Biggest Sports Betting Wins — Tuesday, June 9, 2026
5 notable wins | Total payouts: $72,300 | Total taxes: $22,812
$72,300
Total Payouts
$22,812
Total Taxes
31.6%
Avg Tax Rate
🥇
March Madness12-Leg Parlay
$43,250
from $50 wager
12-leg parlay on Sweet 16 Game 1 — $50 turned into $43,250
Source: RedditTax Breakdown (California)
Net Profit
$43,200
Federal Tax (24%)
-$10,368
State Tax
-$4,018
Take-Home
$28,814
OBBBA Note: If this bettor had $43,200 in losses elsewhere, they'd still owe $1,037 in 'phantom income' tax under 2026 OBBBA rules.
🥈
UFCFutures
$14,000
from $200 wager
futures bet on Prelim Headliner — $200 turned into $14,000
Source: X/TwitterTax Breakdown (VA)
Net Profit
$13,800
Federal Tax (24%)
-$3,312
State Tax
-$794
Take-Home
$9,694
OBBBA Note: If this bettor had $13,800 in losses elsewhere, they'd still owe $331 in 'phantom income' tax under 2026 OBBBA rules.
🥉
NHL8-Leg Parlay
$12,900
from $15 wager
8-leg parlay on Kraken vs Canucks — $15 turned into $12,900
Source: X/TwitterTax Breakdown (Massachusetts)
Net Profit
$12,885
Federal Tax (24%)
-$3,092
State Tax
-$644
Take-Home
$9,149
OBBBA Note: If this bettor had $12,885 in losses elsewhere, they'd still owe $309 in 'phantom income' tax under 2026 OBBBA rules.
#4
NFL4-Leg SGP
$2,025
from $5 wager
4-leg SGP on Eagles vs Cowboys — $5 turned into $2,025
Source: RedditTax Breakdown (Ohio)
Net Profit
$2,020
Federal Tax (24%)
-$485
State Tax
-$71
Take-Home
$1,464
#5
MLBStraight Bet
$125
from $25 wager
moneyline bet on Cubs vs Cardinals — $25 turned into $125
Source: RedditTax Breakdown (Michigan)
Net Profit
$100
Federal Tax (24%)
-$24
State Tax
-$4
Take-Home
$72