Understand the Buyer.
Open the Door.
Seal the Deal.

Certified A.I. Consultant and corrections strategist helping technology companies and investors break into the corrections market, backed by 14 years of corrections leadership experience.

Jay Cleary, Founder of Cleary Consulting
Certified A.I. Consultant

Jay Cleary

Certified A.I. Consultant Former Juvenile Justice Agency Executive Corrections Industry Expert

For 14 years, I served as an executive leader at Maryland's Department of Juvenile Services, helping to architect reforms that transformed one of the nation's most complex juvenile justice systems. I then brought that expertise to the federal Office of Juvenile Justice and Delinquency Prevention.

Now, as a Certified Artificial Intelligence Consultant, I help technology companies navigate the corrections market and help investors make smarter bets on corrections technology. I combine deep operational knowledge with strategic insight to give my clients the advantage they need.

"Corrections agencies know they need technology. The real question is whether your technology knows corrections."

How We Work Together

Four specialized services built for the unique challenges of entering and succeeding in the corrections market.

01

Corrections Market Entry Strategy

For Technology Vendors
You built the technology. I know the buyer.

Most technology companies fail in corrections not because their product is bad, but because they don't understand how these agencies make decisions. I help you decode the procurement landscape, tailor your messaging to corrections buyers, and build a market entry strategy that gets you in the room and positions you to close.

Key Deliverables:

  • Corrections market landscape analysis
  • Buyer persona development for agency decision-makers
  • Go-to-market strategy and positioning
  • Procurement navigation and RFP guidance
02

Corrections Implementation Readiness

For Technology Vendors & Agencies
Technology only works if the agency is ready for it.

Before you deploy your solution in a corrections facility, you need to understand the operational realities that will make or break adoption. I assess organizational readiness, identify implementation risks, and prepare both the vendor and the agency for a successful rollout.

Key Deliverables:

  • Organizational readiness diagnostic
  • Implementation risk assessment
  • Stakeholder alignment strategy
  • Change management roadmap
03

Corrections Technology Connector

For Technology Vendors
The right introduction changes everything.

Getting a meeting with the right person at a corrections agency is the hardest part. Drawing on 14 years of corrections leadership and an active presence at national corrections conferences, I help technology vendors identify the right agencies, prepare for those conversations, and make meaningful connections with the people who influence purchasing decisions.

Key Deliverables:

  • Targeted agency identification and prioritization
  • Strategic introductions to corrections decision-makers
  • Meeting preparation and positioning guidance
  • Ongoing relationship management support
04

Market Validation Advisory

For Investors & Funds
Due diligence backed by 14 years of corrections operations experience.

Investing in corrections technology without domain expertise is a blind bet. I provide investors and funds with the operational perspective they cannot get from a pitch deck, evaluating whether a product solves a real problem, whether agencies will actually buy it, and what the competitive landscape truly looks like.

Key Deliverables:

  • Technology-market fit evaluation
  • Corrections demand and competitive analysis
  • Operational feasibility assessment
  • Investment risk and opportunity brief

Two Pathways to the Corrections Market

Whether you're building corrections technology or investing in it, your next move starts here.

VENDORS

Technology Vendors

Market Entry, Implementation & Connections

You've built a product that could transform corrections operations. Now you need someone who speaks the language of corrections leaders and can help you open the right doors.

  • Market entry strategy and positioning
  • Agency introductions and relationship building
  • Implementation readiness assessment
  • Procurement and RFP navigation
Book a Strategy Call
INVESTORS

Investors & Funds

Market Validation & Due Diligence

Before you invest in corrections technology, get the perspective that no pitch deck provides. Know whether the product solves a real problem and whether agencies will actually buy it.

  • Technology-market fit validation
  • Corrections demand analysis
  • Competitive landscape intelligence
  • Investment risk and opportunity brief
Schedule an Advisory Session

Built on Real Corrections Experience

The operational credibility behind every recommendation I make.

🔧

Managed a Statewide Technology Crisis

When a GPS monitoring system failed across an entire state juvenile justice agency, I led the executive response: coordinating with the Governor's office, directing the emergency equipment swap, and navigating the contract termination and rebid process. I've seen firsthand what happens when a technology deployment goes wrong.

Guided a Successful Case Management Rollout

I participated in the evaluation and statewide deployment of a custom case management system that required over 100 agency-specific modifications. I saw what made it succeed: constant vendor communication, listening to the end users, and cultivating internal champions who drove staff adoption from the ground up.

📡

Executive-Level Technology Expertise

I served as the executive subject matter expert on electronic monitoring technology for a major state agency, managing the vendor relationship, fielding inquiries from law enforcement and attorneys, and ensuring 24/7 operational reliability of the system.

🎓
Certified A.I. Consultant
U.S. AI Institute
🏛️
14 Years Executive Leadership
Maryland Dept. of Juvenile Services
Federal Experience
Office of Juvenile Justice Delinquency and Prevention

Frequently Asked Questions

Common questions from technology companies and investors exploring the corrections market.

Government relations firms focus on political relationships and lobbying. I focus on operational strategy, helping you understand how corrections agencies actually evaluate, procure, and implement technology. My 14 years as an executive in the corrections system means I can tell you what will actually work on the ground, not just who to call.
Both. While my deepest operational experience is in juvenile justice, the procurement processes, organizational dynamics, and implementation challenges are remarkably similar across juvenile and adult systems. I work with vendors targeting any segment of the corrections market.
That's exactly who I built this practice for. Companies with great technology often fail in corrections because they don't understand how government agencies make buying decisions. I bridge that gap by translating your value proposition into language corrections leaders understand and guiding you through procurement realities.
It starts with a free 30-minute Corrections Market Strategy Call where I learn about your product and goals. From there, engagements range from focused advisory sessions to ongoing retainer relationships, depending on where you are in your market entry journey. Every engagement is tailored to your specific needs.
Pricing depends on the scope and structure of the engagement. Retainer-based market entry strategy, hourly advisory sessions, and commission-based connector arrangements are all available. The initial strategy call is always free. That's where we determine the right fit and structure for your needs.

Ready to Enter the
Corrections Market?

Whether you're building corrections technology or investing in it, let's build your strategy together.

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