Biggest Sports Betting Wins — Saturday, May 9, 2026
4 notable wins | Total payouts: $103,720 | Total taxes: $31,307
$103,720
Total Payouts
$31,307
Total Taxes
30.2%
Avg Tax Rate
🥇
NHL9-Leg Parlay
$77,200
from $50 wager
9-leg parlay on Rangers vs Bruins — $50 turned into $77,200
Source: RedditTax Breakdown (New York)
Net Profit
$77,150
Federal Tax (24%)
-$18,516
State Tax
-$5,285
Take-Home
$53,349
OBBBA Note: If this bettor had $77,150 in losses elsewhere, they'd still owe $1,852 in 'phantom income' tax under 2026 OBBBA rules.
🥈
MLBFutures
$20,000
from $200 wager
futures bet on Astros vs Rangers — $200 turned into $20,000
Source: X/TwitterTax Breakdown (Colorado)
Net Profit
$19,800
Federal Tax (24%)
-$4,752
State Tax
-$871
Take-Home
$14,177
OBBBA Note: If this bettor had $19,800 in losses elsewhere, they'd still owe $475 in 'phantom income' tax under 2026 OBBBA rules.
🥉
UFC5-Leg Parlay
$6,480
from $10 wager
5-leg parlay on Main Card Opener — $10 turned into $6,480
Source: RedditTax Breakdown (Massachusetts)
Net Profit
$6,470
Federal Tax (24%)
-$1,553
State Tax
-$324
Take-Home
$4,593
OBBBA Note: If this bettor had $6,470 in losses elsewhere, they'd still owe $155 in 'phantom income' tax under 2026 OBBBA rules.
#4
NFLStraight Bet
$40
from $20 wager
moneyline bet on 49ers vs Rams — $20 turned into $40
Source: X/TwitterTax Breakdown (Michigan)
Net Profit
$20
Federal Tax (24%)
-$5
State Tax
-$1
Take-Home
$14