parlay
$1,315
from $5 wager

6-leg parlay on Ravens vs Bengals — $5 turned into $1,315

Source: Reddit
Tax Breakdown (Florida)
Net Profit
$1,310
Federal Tax (24%)
-$314
State Tax (no tax)
$0
Take-Home
$996
🥉
NHLStraight Bet
$60
from $15 wager

moneyline bet on Panthers vs Maple Leafs — $15 turned into $60

Source: X/Twitter
Tax Breakdown (Illinois)
Net Profit
$45
Federal Tax (24%)
-$11
State Tax
-$2
Take-Home
$32