Biggest Sports Betting Wins — Sunday, May 17, 2026
3 notable wins | Total payouts: $23,130 | Total taxes: $6,693
$23,130
Total Payouts
$6,693
Total Taxes
28.9%
Avg Tax Rate
🥇
March Madness10-Leg Parlay
$18,120
from $15 wager
10-leg parlay on Sweet 16 Game 1 — $15 turned into $18,120
Source: X/TwitterTax Breakdown (New Jersey)
Net Profit
$18,105
Federal Tax (24%)
-$4,345
State Tax
-$1,153
Take-Home
$12,607
OBBBA Note: If this bettor had $18,105 in losses elsewhere, they'd still owe $435 in 'phantom income' tax under 2026 OBBBA rules.
🥈
UFCFutures
$5,000
from $25 wager
futures bet on Prelim Headliner — $25 turned into $5,000
Source: RedditTax Breakdown (Nevada)
Net Profit
$4,975
Federal Tax (24%)
-$1,194
State Tax (no tax)
$0
Take-Home
$3,781
🥉
NBAStraight Bet
$10
from $5 wager
moneyline bet on Bucks vs 76ers — $5 turned into $10
Source: RedditTax Breakdown (Colorado)
Net Profit
$5
Federal Tax (24%)
-$1
State Tax (no tax)
$0
Take-Home
$4