Biggest Sports Betting Wins — Tuesday, May 19, 2026
5 notable wins | Total payouts: $337,920 | Total taxes: $99,329
$337,920
Total Payouts
$99,329
Total Taxes
29.4%
Avg Tax Rate
🥇
NBA12-Leg Parlay
$175,400
from $100 wager
12-leg parlay on Lakers vs Celtics — $100 turned into $175,400
Source: RedditTax Breakdown (Arizona)
Net Profit
$175,300
Federal Tax (24%)
-$42,072
State Tax
-$4,383
Take-Home
$128,845
OBBBA Note: If this bettor had $175,300 in losses elsewhere, they'd still owe $4,207 in 'phantom income' tax under 2026 OBBBA rules.
🥈
March MadnessFutures
$150,000
from $500 wager
futures bet on Championship Game — $500 turned into $150,000
Source: X/TwitterTax Breakdown (California)
Net Profit
$149,500
Federal Tax (24%)
-$35,880
State Tax
-$13,904
Take-Home
$99,716
OBBBA Note: If this bettor had $149,500 in losses elsewhere, they'd still owe $3,588 in 'phantom income' tax under 2026 OBBBA rules.
🥉
NHL7-Leg Parlay
$10,770
from $15 wager
7-leg parlay on Kraken vs Canucks — $15 turned into $10,770
Source: RedditTax Breakdown (Florida)
Net Profit
$10,755
Federal Tax (24%)
-$2,581
State Tax (no tax)
$0
Take-Home
$8,174
OBBBA Note: If this bettor had $10,755 in losses elsewhere, they'd still owe $258 in 'phantom income' tax under 2026 OBBBA rules.
#4
UFC8-Leg SGP
$1,600
from $10 wager
8-leg SGP on Main Event — $10 turned into $1,600
Source: RedditTax Breakdown (VA)
Net Profit
$1,590
Federal Tax (24%)
-$382
State Tax
-$91
Take-Home
$1,117
#5
MLBStraight Bet
$150
from $25 wager
moneyline bet on Cubs vs Cardinals — $25 turned into $150
Source: X/TwitterTax Breakdown (Illinois)
Net Profit
$125
Federal Tax (24%)
-$30
State Tax
-$6
Take-Home
$89