Biggest Sports Betting Wins — Sunday, May 31, 2026
5 notable wins | Total payouts: $307,090 | Total taxes: $82,739
$307,090
Total Payouts
$82,739
Total Taxes
26.9%
Avg Tax Rate
🥇
MLB7-Leg Parlay
$280,800
from $200 wager
7-leg parlay on Braves vs Mets — $200 turned into $280,800
Source: X/TwitterTax Breakdown (Pennsylvania)
Net Profit
$280,600
Federal Tax (24%)
-$67,344
State Tax
-$8,614
Take-Home
$204,642
OBBBA Note: If this bettor had $280,600 in losses elsewhere, they'd still owe $6,734 in 'phantom income' tax under 2026 OBBBA rules.
🥈
NHL5-Leg SGP
$15,400
from $50 wager
5-leg SGP on Oilers vs Avalanche — $50 turned into $15,400
Source: RedditTax Breakdown (Nevada)
Net Profit
$15,350
Federal Tax (24%)
-$3,684
State Tax (no tax)
$0
Take-Home
$11,666
OBBBA Note: If this bettor had $15,350 in losses elsewhere, they'd still owe $368 in 'phantom income' tax under 2026 OBBBA rules.
🥉
March Madness10-Leg Parlay
$9,120
from $15 wager
10-leg parlay on Sweet 16 Game 1 — $15 turned into $9,120
Source: X/TwitterTax Breakdown (Illinois)
Net Profit
$9,105
Federal Tax (24%)
-$2,185
State Tax
-$451
Take-Home
$6,469
OBBBA Note: If this bettor had $9,105 in losses elsewhere, they'd still owe $219 in 'phantom income' tax under 2026 OBBBA rules.
#4
UFCFutures
$1,750
from $25 wager
futures bet on Prelim Headliner — $25 turned into $1,750
Source: RedditTax Breakdown (Arizona)
Net Profit
$1,725
Federal Tax (24%)
-$414
State Tax
-$43
Take-Home
$1,268
#5
NBAStraight Bet
$20
from $5 wager
moneyline bet on Bucks vs 76ers — $5 turned into $20
Source: RedditTax Breakdown (Florida)
Net Profit
$15
Federal Tax (24%)
-$4
State Tax (no tax)
$0
Take-Home
$11