Biggest Sports Betting Wins — Tuesday, May 26, 2026
3 notable wins | Total payouts: $21,600 | Total taxes: $5,754
$21,600
Total Payouts
$5,754
Total Taxes
26.6%
Avg Tax Rate
🥇
NHL6-Leg Parlay
$20,010
from $15 wager
6-leg parlay on Kraken vs Canucks — $15 turned into $20,010
Source: X/TwitterTax Breakdown (Arizona)
Net Profit
$19,995
Federal Tax (24%)
-$4,799
State Tax
-$500
Take-Home
$14,696
OBBBA Note: If this bettor had $19,995 in losses elsewhere, they'd still owe $480 in 'phantom income' tax under 2026 OBBBA rules.
🥈
NFL5-Leg SGP
$1,465
from $5 wager
5-leg SGP on Eagles vs Cowboys — $5 turned into $1,465
Source: RedditTax Breakdown (Illinois)
Net Profit
$1,460
Federal Tax (24%)
-$350
State Tax
-$72
Take-Home
$1,038
🥉
MLBStraight Bet
$125
from $25 wager
moneyline bet on Cubs vs Cardinals — $25 turned into $125
Source: RedditTax Breakdown (California)
Net Profit
$100
Federal Tax (24%)
-$24
State Tax
-$9
Take-Home
$67