Biggest Sports Betting Wins — Saturday, June 20, 2026
3 notable wins | Total payouts: $148,840 | Total taxes: $45,554
$148,840
Total Payouts
$45,554
Total Taxes
30.6%
Avg Tax Rate
🥇
March Madness7-Leg Parlay
$142,000
from $500 wager
7-leg parlay on First Round Upset — $500 turned into $142,000
Source: X/TwitterTax Breakdown (New York)
Net Profit
$141,500
Federal Tax (24%)
-$33,960
State Tax
-$9,693
Take-Home
$97,847
OBBBA Note: If this bettor had $141,500 in losses elsewhere, they'd still owe $3,396 in 'phantom income' tax under 2026 OBBBA rules.
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NBA5-Leg SGP
$6,800
from $100 wager
5-leg SGP on Warriors vs Nuggets — $100 turned into $6,800
Source: RedditTax Breakdown (Michigan)
Net Profit
$6,700
Federal Tax (24%)
-$1,608
State Tax
-$285
Take-Home
$4,807
OBBBA Note: If this bettor had $6,700 in losses elsewhere, they'd still owe $161 in 'phantom income' tax under 2026 OBBBA rules.
🥉
UFCStraight Bet
$40
from $10 wager
moneyline bet on Co-Main Event — $10 turned into $40
Source: RedditTax Breakdown (Colorado)
Net Profit
$30
Federal Tax (24%)
-$7
State Tax
-$1
Take-Home
$22