The Gambler Last Man Standing

Pelham, United States • 28 Feb 2026

The Gambler Last Man Standing is a unique endurance running event held at Oak Mountain State Park in Pelham, Alabama. Participants run repeated 2-mile laps, each to be completed within 40 minutes, with the challenge continuing until only one runner remains. Each completed lap earns a poker chip worth $1, which can be cashed out at specific milestones up to 100 miles.

Beyond 100 miles, time limits decrease, and no more chips are earned or cashed out. The course features mostly trails with some road sections and a scenic lakeside backdrop, with 183 feet of elevation gain per lap. The event offers aid stations, allows pacers between 20 and 100 miles, and awards swag at key distances. Visit the organization's website for the most recent information.

Race information

2-Mile Loop Lap
Visit the organization's website for the most recent information.
Trail runs nearby

The King of the Mountain is a challenging 5K race held at Oak Mountain State Park in Pelham, Alabama. Known as the Southeast's toughest 5K, the course features approximately 1,100 feet of elevation gain and loss over rugged terrain within just 3.1 miles. Starting at the North Trailhead, runners face..

The Ridge to Blazing Ridge Trail Race, held in Pelham, Alabama at Oak Mountain State Park, offers challenging 20-mile and 10-mile trail runs. Starting at the Redbud Pavilion near the BMX Track on Tranquility Road, the course is known for its difficulty and hot conditions, requiring all runners to ca..

The Zombie Backyard Ultra is an endurance running event held at Oak Mountain State Park in Pelham, Alabama. Participants run a challenging 4.167-mile loop with approximately 500 feet of elevation gain and loss. The race follows a backyard ultra format where runners must complete each loop within one..

The Endless Mile is an ultrarunning event held at Veteran's Park in Alabaster, Alabama, featuring a USATF-certified 1.00203-mile paved loop course. Participants can choose from multiple race durations including 6, 12, 24, 48, and 72-hour events, as well as marathon and 50K distances. The course is f..

The Halloween Havoc Half Marathon and 6 Miler is a festive night trail race held at Oak Mountain State Park in Pelham, Alabama. Featuring two loop courses of 13 and 6 miles, the event offers a mix of challenging hills, smooth single track, and jeep roads. Runners benefit from aid stations halfway th..

The Kettlebell Kountdown is a unique endurance race held at Oak Mountain State Park in Pelham, Alabama. This 50K event features a one-mile loop course that runners must complete while carrying a 20-pound kettlebell. The race consists of 31 laps, with progressively decreasing time limits for each lap..