The Confidence Cycle™ Masterclass

Stop waiting to feel ready. Build real confidence that lasts in a 60 minute class.

A proven framework for professionals who are done with self-doubt and ready to show up powerfully in their careers—without faking it or burning out.

Clients include:

TEACH FOR AMERICA

WEALTHSIMPLE

LULU & GEORGIA

CHECKR

Done with self-doubt? Us, too!

Learn our proven 4-step system to build authentic confidence—and start advocating for yourself this week.

This masterclass gives you the exact framework that we’ve used successfully with hundreds of coaching clients to build authentic confidence from the inside out—using your unique strengths, not someone else's playbook.

In This Masterclass, you will:

  • Identify your top strengths and clarify the specific way you want to show up in your next opportunity

  • The three most common limiting beliefs that hold professionals back—and how to create your personalized belief mantra to rewire them

  • Design a confidence micro-experiment—one tiny, brave action to take in the next 2 weeks that builds real-world proof

  • Make confidence a daily practice—how to integrate this framework into your everyday life so growth becomes continuous

    And the best part? All virtual sessions are FREE—so you can start building confidence immediately without any financial barrier.


THE DETAILS

To accommodate different schedules and timezones, this signature masterclass is offered at four different times:

  • Option 1: Thursday, March 5th, 4-5 PM PST/ 7-8 PM EST, VIRTUAL | FREE

  • Option 2: Wednesday, March 11th, 12-1 PM PST/ 3-4 PM EST, VIRTUAL | FREE

  • Option 3: Tuesday, March 17th, 3-4 PM PST/ 6-7 PM EST, VIRTUAL | FREE

  • Option 4: Saturday, March 21st, 10-11 AM PST, 1-2 PM EST, VIRTUAL | FREE

    Note: Spots are limited to ensure each class is small and personable. Secure your desired masterclass date/time as soon as possible.

One 60-minute live masterclass with the complete Confidence Cycle™ framework
Lifetime replay access so you can revisit the specific training that you attended anytime

What You'll Learn:

When To Attend & Cost

THE PROVEN CONFIDENCE CYCLE FRAMEWORK

Clarity

You can’t build confidence on shaky ground. We start by getting crystal clear on your strengths, values, and vision for your most confident and empowered self.

Belief

Learn to recognize your inner critic, rewire the stories holding you back, and build new neural pathways that support you. This is where transformation begins.

Action

Take brave, tiny steps. Through carefully designed micro-experiments, you'll practice confidence in real situations—building proof that you can show up differently.

Integration

Make it stick. You'll create systems to sustain your momentum, learn to communicate your value clearly, and turn confidence into a daily practice—not a fleeting feeling.

You’re In The Right Place If:

  • You're ready to invest 90 minutes in building your confidence in a group setting

  • You're tired of confidence advice from people who've never struggled with self-doubt

  • You want strategies you can apply the very same day

  • You want a framework that's backed by neuroscience and behavior psychology

  • You're done waiting to feel "ready" and want to take action now

  • You are curious about our quarterly Confidence Accelerator group program and want to understand the framework that we use before committing

This Masterclass Is For:

  • Professionals who feel stuck despite having impressive credentials and experience

  • High achievers who struggle with impostor syndrome and wonder when they'll finally feel "good enough"

  • Professionals navigating transitions (promotions, new roles, career pivots) who need confidence in unfamiliar territory

  • Women, gender expansive folk, and underrepresented leaders who are tired of playing small to make others comfortable

  • Anyone who has been told to "just be more confident" but has no idea how to actually do that

  • “I recently got promoted at my organization, and I am truly grateful for your encouragement. If I hadn't had those strengths conversations with you, who knows if I would have believed I could do these things? Thank you Rupa!”

    - L.G, Talent and Engagement Manager

  • "Rupa gave the confidence I needed to make a change for my career. She does a great job supporting people to get to the next level."

    - B.C, Director of Service Learning

  • "Rupa was the cheerleader that I never knew I needed. I felt so known and excited about the future. Working with Rupa is a MUST!"

    - B. L, Brand & Strategy Director

  • Masterclass replays are available within 24 hours hours after the live session. You'll have lifetime access to the replay.

  • The masterclass introduces you to our Confidence Cycle™ framework and tools that you can apply right away after 90 minutes. This class will also give you an idea of what you can expect if you decide to pursue The Confidence Accelerator group coaching program (spring launch). Masterclass participants also get special priority enrollment for the Accelerator.

FREQUENTLY ASKED QUESTIONS

ABOUT THE TEAM

Rupa Dev Rihan (she/her) is a certified coach, strategic advisor, and facilitator specializing in strengths-based leadership and confidence development for corporate professionals. With 20+ years of experience across education, nonprofits, and startups, she's helped hundreds of leaders—particularly women and underrepresented professionals—build authentic confidence, advocate for themselves, and advance their careers. To date, she has coached over 500 professionals towards successful career pivots, launching new business, landing promotions, and moving into bigger leadership roles. Her own confidence building journey - from a shy, uncertain kid to a self-assured leader - is the foundation of all the work she does with clients.

Rupa's approach is grounded in strengths-based methodology and real-world application. She doesn't just teach theory—she gives leaders practical frameworks they can use immediately to show up powerfully in their work.

She is an alumna of Teach For America, the University of Illinois Urbana-Champaign, Relay Graduate School of Education, Coaching For Everyone, and the Center for Integrated Intelligence.

Jenny Lee (she/her) is an operations and finance leader who strengthens mission-driven organizations through clear systems, strategic planning, and people-centered leadership. Rooted in a deep belief in equity and lifelong learning, Jenny partners with leaders to improve decision-making, streamline workflows, and create organizational stability that allows people and programs to thrive.

Jackie Jaochico (she/her) is a career coach specializing in LinkedIn branding, resume storytelling, and career design. With a decade of corporate experience leading talent-focused initiatives, she has helped hundreds of professionals clarify what matters to them, articulate their strengths, and confidently pursue aligned career paths. Jackie brings a strategic, results-oriented lens to career planning. Her work centers on helping clients refine and own their professional narrative so they can move forward with intention.