Rupa Dev Rihan

Smiling woman with black hair wearing a red sleeveless top outdoors with trees and sunlight in the background.

Founder & Principal

I’m a certified coach, strategic advisor, and facilitator with a deep focus on strengths-based leadership, inclusive team development, and culture transformation.

I partner with mission-driven leaders and organizations to:

  • Build inclusive, strengths-based teams rooted in trust and performance

  • Design leadership development programs that support underrepresented leaders build confidence and skill

  • Foster cultures of continuous learning and psychological safety

With 20+ years of experience across education, nonprofits, and startups, I blend strategic insight with a relational approach to help individuals and teams gain clarity, build confidence, and drive sustainable results.

Why Strengths?

Group of five people taking a selfie in a hospital room, with a woman in a hospital bed holding a water bottle and phone, surrounded by friends holding a soda can, water bottle, and salad, smiling.
A young child with curly dark hair and baggy cheeks is sitting in a high chair, holding and eating a piece of food. The child is smiling and has some food or chocolate smudges on their face. The high chair has a pattern with small yellow and pink designs, and the background appears to be a beige wall.

As a shy, quiet twin growing up, I often found myself measured against someone else—searching for who I was in the shadow of comparison. It was only after I discovered my own unique strengths that I found my own voice and leadership style

In 2018, my world shifted again when I lost my mom suddenly—just one month after a stage 4 cancer diagnosis. That grief was painful. It also lit a fire in me: to help others live and lead effectively from their gifts during this one brief, beautiful lifetime.

Our Team

Jackie Jaochico

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.

Career Strategist & Coach 

Jenny Lee

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.

Operations & Finance Director 

Credentials

Partnerships

MONDAY GIRL

I have coached over 100 Monday Girl members and serve as an ongoing mentor.

META MEHLING & ASSOCIATES

I provide strengths-based executive coaching, design, and facilitation as part of Meta Mehling’s team.

CONSCIOUSLY COLLECTIVE

I am a co-creator of Consciously Collective, a International community of powerful coaches, consultants, and clinicians.

INSTITUTE FOR INTEGRATED INTELLIGENCE

I am trained as a certified Level 2 Professional Integrative Leadership Coach.

Client Testimonials

  • "Rupa is an incredibly thoughtful, warm, and responsive facilitator. Her workshop provided our team with a meaningful space to reflect, gain insights, and deepen understanding of ourselves and each other."

    -Sarah Barnes, Head of Coaching, edwell

  • "Rupa's empathetic and warm presence, plus creative (and fun!) activities helped my team unlock the possibilities of what we can do with our strengths, as well as get to understand one another on a deeper level."

    -Erica Demond, Operations Director, edwell

  • "I highly recommend Rupa for anyone in need of career services. She provided exceptional assistance with job search strategy. Rupa really takes the time to understand your needs and what you're looking for."

    -Charles Youn, Managing Director, Alumni Strategy, Teach For America

Let’s Work Together!

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