Technology Executive Portfolio

Jason D. Bossmin

Executive Director · Engineering Support & IT Operations · Financial Services

jbossmin@gmail.com · 813.675.7182 · LinkedIn · Riverview, FL
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Executive Snapshot

25+ Years Building What Works

Current Level
Executive Director
Team Scale
16
globally distributed engineers
Budget Ownership
$40M+
annual product budget, full P&L
Experience
35+
years in technology
Primary Domain
Financial services technology · Enterprise infrastructure · Production support · HPE NonStop platform operations

Jason Bossmin translates complex technology needs into practical operating models — strengthening execution discipline and aligning engineering support with business, product, risk, and operational priorities. His leadership combines global team management, incident management, platform reliability, $40M+ budget ownership, and resilience-first operational thinking.

Best-Fit Role Themes

→ Executive technology leadership overseeing engineering support, IT operations, platform stability
→ Product and platform leadership with budget ownership, stakeholder alignment, delivery coordination
→ Financial services and banking technology with resiliency, DR, regulatory awareness, and SLA ownership
→ Globally distributed teams, operating model improvement, major incident management, cross-functional delivery
→ Chaos Engineering, digital transformation leadership, operational excellence, Agile delivery modernization

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 Resiliency

Drives production stability, incident/problem/change management, disaster recovery, business continuity, Chaos Engineering, risk mitigation, and audit-aware controls.

Engineering Support & Ops

Supports product governance, platform planning, HPE NonStop operations, infrastructure management, production support, monitoring, and operational readiness.

Business & Vendor Discipline

Owns $40M+ annual product budget, P&L accountability, software licensing, vendor relationships, cost optimization, and financial planning alignment.

Digital Transformation

Drives Agile adoption, cross-functional delivery normalization, workflow improvement, and operational modernization in high-control regulated environments.

Experience Portfolio

Career Timeline

2024
NOW
JPMorgan Chase & Co. · Tampa, FL
Executive Director — Product & Engineering Support Manager
February 2024 – Present
  • Leads a 16-person globally distributed engineering support function overseeing platform reliability, delivery coordination, incident response, and operational readiness.
  • Manages a $40M+ annual product budget with full P&L accountability, vendor expenditure tracking, software licensing, and investment alignment.
  • Recognized as a highly regarded incident management and resolution leader; drives rapid identification, escalation, and resolution of critical production events.
  • Delivers exemplary stakeholder communications during high-impact incidents — executive leadership, business partners, and engineering teams continuously informed and aligned.
  • Applies Chaos Engineering principles to strengthen platform resilience and proactively identify failure modes before they impact production.
2015
2024
JPMorgan Chase & Co. · Tampa, FL
Vice President — Product & Engineering Support Manager
February 2015 – February 2024 · 9 years
  • Directed multiple engineering support teams across U.S. and India supporting high-availability, SLA-driven banking technology production environments.
  • Owned full incident lifecycle management from identification and troubleshooting through stakeholder engagement, post-incident review, and implementation oversight.
  • Introduced Agile ways of working including JIRA usage, structured sprints, backlog reviews, and standardized intake practices — measurably improving operational excellence and delivery predictability.
  • Applied production governance and change-control practices to reduce operational risk and increase release confidence.
2011
2015
JPMorgan Chase & Co. · Tampa, FL
Assistant Vice President — Business Analyst II
February 2011 – February 2015
  • Ensured regulatory compliance across production and project delivery within a regulated financial institution, partnering with risk and audit teams.
  • Served as Business Resiliency Lead, owning business continuity and disaster recovery planning for the team portfolio.
  • Managed cross-functional project execution combining budget tracking, executive communications, project planning, and structured problem-solving.
2006
2011
JPMorgan Chase & Co. · Tampa, FL
Assistant Vice President / Consultant — Business Analyst I
August 2006 – February 2011
  • Served as technology project delivery lead and SME supporting requirements management, stakeholder alignment, defect prioritization, and infrastructure delivery.
  • Converted from contract to full-time employee in September 2007 in recognition of consistent delivery and stakeholder impact.
1993
2006
Career Foundation
NOC · Service Desk · Infrastructure · Systems Engineering
1993 – 2006 · 13 years
  • Incident Manager – Service Desk Center (Sykes, 2004–2006)
  • IT Manager – Global Network Operations Center (Sykes, 2002–2004)
  • Senior IS Manager – Operations and Systems Management Server Group (Intermedia, 1999–2002)
  • Advanced IT Support Consultant (Tek Systems, 1997–1999)
  • Local Area Network Administrator (HAS Inc., 1995–1997)
  • Senior Systems Engineer (Compucom Systems, 1993–1995)

Capability Matrix

Areas of Expertise

Technology Operations

HPE NonStop Infrastructure Management Production Support Systems Engineering NOC Operations Monitoring Operational Readiness

Risk & Resiliency

Incident Management Problem Management Change Management Disaster Recovery Business Continuity Chaos Engineering Audit Readiness SLA / KPI Ownership

Product & Delivery

Product Planning Agile Delivery JIRA Sprint Planning Backlog Management Roadmap Support Digital Transformation

Business Management

$40M+ Budget P&L Accountability Cost Control Software Licensing Vendor Coordination Financial Planning Banking Technology

Executive Leadership

Global Team Leadership People Development Stakeholder Management Executive Communications Strategic Planning Operational Excellence

Certifications

CompTIA A+ Certified
ITIL – IT Service Management
AWS Certified Cloud Practitioner
Microsoft Azure Fundamentals (AZ-900)
Certified Chaos Engineering Practitioner (Gremlin, 2023)

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