65 Miles, 24 Hours, One Goal: How to Conquer the Florida Trail’s Toughest Ruck Challenge

Operation OCALA is 65+ miles on the Florida Trail with a 25-pound dry ruck, all in under 24 hours. It’s one of the toughest events Green Beret Fitness puts on — and one of the only times you can earn their coveted patch.

And here’s the kicker: this race starts as the sun goes down. You’re not easing into it with a warm sunrise. You’re stepping off into the dark, headlamp on, with the knowledge you’ll be out there all night and deep into the next day. That first mile feels different when you can only see what’s in your beam, and you know this is just the start.

I’ve completed OCALA twice — once with a group and once solo. Each time taught me more about what it takes to finish, and how quickly the Florida Trail will humble you if you show up unprepared. The fail rate hovers around 40%, and I’ve seen some incredibly tough people not make it to the end. This isn’t an event you sign up for on a whim.

If you’re thinking about taking it on — or you’ve never even heard of it until now — here’s what you need to know.


A smiling man in an orange shirt stands with two children wearing colorful hooded blankets at a mountain viewpoint during sunset, with a mountain in the background.

Start With Your Why

Before you even lace up your shoes, you need a reason to be there. For me, OCALA was part of a bigger push — a way to find my space in the rucking world and keep chasing growth. It wasn’t about proving something to others. It was about proving to myself that I could take on something brutal and finish it.

Your “why” will carry you when your legs are screaming and your mind is trying to talk you into quitting. Without it, you’re gambling with your finish before you even start.

A signpost indicating the Florida Trail, featuring the trail's logo and messages about foot travel and volunteer maintenance, surrounded by natural greenery.

Navigation — Your Lifeline

Find a system you trust and know how to use. Don’t blindly rely on AllTrails. For OCALA, I built my own map in Strava using the AllTrails route as a base but made sure it followed the Florida Trail exactly. I downloaded it straight to my watch.

There are sections where it’s ridiculously easy to get off track — campgrounds, trail splits, or just poorly marked areas. I’ve bushwhacked in the dark trying to find the trail again, and without that GPS track, it could’ve been game over.

Foot Care — Don’t Become a Statistic

I’ve seen more people quit OCALA because of foot problems than anything else. Blisters from the wrong socks. Hot spots from shoes they’ve never tested. Feet breaking down long before the rest of their body does.

Test your shoes and sock combinations over real miles. I rotate between a couple of trail shoes I trust, and my go-to socks are Injinji toe socks under Mudgear or Darn Tough. I’ve used powder inside my socks, but these days I’m back to Trail Toes gel — generous coverage before every long event.

If you pre-tape, powder over the tape to reduce friction. Just remember that if you change your gait and start shuffling, taped spots might rub in new places.

A person performing a squat while holding a weighted bag in a gym setting.

Build the Engine

This isn’t the event to just carry weight around a few times a week and hope for the best. Yes, some people survive on minimal training — but with a 40% fail rate, why take that chance?

You need both strength and endurance. My first two finishes leaned heavily on the strength foundation I built with Heavy Drop Training. Over time, I’ve shifted more toward endurance work — running in Zone 2 has been a game changer for my ability to shuffle with weight.

Find an endurance plan or a coach who understands this type of event. I know a few who are very qualified for OCALA specifically. The right training will save your legs and your mind.

Two bags of Hyperlyte liquid performance powder with a handwritten note congratulating someone on their achievements and encouraging them to prepare for a future challenge.

Nutrition — Have a Plan

Don’t guess your way through fueling. Come in with an hour-by-hour plan for what you’ll eat and drink. GBF’s checkpoints are barebones — usually water, bananas, some granola bars, maybe a few off-brand cookies.

If you’re moving at a lighter effort, real food will feel better. Push the pace and you’ll probably want more quick carbs. Electrolytes are a must in Florida’s humidity. I carry separate bladders for water and Skratch Hydration or Hyperlyte, because I learned the hard way that I need both.

A person preparing their gear at night for the OCALA event, surrounded by water bottles, a flag, and a dog in a natural setting.

Gear & Checkpoint Strategy

Your ruck setup should make life easy between checkpoints. I run the Eberlestock Hi-Speed II, but people finish OCALA with all kinds of packs. The key is knowing where everything is and keeping what you need most accessible.

My hip pockets are dialed — they hold over 20 miles worth of nutrition, plus my phone, camera, and headlamp. Inside the pack, everything’s in labeled waterproof bags so I can grab exactly what I need without digging.

At checkpoints, my system is simple: refill the bladder, grab the next pre-packed food bag, and eat a banana before heading out. The less time you spend stopped, the better.

Dramatic lightning striking against a dark, cloudy sky during a storm.

OCALA Weather — Be Ready for Anything

The year before my first attempt, people were dealing with freezing temps and frozen water bladder tubes. My first year? Perfect weather. My second? Humid with rolling thunderstorms.

I loved every second of those storms — probably because I live in the PNW and don’t get that kind of thunder at home — but they could’ve wrecked someone who wasn’t ready. Train and pack for all extremes: heat, humidity, rain, cold. And don’t let weather dictate your training schedule.

A group of six individuals, all wearing tactical gear and rucksacks, posing together outdoors in a natural setting.

The Power of a Team

The right team can carry you when you’re fading — mentally and physically. OCALA is where I’ve built friendships I’ll have for life. But choose your team wisely. Too many people and you’ll be constantly out of sync on breaks, bathroom stops, and pace.

Small groups move better. On my first OCALA, Margie fell into the water and kept going without complaint. David took a hard fall, injured his shoulder, and had to withdraw. Michael saved my race by handing me electrolytes when I was on the edge of falling apart.

Those moments stick with you. They’re why the bonds you build on this trail run deeper than just a finish line photo.

A person wearing a backpack and casual athletic attire, giving a thumbs up while walking on the side of a road surrounded by grass and trees.

Going Solo

Running OCALA solo is a different beast. No one to pace you. No one to share the mental load. But it’s also pure focus. On my second attempt, I stayed locked in from the start. Every decision was mine. Every high and low, mine alone.

It’s harder, yes — but it’s also a whole different kind of reward when you cross that finish line.

A person wearing a camouflage weight vest with a patch that says 'WORK IN PROGRESS', standing in a garage with residential houses in the background.

GRIT — The Deciding Factor

When your body is tired, your feet hurt, and you’re staring at miles still to go, GRIT is what keeps you moving. It’s what separates finishers from DNFs.

I’ve been pushed to that point in both my OCALA finishes. It’s not just about being tough — it’s about refusing to quit, even when quitting feels like the smart choice. If you can hang onto that, you’ll find the finish.

Two men are discussing gear next to a backpack on a road, one is squatting while the other leans over him.

FORGED IN FAILURE. FUELED BY GRIT.

That’s what OCALA is all about — and it’s the same drive behind everything we do at Carrving Trails. If you’re thinking about stepping up to the Florida Trail’s toughest ruck challenge, I’m here for any of the finer details — from foot care to gear setup to pacing strategies.

Drop a comment, send me a message, or find me out on the trail. Just remember… the trail won’t CARRVE itself. Neither will you.

Participants navigating the Florida Trail during the Operation OCALA event, carrying loaded packs and walking among tall pine trees.

8 responses to “65 Miles, 24 Hours, One Goal: How to Conquer the Florida Trail’s Toughest Ruck Challenge”

  1. Great article my friend. I’d give anything to not trip, fall, and tap out at mile 45 to go across the finish line with you. To see you last year destroy that trail was one of the greatest moments of my time on this planet. Your dedication to bettering yourself, and others is beyond impressive. I know this…your dad is proud of the man you are. I love you my friend!

    1. It’s a learning experience, I would have loved to have you there at the finish. Use it as fuel for your next one! I’m looking forward to seeing you out there my friend!

  2. Thanks so much Clint! My biggest worry is my feet, between blisters and old plantar fasciitis flaring up.

    What is the gel you talked about?

    I will most likely have to shuffle because my short stubby legs cannot keep a steady pace while walking and finishing the time limit. Therefore, I will probably have to wear my trail runners vs hiking boots

    1. Definitely work on foot strength. Omni Athlete Training Systems put out a free foot strength program. Its simple work that has helped me greatly onthe trails. Trail Toes is the name of the gel, I’m not sure how it works but when paired with my dual sock setup, my feet have been golden (Thanks to Shane Donnely for reminding me how good it was). I wore heavy and cuyshinoed trail shoes the first go around, second time I went with a lighter trail shoe becasue I was shuffling a lot more this time. You’ll have 120k+ steps over the course of this race, every ounce matters in my opinion. Avoid getting shoes that are too small, your toes will thank you!

  3. I just came across this and to say it was only inspirational wouldn’t be doing it justice. I actually live about 15 miles from the trail start and have never even heard of this!

    Everything in me wants to sign up and tackle this in January. Although I am an avid Rucker and run the local ruck club, I have never attempted anything close to 65 miles. I currently have some 20 milers and a marathon on the horizon. What was the longest distance you conquered before hitting the trail?

    Thank you again for sharing, I hope to hear from you soon!

    1. Hey Jesse!

      Thanks for the note! I put myself out there to hopefully educate and inspire others to keep moving and push their limits.

      My longest ruck before the first attempt was 26.2 miles under 45#s… My longest run to that point was a 12k, 10-15 years prior. I was concerned heading in, but my mentor David Knecht said that’s all I would need. He was right and I finished with some time to spare.

      Sounds like you are well on your way with a good base. Personally, I think you should give it a go.

      If you sign up use my code GBF-CLINT for a 15% discount. I don’t get anything in return, other than knowing I might help someone show they are more capable than they think.

      Ruck on!

      Clint

      1. Well you just garnered another follower. I have been combing through your other blogs and added you on FB and instagram as well.

        Ironically I had just ordered a pair of Injinji’s to pair with my merino wool layer. I am hoping for the same kind of results you experienced! As I have a few hot spots that have given me issues when hitting miles 9-12 (most I have rucked since my army days close to 10 years ago).

        I appreciate you reaching back out so quickly and offering your thoughts and support I spoke with my wife as well and have decided to full send it in January. I feel with close to 3 months to go I can continue preparing my body and mind for this test of endurance and will!

      2. I love it! I’d also suggest trail toes to lubricate. That stuff is so much better than the anti friction powder I used to use. Also the shoes might need to be a half size larger. With the toes being spread out, I love the Topo Ultraventures and Terraventures. Altras are good but a lot of Achilles strain with a zero drop.

        Navigation is super important, you could scout the trail since you are close, but definitely are spots to get disoriented in the dark.

        Can’t wait to see you there!

        Feel to reach out through email as well!
        clint@carrvingtrails.com

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