you’re not stuck. you’re stagnant. and stagnancy can be solved through movement.

THIS IS THAT MOVEMENT.

WHO WE ARE + WHAT WE DO

We are The Reckless Optimists, a community and movement built for people who refuse to let hesitation win.

We don’t sell feel-good motivation. We create defining moments—experiences that push you forward, surround you with the right people, and help you build the kind of self-trust that changes everything.

This isn’t about playing it safe. It’s about showing up for your life in a way that actually excites you.

We create experiences that invite action, fuel self-trust, and energize your life.

Because fearless growth doesn’t come from thinking about it—it comes from doing it.


Through immersive experiences, high-energy workshops, action based  programs and a fiercely encouraging community, we help people stop overthinking and start moving.

“A rising tide floats all boats, BE THE TIDE”

—Jessi Duley, Founder

WHAT WE DO

IMMERSIVE EXPERIENCES

EMPOWERING CONTENT

ENCOURAGING COMMUNITY

WHY YOU SHOULD JOIN THE MOVEMENT

You’ve read the books. Listened to the podcasts. Sat with your thoughts. But deep down, you know- clarity comes from action, not just thinking about it.

You’re here because:

  • You feel stuck, unsure of the next step- but you know you’re meant for more.

  • You need a real challenge- not just another pep talk.

  • You’re craving a community of people who push and inspire you to move.

WELCOME, these are your people and this is your place.

  • "The Reckless Optimist community has unstoppable energy and my experience with them was was by far one of the most memorable and soul changing experiences I’ve ever had. I couldn’t recommend pushing yourself and diving into an R/O trip more!"

    Tori C.

  • "I signed up for the retreat not knowing what to expect and walked away with an experience I never knew I needed. This trip was curated perfectly and it was such a relief to not worry about anything but showing up."

    Mallorie H.

  • "I cannot say enough how transformative the experience working with R/O is for anyone looking to step out of the formidable comfort zone. Go ahead, commit, make the time, you won't regret it."

    Robin J.

  • "The newsletters light up my SOUL every damn time. Even if I am a week late in reading."

    Paige M.

  • PATAGONIA

    FEBRUARY 10 - FEBRUARY 16, 2026

    BOOK NOW

    Because we all need to drink whiskey chilled by glacial ice at least once in life, this 6-day Patagonia adventure is back by popular demand—our last one! Trek famous peaks, stay in 4-star hotels, savor Argentine cuisine, and explore stunning landscapes. FCK IT, let’s go! $4499 (airfare not included). Booking live NOW!

    F*CK IT - Let's go

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  • MOROCCO—SOLD OUT

    APRIL 29 - MAY 7, 2025

    SOLD OUT

    Because we NEED to wake up in the Sahara Desert at least once in life, right?! This 9-day bucket-list Morocco adventure is packed with all the best—Marrakech markets, palaces, cooking classes, camel rides, and two nights glamping in the Sahara! FCK IT, let’s go! $3699 (airfare not included). Booking live Oct 4!

    JOIN WAITLIST

    LEARN MORE

  • SALMON RIVER

    AUGUST 12 - AUGUST 15, 2025

    Private Event

    Because no one needs 5 days without phones, reception, or responsibilities more than women in charge. Time to float, play, explore, and connect! FCK IT—let’s raft the Salmon River! 4 days of rafting, sandy beaches, gourmet meals, cocktails, and sleeping under the stars. Unplug and unwind with amazing women!

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  • JAPAN—SOLD OUT

    OCTOBER 6 - OCTOBER 12, 2025

    SOLD OUT

    Because we NEED to sip martinis in Tokyo and hike the Japanese Alps together, right?! This 7-day adventure blends Tokyo’s electric energy with the peace of Nagano. Explore shrines, ride a bullet train, enjoy a 10-course food tour, and relax in traditional onsens. FCK IT—let’s go to Japan! $4199 (airfare not included). Booking live Oct 4!

    JOIN WAITLIST

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