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Technology Executive Portfolio

Jason Bossmin

IT Operations & Engineering Support Executive  ·  Financial Services

jbossmin@gmail.com · 813-675-7182 · LinkedIn ↗ · Riverview, FL
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25+
Years IT Leadership
16
Global Team Members
$40M+
Annual Budget
19+
Years at JPMorgan
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Executive Snapshot

25+ Years Building What Works

Most Recent Level
Executive Director
Team Scale
16
globally distributed engineers
Budget Ownership
$40M+
annual technology budget
Experience
35+
years in technology
Primary Domain
Financial services technology · Production reliability · Major incident leadership · HPE NonStop banking platforms · AI-enabled operations

Jason Bossmin is an IT operations and engineering support executive with 25+ years of leadership experience directing mission-critical technology services in regulated financial environments. He led a 16-person global organization and managed a $40M+ annual technology budget supporting highly available HPE NonStop banking platforms. His expertise spans production reliability, major incident leadership, operational resilience, vendor governance, technology risk, and executive stakeholder communications — backed by a Master of Science in Information Technology and current professional development in cloud, AI, ITIL, and chaos engineering.

Best-Fit Role Themes

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Executive technology leadership overseeing engineering support, IT operations, and production reliability

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Platform and product leadership with technology budget ownership, stakeholder alignment, and delivery coordination

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Financial services and banking technology — operational resilience, DR, technology risk, and SLA governance

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Globally distributed teams, operating model improvement, major incident leadership, cross-functional delivery

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Chaos engineering, AI-enabled operations, infrastructure modernization, Agile delivery

Core Differentiators

What Sets Jason Apart

Executive Leadership

Leads global teams, develops people, communicates with executive stakeholders, and creates structured routines for decision-making and delivery follow-through.

Operational Resilience

Drives production reliability, major incident leadership, disaster recovery, business continuity, chaos engineering, technology risk and controls, and audit-aware governance.

Engineering Support & Ops

Directs platform planning, HPE NonStop operations, infrastructure modernization, production support, monitoring, and operational readiness for mission-critical environments.

Business & Vendor Governance

Managed a $40M+ annual technology budget with vendor governance, software licensing, cost optimization, and financial planning alignment.

AI & Digital Transformation

Certified across Google, IBM, Microsoft/LinkedIn, OpenAI, and Anthropic AI programs — applying Generative AI for business operations and AI-enabled process improvement to modern engineering support.

Experience Portfolio

Career Timeline

JPMorgan Chase & Co. · Tampa, FL
Executive Director — Product & Engineering Support Management
February 2024 – June 2026
  • Led a 16-person globally distributed engineering support organization responsible for reliability, production stability, incident response, vendor governance, and operational resilience of mission-critical HPE NonStop banking platforms.
  • Managed a $40M+ annual technology budget, aligning financial planning, vendor expenditures, software licensing, and budget cycles with organizational investment priorities.
  • Directed the identification, escalation, and resolution of critical production incidents, coordinating technical and business teams to restore service, minimize business impact, and maintain SLA commitments.
  • Delivered timely executive communications during high-impact production incidents, keeping leadership, business partners, and technology teams informed and aligned throughout each resolution cycle.
  • Applied chaos engineering principles to identify failure modes proactively and strengthen platform resilience before production impact.
JPMorgan Chase & Co. · Tampa, FL
Vice President — Product & Engineering Support Manager
February 2015 – February 2024 · 9 years
  • Directed engineering support teams across the United States and India in high-availability, SLA-driven banking environments, providing executive-level oversight throughout the incident lifecycle.
  • Implemented a global Agile operating model using JIRA, structured sprints, backlog reviews, and standardized intake — converting ad hoc support requests into structured, predictable delivery.
  • Strengthened change-control practices in alignment with industry standards, reducing change-related incidents and improving release confidence across production environments.
JPMorgan Chase & Co. · Tampa, FL
Assistant Vice President — Business Analyst II
February 2011 – February 2015
  • Served as Business Resiliency Lead, owning business continuity and disaster recovery planning, and ensured regulatory compliance across production and project delivery.
  • Managed cross-functional project execution combining budget tracking, executive communications, and structured problem-solving across competing priorities.
JPMorgan Chase & Co. · Tampa, FL
Assistant Vice President / Consultant — Business Analyst I
August 2006 – February 2011
  • Technology project delivery lead and SME across complex multi-stakeholder programs; gathered, mapped, and prioritized requirements ensuring accurate translation of business needs into technical deliverables.
  • Converted from contract to full-time employee in September 2007 in recognition of consistent delivery and stakeholder impact.
Earlier Career · 1997–2006
NOC · Service Desk · Infrastructure · Systems Management
Sykes Enterprises, Intermedia Communications, TEKsystems
  • Incident Manager – Service Desk Center (Sykes Enterprises, 2004–2006)
  • IT Manager – Global Network Operations Center (Sykes Enterprises, 2002–2004)
  • Senior IS Manager – Systems Management Server Group (Intermedia Communications, 1999–2002)
  • Advanced IT Support Consultant (TEKsystems, 1997–1999)

Capability Matrix

Areas of Expertise

Technology Operations

HPE NonStopInfrastructure ModernizationProduction ReliabilityProduction SupportNOC OperationsMonitoringServiceNow

Risk & Resilience

Major Incident ManagementOperational ResilienceTechnology Risk & ControlsChange ManagementDisaster RecoveryBusiness ContinuityChaos EngineeringSLA & KPI Governance

Product & Delivery

Agile / ScrumJIRASprint PlanningBacklog ManagementRoadmap ExecutionDelivery CoordinationITIL Service Management

Business Management

$40M+ Technology BudgetVendor GovernanceCost ControlSoftware LicensingFinancial PlanningBanking Technology

Executive Leadership

Global Team LeadershipPeople DevelopmentExecutive Stakeholder ManagementExecutive CommunicationsStrategic PlanningCross-functional Leadership

✦ Artificial Intelligence

Generative AI for Business OperationsAI-Enabled Process ImprovementPrompt EngineeringAI EthicsMicrosoft CopilotClaudeCloud AI (AWS / Azure)

Certifications & Professional Development

Core & Platform

ITIL Foundation – IT Service Management (AXELOS / PeopleCert)
AWS Certified Cloud Practitioner
Microsoft Certified: Azure Fundamentals
Certified Chaos Engineering Practitioner (Gremlin)

AI & Emerging Technology

Google AI Essentials — Google / Coursera
Career Essentials in Generative AI — Microsoft & LinkedIn
Artificial Intelligence Fundamentals — IBM SkillsBuild
AI Foundations & Applied AI Foundations — OpenAI Academy
Claude 101 — Anthropic

Education

🎓
Master of Science in Information Technology
Argosy University · Tampa, FL · 2014

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