Biggest Sports Betting Wins — Friday, June 26, 2026
3 notable wins | Total payouts: $58,520 | Total taxes: $17,491
$58,520
Total Payouts
$17,491
Total Taxes
29.9%
Avg Tax Rate
🥇
UFCFutures
$40,000
from $200 wager
futures bet on Prelim Headliner — $200 turned into $40,000
Source: RedditTax Breakdown (New York)
Net Profit
$39,800
Federal Tax (24%)
-$9,552
State Tax
-$2,726
Take-Home
$27,522
OBBBA Note: If this bettor had $39,800 in losses elsewhere, they'd still owe $955 in 'phantom income' tax under 2026 OBBBA rules.
🥈
March Madness13-Leg Parlay
$18,400
from $50 wager
13-leg parlay on Sweet 16 Game 1 — $50 turned into $18,400
Source: X/TwitterTax Breakdown (Michigan)
Net Profit
$18,350
Federal Tax (24%)
-$4,404
State Tax
-$780
Take-Home
$13,166
OBBBA Note: If this bettor had $18,350 in losses elsewhere, they'd still owe $440 in 'phantom income' tax under 2026 OBBBA rules.
🥉
NBAStraight Bet
$120
from $20 wager
moneyline bet on Bucks vs 76ers — $20 turned into $120
Source: RedditTax Breakdown (Massachusetts)
Net Profit
$100
Federal Tax (24%)
-$24
State Tax
-$5
Take-Home
$71