Scoped Engagements
Clear objectives, defined constraints, practical deliverables, and work that is followed through to completion.
Full Time and Fractional Engagements
Senior IT leadership for full-time and fractional roles.
I help organizations stabilize operations, modernize infrastructure, control vendor spend, and build compliance discipline through permanent leadership roles or scoped, time-bounded engagements that get finished.
20+ years across hospitality, trading and finance, healthcare, retail and PCI-DSS, construction, fitness, and food and beverage environments.
- Remote-First Execution
- Vendor Discipline
- Operational Follow-Through
Positioning
Practical IT leadership for serious operators.
Many organizations need senior IT judgment before they can justify another executive salary.
I provide the missing layer: infrastructure planning, compliance structure, vendor accountability,
project control, and calm operational leadership when the work has to move.
Executive Translation
Technical reality translated into budget, risk, timing, vendor choices, and operational consequence.
Remote-Ready Leadership
Years of remote IT execution with a dedicated workspace, professional AV, and 1G fiber already in place.
Engagements
Where I can step in.
I am available for full-time leadership roles and fractional engagements where the organization needs senior IT judgment, operational ownership, and work that moves.
Full-Time & Fractional IT Leadership
Senior IT oversight for organizations that need strategy, execution control, cross-functional alignment, and calm decision-making in a full-time leadership seat or a focused fractional engagement.
Infrastructure Modernization
Network upgrades, hybrid environments, Wi-Fi reliability, systems modernization, business continuity, and production-safe project execution.
Compliance & Governance
Practical frameworks for PCI-DSS, GDPR, CCPA, SOPs, security training, policy enforcement, and audit-ready operating discipline.
Vendor & MSP Management
SLA enforcement, ticket prioritization, contract review, vendor consolidation, escalation control, and project coordination across distributed teams.
Enterprise Systems Projects
Cloud migrations, multi-vendor integrations, operational systems support, access control, payment systems, and hospitality technology environments.
Cost Control & Budget Discipline
IT spend review, vendor renegotiation, lifecycle planning, recurring savings, and technology decisions tied to business value.
Selected Outcomes
Proof of useful execution.
The work matters when it produces less downtime, better reliability, lower waste, cleaner governance, and stronger operating rhythm.
$550K Network Modernization
Directed remote execution of a Juniper upgrade across 32 switches, 2 firewalls, and 375 wireless access points.
8 days
Completed against a 14-day schedule in a live production environment.
IT Budget Reduction
Renegotiated and consolidated vendor contracts while protecting operational capability.
$111K
Reduced annual IT spend by 16.3% year over year.
Cloud Migration
Coordinated distributed vendor teams across Opera PMS, Visionline, Shift4, SynXis, and Delphi integrations.
30 days
Delivered on time and disruption-free.
Additional operating gains
Hospitality Infrastructure
Directed 10+ large-scale IT projects, standardized workflows, improved timelines by 20%, increased bandwidth 5x, and improved Wi-Fi reliability and user satisfaction by 60%.
Security, Payments & Access Control
Migrated 20+ endpoints to EMV/P2PE compliance and led deployment of a 200-door Dormakaba smart lock system.
Operating Philosophy
IT should make the business calmer, safer, and more accountable.
I am not interested in complexity for its own sake. Good IT leadership clarifies what matters, removes waste, protects continuity, and gives executives enough truth to make sound decisions.
"Engagements begin with a conversation."
How I Work
Assess, stabilize, execute, document.
The first job is to understand the environment. The second is to separate urgent pain from structural risk. Then the work gets scoped, sequenced, and driven to completion.
01 Understand the operating reality
I start with the business context: systems, people, vendors, risk, budget, constraints, and what is already hurting the organization.
02 Stabilize what interrupts work
Before optimizing anything, I focus on the issues that affect uptime, access, reliability, compliance exposure, vendor responsiveness, and daily operations.
03 Put vendors under control
I clarify ownership, enforce SLAs, clean up escalation paths, reduce duplicated spend, and keep distributed technical teams aligned with executive goals.
04 Build governance people will actually use
Compliance only works when it fits the operation. I build SOPs, training, policy structure, and accountability that can survive beyond the engagement.
05 Leave the environment stronger
Every engagement should improve institutional knowledge, reduce ambiguity, document decisions, and make the next phase of IT work easier to own.
Experience
20+ years of IT operations.
Experience across live production environments where technology decisions directly affect revenue, compliance, customer experience, and operational continuity.
1440 Multiversity · Director of IT and Systems
Directed enterprise IT operations, vendor partnerships, compliance governance, and infrastructure modernization in a live production environment.
Pyramid Global Hospitality · IT Manager
Led infrastructure operations, modernization initiatives, security and systems work, cross-functional technology strategy, vendor agreements, and operational reporting.
Healthcare, Google Enablement, Public Sector & Trading
Held IT roles with BioReference, Central California Alliance for Health, Milestone Technologies at Google, the New York City Fire Department, Team Trading, and Barkley Trading.
Education & Certifications
Associate of Arts in Industrial and Organizational Psychology in progress at Cabrillo College. Certifications include Project Management Foundations and Claude 101.
FAQ
Questions, answered directly.
A quick overview of fit, engagement style, and what a conversation should clarify.
Do you take full-time and fractional roles?
Yes. I provide senior technology direction and execution control through either a full-time role or a scoped fractional engagement. This is useful for defined projects, vendor problems, compliance gaps, modernization work, and periods of transition.
What kinds of organizations are a good fit?
Organizations that need senior IT judgment, whether that means a full-time leader or a fractional partner. The strongest fit is usually an operator with a real infrastructure, vendor, compliance, budget, or systems problem to solve.
Do you work remotely?
Yes. I work remotely and have for years. I maintain 1G fiber, a dedicated workspace, and professional AV. Remote execution is not a workaround; it is part of how I operate.
Can you manage vendors and MSPs?
Yes. I have directed MSP teams, project managers, hospitality technology vendors, payment vendors, access-control vendors, and distributed implementation teams.
Can you help with compliance?
Yes. My recent work includes compliance frameworks covering PCI-DSS 3.2.1, GDPR, and CCPA, plus SOPs, security training, and cross-department policy enforcement.
How does an engagement begin?
It begins with a practical conversation about the environment, the risk, the constraints, the people involved, and the outcome that would make the engagement worthwhile.
Contact
Let's talk about the IT problem underneath the symptoms.
Tell me what is happening, what is at risk, and what needs to be true when the work is done.
- [email protected]
- Phone
- 831-435-6251
- linkedin.com/in/aaronkeuper