Biggest Sports Betting Wins — Tuesday, June 16, 2026
5 notable wins | Total payouts: $50,460 | Total taxes: $13,362
$50,460
Total Payouts
$13,362
Total Taxes
26.5%
Avg Tax Rate
🥇
March Madness6-Leg SGP
$37,000
from $500 wager
6-leg SGP on Elite 8 Matchup — $500 turned into $37,000
Source: X/TwitterTax Breakdown (Arizona)
Net Profit
$36,500
Federal Tax (24%)
-$8,760
State Tax
-$913
Take-Home
$26,827
OBBBA Note: If this bettor had $36,500 in losses elsewhere, they'd still owe $876 in 'phantom income' tax under 2026 OBBBA rules.
🥈
MLB10-Leg Parlay
$5,700
from $25 wager
10-leg parlay on Yankees vs Red Sox — $25 turned into $5,700
Source: X/TwitterTax Breakdown (Florida)
Net Profit
$5,675
Federal Tax (24%)
-$1,362
State Tax (no tax)
$0
Take-Home
$4,313
OBBBA Note: If this bettor had $5,675 in losses elsewhere, they'd still owe $136 in 'phantom income' tax under 2026 OBBBA rules.
🥉
NBAFutures
$5,000
from $100 wager
futures bet on Suns vs Mavericks — $100 turned into $5,000
Source: RedditTax Breakdown (Illinois)
Net Profit
$4,900
Federal Tax (24%)
-$1,176
State Tax
-$243
Take-Home
$3,481
#4
UFC7-Leg Parlay
$2,700
from $10 wager
7-leg parlay on Main Card Opener — $10 turned into $2,700
Source: RedditTax Breakdown (California)
Net Profit
$2,690
Federal Tax (24%)
-$646
State Tax
-$250
Take-Home
$1,794
#5
NHLStraight Bet
$60
from $15 wager
moneyline bet on Panthers vs Maple Leafs — $15 turned into $60
Source: RedditTax Breakdown (Pennsylvania)
Net Profit
$45
Federal Tax (24%)
-$11
State Tax
-$1
Take-Home
$33