Biggest Sports Betting Wins — Monday, June 1, 2026
3 notable wins | Total payouts: $711,150 | Total taxes: $205,632
$711,150
Total Payouts
$205,632
Total Taxes
28.9%
Avg Tax Rate
🥇
NHL11-Leg Parlay
$709,000
from $500 wager
11-leg parlay on Rangers vs Bruins — $500 turned into $709,000
Source: X/TwitterTax Breakdown (Illinois)
Net Profit
$708,500
Federal Tax (24%)
-$170,040
State Tax
-$35,071
Take-Home
$503,389
OBBBA Note: If this bettor had $708,500 in losses elsewhere, they'd still owe $17,004 in 'phantom income' tax under 2026 OBBBA rules.
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MLBFutures
$1,250
from $10 wager
futures bet on Astros vs Rangers — $10 turned into $1,250
Source: RedditTax Breakdown (Arizona)
Net Profit
$1,240
Federal Tax (24%)
-$298
State Tax
-$31
Take-Home
$911
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NFLStraight Bet
$900
from $100 wager
moneyline bet on 49ers vs Rams — $100 turned into $900
Source: RedditTax Breakdown (Florida)
Net Profit
$800
Federal Tax (24%)
-$192
State Tax (no tax)
$0
Take-Home
$608