Redesigning workforce and reentry systems around household stability.
Khalil Osiris helps employers, workforce boards, and policymakers build 2Generation Workforce Economies that treat justice-impacted people as assets and focus on real family outcomes.
Built for workforce boards, employers, funders, corrections leaders, and policymakers ready to measure what matters.
Explore the 2Generation Economy BlueprintNew Book — Available April 30, 2026
Stop Calling It Reentry. It's Reinvention.
A New Blueprint for Prosperity After Prison
The first book to replace the reentry model with a 2Generation economy framework — designed for employers, policymakers, and system leaders ready to build household stability, not just reduce recidivism.
LEARN MORE & PRE-ORDER →The 2Generation Economy Workforce Ecosystem
A systems-level framework that connects employer engagement, parent economic mobility, child development, wrap-around family supports, and systems coordination all measured by the Durability Index.

Built from lived experience. Refined through systems work. Designed for implementation.
studying criminal justice and workforce systems from both sides
incarcerated across two sentences
Boston University degrees earned during my second incarceration
in consulting, research, and advocacy
The Failure Mode
We measure placements. Then we act surprised when instability shows up downstream.
Most workforce and reentry systems are built around the individual worker.
But workers do not return to an individual reality.
They return to a household.
A partner.
Children.
Rent.
Transportation.
Childcare.
Income volatility.
So when the household is unstable, employment does not stick.
And when employment does not stick, the system calls it personal failure.
It is not personal.
It is architectural.
Access is not the outcome. Household stability is.
The Solution
The 2Generation Economy Blueprint
I created the 2Generation Economy Blueprint to change the unit of change from the individual to the household.
That changes what we measure.
What we fund.
What employers own.
What workforce boards reward.
What policymakers call return on investment.
Because a 30-day placement is not the win.
A stable household is.
This Blueprint helps leaders move from fragmented interventions to measurable, household-centered strategy.
From access to durability.
From outputs to outcomes.
From short-term compliance to long-term mobility.
Why I See This Differently
I have studied this system from both sides of it.
I was arrested at 16.
I turned 17 in jail.
I was sentenced to prison, all in 1976.
I spent 20 years incarcerated across two sentences and earned both my bachelor's and master's degrees from Boston University during my second incarceration.
I was released at 40.
I have now spent 50 years studying the criminal justice and workforce systems from both sides—and 27 years translating that perspective into consulting, research, advocacy, and systems redesign.
This is not theory.
It is architecture built from lived experience, disciplined by research, and aimed at measurable outcomes.
In Partnership With Leaders Across the Field
This work is in conversation with the people responsible for results.
Partnerships, affiliations, strategic collaborations, and field leadership connections include:
The 2Generation Economy Blueprint is being shaped through relationships with leaders across workforce development, reentry, training, and systems change.
Durable outcomes do not come from one institution acting alone.
They come from alignment.
Across employers.
Across agencies.
Across educators.
Across the household realities our systems too often ignore.
National Association of Reentry Professionals (NARP)
Professional association
Bluu Kazi
Partner organization
EC-Council
Partner organization
CypherWorx
Partner organization
Who This Helps
Different sectors. Same structural problem.
The systems may look different. The failure pattern is the same.
For Workforce Boards
Build strategies that measure household stability, not just job placement.
For Employers
Move beyond second-chance hiring rhetoric into retention, durability, and workforce ROI.
For Funders
Invest in outcome models that reflect how mobility actually works inside households.
For Corrections and Reentry Leaders
Stop defining success by release and referral alone. Build for stabilization and continuity.
For Policymakers
Replace symbolic reform with measurable, cross-system accountability.
How We Work Together
Three ways to move from insight to implementation
Consulting & Systems Design
Redesign workforce and reentry systems around household stability, retention infrastructure, and measurable outcomes.
Explore ConsultingSpeaking & Executive Briefings
Challenge assumptions, reset the metric, and equip leaders with a Blueprint they can act on this quarter.
Book a TalkTools, Guides, and Strategic Resources
Access the toolkit, employer guide, and practical materials designed to move the conversation from access to durability.
Get the ResourcesFeatured Insight
Second-chance hiring is not the breakthrough. It is the baseline.
The real question is not whether someone gets hired.
The real question is whether the architecture around that hire produces stability, retention, and mobility.
That is where most systems still fail.
If your strategy stops at access, it is not finished.
Second-chance hiring is not the win.
Household stability is.
Workforce durability is.
Generational mobility is.
If you are ready to redesign what your system measures, funds, and rewards, there is a way forward.
Have a question about 2Generation Workforce Systems or second-chance hiring?
Open Khalil Osiris Consulting Assistant using the chat icon in the bottom-right corner.
The Durability Index — Household Stability Scorecard
Measure five domains across 12–24 months. Stop counting placements. Start measuring what lasts.