For the ambitious. The action-takers. The ones who are DONE overthinking.

At The Reckless Optimists, we’re not here for the fluff.

We create potent, action-fueled programs designed to help you move forward- personally and professionally- with purpose, energy, and a hell of a lot of joy.

Our programs are for the ones who are ready to stop circling the same problems and finally start building momentum. For the ones who are done with overthinking, done with talking about it, and ready to move.

We’re rebellious by nature, so our programs are too- breaking the mold of boring self-help and replacing it with energy, connection, and real transformation.

rebel against stuck. Build real momentum.

PROGRAMS

WHAT MAKES OUR PROGRAMS DIFFERENT?

our approach? simple:

  • No overthinking. All action. - We turn ideas into impact. Fast.

  • Real Connection, Real Community. - Because growth is better when you don’t do it alone.

  • High-Energy. High-Impact. - Fun, audacious, and wildly effective.

how we create transformation:

Clarity- Know exactly where you’re going.

Community- Your circle determines your future.

Momentum- Small wins that build unstoppable energy.

Results- Finally feel forward motion-fast

  • THE MOMENTUM METHOD™

    ENROLLMENT CLOSED

    The Momentum Method™ is an 8-week, high-impact program designed to break through inertia and create unstoppable progress in life, business, health, and beyond. Built on a proven framework, small wins lead to big shifts, supported by a powerhouse community that refuses to let you play small. In small, dynamic cohorts, you’ll build real connections and push boundaries together. If you loved The Possibility Project™, this is the next-level evolution—where momentum meets action, and transformation happens.

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  • THE POSSIBILITY PROJECT™

    RETURNING SOON!

    The Possibility Project™ is a 12-week mindset-driven program designed to break you free from fear, overthinking, and indecision. It’s not about doing more—it’s about thinking differently and unlocking what’s truly possible for you. Through clarity, confidence, and courage, you’ll reconnect with your boldest dreams and move from stuck to unstoppable. Surrounded by a community of go-getters, this is your space to dream bigger, get clearer, and finally say, “F*ck it, I’m going for it.”

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  • THE LEADERS LAB™

    FALL ENROLLMENT

    The Leaders Lab is where ambitious leaders sharpen their edge, build influence, and create real impact. Leadership isn’t just a title—it’s a skillset, and great leaders start by leading themselves. This program helps you develop unshakable self-leadership, master essential soft skills, and cultivate a thriving team culture. You’ll learn to inspire, engage, and handle challenges with confidence while driving meaningful results—not just vanity metrics. If you’re ready to step up and lead with authenticity, energy, and effectiveness, this is where you rise to the challenge.

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  • CORPRATE + CUSTOM PROGRAMS

    Results-Driven Employee Engagement—Without the Boring.

    We design custom workshops and tailored programs that help teams align, grow, and thrive—without wasted hours or disengaged employees. Rooted in real-world experience and backed by evidence-based strategies, our approach elevates culture, builds leadership, and drives meaningful results.

    From burnout prevention to team collaboration and purpose-driven leadership, our workshops boost engagement, upskill employees, and create thriving workplaces. Whether you need a custom program or a proven framework, we make employee development impactful, energizing, and directly tied to business growth. Because culture isn’t just a perk—it’s the driver of real success.

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UPCOMING EVENTS

UPCOMING EVENTS

JOIN THE MOVEMENT. SHOW UP FOR THE MOMENTS THAT MATTER.

Momentum, growth, connection- doesn’t happen in isolation- it happens in the right rooms, with the right people. Whether it’s our monthly Virtual Salons [where we deep dive into game-changing personal and professional growth topics], or live events that bring The Reckless Optimists community together IN REAL LIFE, these are the spaces where bold ideas meet fearless action.

See what’s coming up and say YES before you’re ready.

JUNE

06.28

THE RECKLESS TABLE - A SUMMER SUPPER CLUB SERIES

Join Jessi + The Reckless Optimists IRL!!

More details coming soon!!

Portland, Oregon

FUTURE events coming soon