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Biggest Sports Betting Wins — Monday, June 22, 2026

5 notable wins | Total payouts: $134,440 | Total taxes: $34,506

$134,440
Total Payouts
$34,506
Total Taxes
25.7%
Avg Tax Rate
🥇
UFC9-Leg Parlay
$96,000
from $200 wager

9-leg parlay on Main Card Fight 1 — $200 turned into $96,000

Source: Reddit
Tax Breakdown (Arizona)
Net Profit
$95,800
Federal Tax (24%)
-$22,992
State Tax
-$2,395
Take-Home
$70,413

OBBBA Note: If this bettor had $95,800 in losses elsewhere, they'd still owe $2,299 in 'phantom income' tax under 2026 OBBBA rules.

🥈
NHLFutures
$30,000
from $500 wager

futures bet on Knights vs Stars — $500 turned into $30,000

Source: Reddit
Tax Breakdown (Nevada)
Net Profit
$29,500
Federal Tax (24%)
-$7,080
State Tax (no tax)
$0
Take-Home
$22,420

OBBBA Note: If this bettor had $29,500 in losses elsewhere, they'd still owe $708 in 'phantom income' tax under 2026 OBBBA rules.

🥉
NBA5-Leg Parlay
$7,360
from $20 wager

5-leg parlay on Knicks vs Heat — $20 turned into $7,360

Source: Reddit
Tax Breakdown (Florida)
Net Profit
$7,340
Federal Tax (24%)
-$1,762
State Tax (no tax)
$0
Take-Home
$5,578

OBBBA Note: If this bettor had $7,340 in losses elsewhere, they'd still owe $176 in 'phantom income' tax under 2026 OBBBA rules.

#4
MLB7-Leg SGP
$980
from $10 wager

7-leg SGP on Dodgers vs Padres — $10 turned into $980

Source: X/Twitter
Tax Breakdown (Pennsylvania)
Net Profit
$970
Federal Tax (24%)
-$233
State Tax
-$30
Take-Home
$707
#5
March MadnessStraight Bet
$100
from $50 wager

moneyline bet on Final Four — $50 turned into $100

Source: X/Twitter
Tax Breakdown (Illinois)
Net Profit
$50
Federal Tax (24%)
-$12
State Tax
-$2
Take-Home
$36