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Biggest Sports Betting Wins — Thursday, April 16, 2026

4 notable wins | Total payouts: $242,200 | Total taxes: $65,017

$242,200
Total Payouts
$65,017
Total Taxes
26.8%
Avg Tax Rate
🥇
NHL4-Leg SGP
$205,000
from $500 wager

4-leg SGP on Oilers vs Avalanche — $500 turned into $205,000

Source: Reddit
Tax Breakdown (Pennsylvania)
Net Profit
$204,500
Federal Tax (24%)
-$49,080
State Tax
-$6,278
Take-Home
$149,142

OBBBA Note: If this bettor had $204,500 in losses elsewhere, they'd still owe $4,908 in 'phantom income' tax under 2026 OBBBA rules.

🥈
MLB5-Leg Parlay
$13,200
from $10 wager

5-leg parlay on Braves vs Mets — $10 turned into $13,200

Source: X/Twitter
Tax Breakdown (Florida)
Net Profit
$13,190
Federal Tax (24%)
-$3,166
State Tax (no tax)
$0
Take-Home
$10,024

OBBBA Note: If this bettor had $13,190 in losses elsewhere, they'd still owe $317 in 'phantom income' tax under 2026 OBBBA rules.

🥉
UFC13-Leg Parlay
$12,000
from $25 wager

13-leg parlay on Main Card Fight 1 — $25 turned into $12,000

Source: Reddit
Tax Breakdown (New Jersey)
Net Profit
$11,975
Federal Tax (24%)
-$2,874
State Tax
-$763
Take-Home
$8,338

OBBBA Note: If this bettor had $11,975 in losses elsewhere, they'd still owe $287 in 'phantom income' tax under 2026 OBBBA rules.

#4
NFLFutures
$12,000
from $100 wager

futures bet on Lions vs Packers — $100 turned into $12,000

Source: X/Twitter
Tax Breakdown (Nevada)
Net Profit
$11,900
Federal Tax (24%)
-$2,856
State Tax (no tax)
$0
Take-Home
$9,044

OBBBA Note: If this bettor had $11,900 in losses elsewhere, they'd still owe $286 in 'phantom income' tax under 2026 OBBBA rules.