Infrastructure & Migration
File share, NAS, and Active Directory migrations; data-center and domain cutovers; DDI (DNS/DHCP/IPAM) moves — with re-ACL, access validation, and legacy decommission handled end to end.
LeoLife IT Consulting plans the work, coordinates the teams, and drives complex IT programs — migrations, identity & access, security, and platform modernization — from kickoff through cutover and close, for enterprise, government, healthcare, and manufacturing organizations.
Every engagement is led hands-on as both technical lead and program manager — scope, timeline, and stakeholders managed from the first conversation to go-live.
File share, NAS, and Active Directory migrations; data-center and domain cutovers; DDI (DNS/DHCP/IPAM) moves — with re-ACL, access validation, and legacy decommission handled end to end.
CIAM and SSO migrations — SiteMinder to Azure CIAM with SAML and OIDC — plus OAuth 2.0 onboarding, badge-based MFA, and Zero-Trust hardening across enterprise applications.
Migrate off legacy API gateways to managed platforms: onboard dealer/partner families, replace basic auth with OAuth2/OIDC, and sunset unused services through real traffic analysis.
Modernize delivery pipelines — UrbanCode Deploy to GitHub Actions — owning pipeline setup, approval workflows, credential handling, and dependency tracking as each team cuts over.
Multi-workstream coordination, milestone and risk/issue tracking, cutover and hypercare management, executive reporting, and Agile/Scrum delivery grounded in Six Sigma and Lean.
PCI compliance programs across thousands of locations, NIST Cybersecurity Framework adoption, Zero-Trust initiatives, and endpoint security deployments from pre-sales to production.
Integrate AI tooling (Claude Code) with Azure DevOps, GitHub, and Confluence to automate documentation, status reporting, and PMO workflows — then train your project managers to use it.
End-to-end IT for startups and small business — websites, CRM platforms, and payment processing — from vendor selection and configuration through testing, training, and handoff.
Bring the messy, multi-team problem nobody owns. We’ll scope it, build the plan, and run it to completion.
Let’s talkGlobal migrations & separations
State programs & compliance
DICOM / PACS imaging at scale
Plant-floor IT & MFA rollouts
From idea to go-live
A track record of multi-year, multi-site, multi-vendor delivery — the kind that has to work the first time.
Business Systems Analyst / Project Manager · via Insight Global
Supporting one of the largest corporate IT separations in history — the multi-year split from Mercedes-Benz Group across the U.S. and Mexico, coordinating Infosys, Deloitte, and multiple platform vendors.
Scrum Master, Systems Engineering
Led a Fortune 500 PCI compliance initiative replacing legacy POS systems, routers, servers, and applications across 2,000+ locations in a multi-year, multi-site program.
Technical Product Owner · DICOM / PACS
Owned requirements and the product backlog for medical imaging software, working directly with hospital executives and PACS administrators worldwide.
Senior Business Analyst · Pandemic Unemployment Assistance
Central liaison between IT, legal, policy, compliance, and state leadership for Arizona’s PUA program — translating needs into Azure DevOps user stories and keeping every party aligned.
Map current and future state, surface risks, dependencies, and the stakeholders who actually own each piece.
Build the workstream plan, milestones, maintenance windows, and communications — with clear owners and dates.
Run the teams and vendors day to day; track issues, keep leadership informed, and remove blockers.
Execute phased Dev/QA/Prod cutovers with validation gates and rollback paths so go-live is uneventful.
Stabilize, decommission legacy, validate access, and hand off clean — with the documentation to prove it.
LeoLife IT Consulting LLC is the practice of Jason Szczepkowski — a technical program specialist and certified Six Sigma Scrum Master with 22+ years delivering infrastructure migrations, platform rollouts, and process improvement across enterprise, government, healthcare, and manufacturing environments.
The pattern is consistent: build the plan, coordinate the teams, and drive everything from kickoff through cutover and close. You work directly with the person doing the work — technical lead and project manager in one — not a layer of account managers.
“Known for building the plan, coordinating the teams, and driving everything from kickoff through cutover and close.”
Experience spanning Fortune 500, state government, and global organizations — and a humanitarian-aid volunteer and certified basketball coach off the clock.
Tell me a little about what you’re facing. I’ll get back to you to set up a no-pressure conversation about scope, timeline, and fit.