Jessica M. Oladapo, Owner, Coach, facilitator

Jessica M. Oladapo is a leadership strategist and organizational psychologist who helps businesses, nonprofits, and educational institutions strengthen leadership systems and mitigate people-related risk.

With training in social science, mental health, organizational development, and validated assessment tools, Jessica brings evidence and measurable metrics to culture and leadership work — moving conversations beyond awareness into measurable capability, accountability, and operational impact.

Her experience as a clinician and organizational coach adds depth to her work with leaders facing retention issues, team fragmentation, engagement challenges, and decision-making breakdowns.

Jessica is also founder of Rooted and Rising, a leadership resilience initiative that supports leaders under pressure to sustain performance and wellbeing.

Across her roles as professor, clinician, facilitator, and strategist, Jessica is guided by a central belief: the stories we hold shape the systems we build. Known for her clarity, warmth, and ability to translate complex sociocultural dynamics into accessible and actionable practice, she is a sought-after speaker and advisor. Her work invites honesty, grounded reflection, and transformative possibility.

Currently pursuing an Ed.D. with a focus on Diversity, Inclusion, and Equity, Jessica continues to expand her research on racialized identity, relational power in practice, narrative, organizational change, and the emotional architectures of belonging. Her life’s work is helping individuals and institutions imagine and embody more just, humane, and connected ways of being together.

In her spare time, she enjoys swimming, hiking with her partner, and being a mother to her four children.

Whitney Mittons, Trainer and Facilitator

Whitney Mittons is a lifelong student and practitioner of Diversity, Equity, and Inclusion who uses public speaking, curriculum development, and executive consulting as platforms to amplify marginalized voices and bridge equity gaps. With a bachelor’s degree in Sociology and a master's degree in organizational leadership, Mittons highly values formal education while deeply appreciating anecdotal, cross-cultural, experiential, and intergenerational knowledge.

Ms. Mittons currently serves as the Accessibility Services Coordinator for an area university, responsible for ensuring students receive necessary services and accommodations as well as assessing needs.

Over the past decade, Mittons has served as a DEI practitioner across the industries of business, higher and k-12 education, healthcare, federal and local government. The focus of Mittons’ work is combining data and proven effective practices with community voice and input to build and maintain diverse, equitable, and inclusive environments. The heart of her work is leveraging empathy, compassion, honesty, and accountability to move people and spaces forward on their DEI journeys.

Isiaka Oluewu, Photographer & Media Specialist

Isiaka Oluewu is an experienced photographer, videographer, and media specialist. He lends his tech savvy support in capturing important moments as well as ensuring that D2I, Inc. functions as a well oiled machine.