Biggest Sports Betting Wins — Friday, June 19, 2026
5 notable wins | Total payouts: $31,400 | Total taxes: $8,935
$31,400
Total Payouts
$8,935
Total Taxes
28.5%
Avg Tax Rate
🥇
UFCFutures
$14,000
from $200 wager
futures bet on Prelim Headliner — $200 turned into $14,000
Source: X/TwitterTax Breakdown (Massachusetts)
Net Profit
$13,800
Federal Tax (24%)
-$3,312
State Tax
-$690
Take-Home
$9,798
OBBBA Note: If this bettor had $13,800 in losses elsewhere, they'd still owe $331 in 'phantom income' tax under 2026 OBBBA rules.
🥈
March Madness13-Leg Parlay
$11,750
from $50 wager
13-leg parlay on Sweet 16 Game 1 — $50 turned into $11,750
Source: RedditTax Breakdown (Ohio)
Net Profit
$11,700
Federal Tax (24%)
-$2,808
State Tax
-$410
Take-Home
$8,482
OBBBA Note: If this bettor had $11,700 in losses elsewhere, they'd still owe $281 in 'phantom income' tax under 2026 OBBBA rules.
🥉
NHL6-Leg Parlay
$5,100
from $15 wager
6-leg parlay on Kraken vs Canucks — $15 turned into $5,100
Source: X/TwitterTax Breakdown (New York)
Net Profit
$5,085
Federal Tax (24%)
-$1,220
State Tax
-$348
Take-Home
$3,517
OBBBA Note: If this bettor had $5,085 in losses elsewhere, they'd still owe $122 in 'phantom income' tax under 2026 OBBBA rules.
#4
NFL4-Leg SGP
$475
from $5 wager
4-leg SGP on Eagles vs Cowboys — $5 turned into $475
Source: RedditTax Breakdown (Michigan)
Net Profit
$470
Federal Tax (24%)
-$113
State Tax
-$20
Take-Home
$337
#5
MLBStraight Bet
$75
from $25 wager
moneyline bet on Cubs vs Cardinals — $25 turned into $75
Source: RedditTax Breakdown (Colorado)
Net Profit
$50
Federal Tax (24%)
-$12
State Tax
-$2
Take-Home
$36