The Confidence Cycle™ Masterclass
Build real confidence in 60 minutes
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
The Confidence Cycle™ Masterclass
You've got the skills. You've got the experience. So what’s missing? Your own personalized confidence formula to help you speak up boldly and advocate for yourself without second-guessing every move.
This masterclass gives you the exact framework 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.
What’s covered in this Masterclass session:
How to identify and articulate your top strengths as your foundational superpowers
The three confidence gremlins that show up most often (and how to work with them)
Creating your personalized belief mantra to interrupt self-doubt in real time
Designing a confidence micro-experiment—one tiny, brave action to take in the next 2 weeks
Language for your value you can use in interviews, meetings, and leadership moments
The Details
To accommodate different schedules and timezones, this signature masterclass is offered at four different times:
Option 1: Thursday, March 6th, 4-5 PM PST/ 7-8 PM EST, VIRTUAL
Option 2: Wednesday, March 11th, 12-1 PM PST/ 3-4 PM EST, VIRTUAL
Option 3: Tuesday, March 17th, 3-4 PM PST/ 6-7 PM EST, VIRTUAL
Option 4: Saturday, March 21st, 10-11 AM PST, IN PERSON EAST BAY AREA, CA (hosted at my house, light refreshments provided)
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
✓ Confidence Confidence Cycle Downloadable Worksheet & Exercises
What You'll Learn:
When To Attend
Free
The Investment
Our Signature Confidence Building Process
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 Monday morning, not just theory
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's been told to "just be more confident" but has no idea how to actually do that
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Masterclass replays are available within 24 hours hours after the live session. You'll have lifetime access to the replay. For those attending the live workshop, there will not be a recording but we are happy to share a virtual session recording upon request.
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No problem! You'll get lifetime access to the replay, plus all the downloadable materials. Watch it on your own time and go through the exercises at your own pace.
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The content is the same—you'll learn the complete Confidence Cycle™ framework in both formats. If you are craving IRL experiences and are based in the Bay Area, we’d love to host you for the in person workshop. Light refreshments will be provided complimentary.
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The masterclass introduces you to our Confidence Cycle™ framework and 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.
FAQ
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 | Operations & Client Experience
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 | Career Coach and Strategist
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.