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Ashley Olsen

Ashley used to work in MLB, has an NFL bloodline, and is a die-hard NHL fan, so she credits her well-rounded background for her betting success. When she’s not busy winning money she’s usually out dominating in flag football or pickleball.

Pick Packages

Purchase any of the following packages to unlock premium picks.

Ashley's 2025-26 FOOTBALL ALL ACCESS Pass

Season pass

We have finally arrived at the best time of the year…football season, baby! Ashley finished the 2024-25 season profitable in both the NFL and NCAA. In fact, she ranked in the top 5 NFL cappers at Pick Dawgz and top 10 for College Football. This year, she plans to continue to domination and come out even stronger. Grab this package while you can and don’t miss out on a single football pick from August all the way through the Super Bowl.

$799.00

Add to cart

More packages

Ashley's MEGA MONEY $$ (1-year Pass)

1 year pass

Are you susceptible to serious FOMO? If so, this one is for you. 365 days of top-notch plays. Every premium pick. All the fun. Never be left out again!

$999.00 | Add to cart

Ashley's All-Inclusive Monthly Pass

30 day pass

Keep this month entertaining and invest in 30 days of nonstop action. With baseball in full swing and football right around the corner, there definitely won’t be a shortage of premium plays.

$299.99 | Add to cart

Ashley's Week of Winners (7-day Pass)

7 day pass

Get a full week of action without missing a single, premium pick! We’re in the thick of baseball, basketball, and hockey – but don’t worry, football will be back before we know it.

$129.99 | Add to cart

Ashley's 3-Day All Action Pass

3 day pass

Whether you’re prepping for a weekend at the sportsbook or looking for a midweek pick-me-up, the 3-day pass is the perfect solution. You’ll be getting every premium pick for three straight days, offering up plenty of opportunities to beat the books and pocket some cash.

$79.99 | Add to cart

Pick History

Title League Game Date Status Pick Result

Milwaukee Brewers vs Chicago Cubs – August 21, 2025

Milwaukee Brewers vs Chicago Cubs August 21, 2025 at 02:20 PM EDT Final Milwaukee: +125 Win

Cincinnati Reds vs Los Angeles Angels – August 20, 2025

Cincinnati Reds vs Los Angeles Angels August 20, 2025 at 09:38 PM EDT Final Cincinnati: +120 Loss

Oakland Athletics vs Minnesota Twins – August 20, 2025

Oakland Athletics vs Minnesota Twins August 20, 2025 at 07:40 PM EDT Final Oakland: +110 Win

Oakland Athletics vs Minnesota Twins – August 19, 2025

Oakland Athletics vs Minnesota Twins August 19, 2025 at 07:40 PM EDT Final Oakland: +128 Win

Chicago White Sox vs Atlanta Braves – August 19, 2025

Chicago White Sox vs Atlanta Braves August 19, 2025 at 07:15 PM EDT Final Chicago: +155 Loss

Baltimore Orioles vs Boston Red Sox – August 19, 2025

Baltimore Orioles vs Boston Red Sox August 19, 2025 at 07:10 PM EDT Final Baltimore: +127 Win

St. Louis Cardinals vs Miami Marlins – August 19, 2025

St. Louis Cardinals vs Miami Marlins August 19, 2025 at 06:40 PM EDT Final Miami: -130 Loss

San Francisco Giants vs San Diego Padres – August 18, 2025

San Francisco Giants vs San Diego Padres August 18, 2025 at 09:40 PM EDT Final San Diego: -1.5 +158 Loss

Baltimore Orioles vs Boston Red Sox – August 18, 2025

Baltimore Orioles vs Boston Red Sox August 18, 2025 at 07:10 PM EDT Final Baltimore: +110 Win

Seattle Mariners vs Philadelphia Phillies – August 18, 2025

Seattle Mariners vs Philadelphia Phillies August 18, 2025 at 06:45 PM EDT Final Seattle: +104 Loss

Full Bio

Ashley used to work in MLB, has an NFL bloodline, and is a die-hard NHL fan, so she credits her well-rounded background for her betting success. She’s been a handicapper for over two years now, and when she’s not busy winning money she’s usually out dominating in flag football or pickleball.