Meet Khalil Osiris

Khalil Osiris is a workforce strategist, criminal justice reform consultant, and the architect of the 2Generation Economy framework.

For over a decade, he has advised workforce development boards, state agencies, employers, and philanthropic organizations on how to design reentry programs that produce measurable, lasting outcomes, for individuals, for their families, and for the communities that depend on them.

His work doesn't start in a boardroom. It starts with lived experience.

Khalil Osiris, workforce development thought leader and 2Generation Economy strategist, three-quarter portrait in a modern professional office — Khalil Osiris Consulting

The Mission

What Khalil brings to this work is rare: the lived experience of incarceration, 20 years in prison, combined with the analytical rigor of a systems architect.

He did not learn about broken systems from a policy brief. He navigated them.

That journey gave him a singular insight: you cannot stabilize a returning citizen without stabilizing their household.

This lived experience became the foundation for the 2Generation Economy framework, a workforce ecosystem model that coordinates employment pathways for returning citizens with early childhood investments for their families.

Today, Khalil's consulting engagements span workforce development boards, state and federal agencies, employers building second-chance hiring strategies, and philanthropic organizations designing place-based investment portfolios.

He is the author of Stop Calling It Reentry: It's Reinvention and Psychology of Incarceration: Understanding Prison & Freedom, and a sought-after speaker on second-chance hiring, workforce ecosystems, and the business case for investing in human potential.

Areas of Impact

Workforce Ecosystems

Designing coordinated employment pathways that connect returning citizens to family-sustaining careers, not just jobs.

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Two-Generation Strategy

Aligning reentry programs with early childhood investments to stabilize entire households, breaking cycles across generations.

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Policy & Practice

Translating research into actionable strategies for workforce boards, state agencies, and employers, bridging the gap between data and implementation.

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Free 2Gen Economy Toolkit

Seven tools for workforce boards, employers, and reentry programs, backed by data, designed for action. Download the complete toolkit and start building a two-generation workforce ecosystem in your community.