Nikki Monskey | Strategic IT Leader | Strategic IT Program and Project Leader with extensive experience spanning application development, cloud, ERP/CRM, HCM, POS, infrastructure, data, and cybersecurity.

Trusted by Enterprise Leaders

Core Capabilities

Delivering clarity and momentum across complex technical landscapes.

Strategic Program & Portfolio Leadership

Orchestrating $20M+ enterprise portfolios, defining roadmaps, and aligning technology initiatives with long-term business goals.

Cloud & SaaS Modernization

Leading migrations to AWS and Azure, modernizing hosting environments, and managing enterprise SaaS transitions.

Digital Transformation

Driving end-to-end technology shifts, legacy system overhauls, and process automation to modernize business operations.

ERP / CRM (Salesforce, D365)

Managing large-scale implementations and cross-platform integrations to unify sales, operations, and customer data.

POS & eCommerce Platforms

Delivering omnichannel eCommerce solutions and multi-site POS rollouts for retail and hospitality sectors.

Data, Analytics & Reporting

Implementing PowerBI, EDW, and MDM solutions to turn raw data into actionable business intelligence and dashboards.

Cybersecurity & Compliance

Ensuring adherence to HIPAA, SOC 2, and ISO standards while managing security-driven infrastructure upgrades.

Infrastructure & Network Operations

Overseeing data center setups, server upgrades, network configurations, and disaster recovery planning.

API Integrations & Automation

Connecting enterprise applications, payments, and third-party services to create seamless, automated workflows.

AI-Enhanced Delivery

Leveraging Generative AI (Copilot, Gemini) to automate documentation, streamline planning, and accelerate project cycles.

Agile / SAFe / Hybrid Delivery

Establishing Agile frameworks, facilitating sprint planning, and managing hybrid delivery models for diverse teams.

Vendor & Offshore Team Management

Directing global teams (onshore/offshore) and managing vendor contracts to ensure high-quality, on-time delivery.

Financials, Forecasting & Governance

Managing multi-million dollar budgets, forecasting resource needs, and establishing rigorous PMO governance standards.

Executive Summary

Senior IT Program and Project Manager

I am a Strategic IT Program and Project Leader with extensive experience spanning application development, cloud modernization, ERP/CRM, HCM, POS, infrastructure, data, and cybersecurity.

My expertise lies in orchestrating large-scale technology transformations end-to-end—from strategy and build through testing, cutover, go-live, hypercare, an...

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Technical Proficiencies

Program Management (PMP) SAFe® Agilist (SA) Certified Scrum Master (CSM) Project Management Professional (PMP) eCommerce & Retail Vendor & Stakeholder Mgmt Agile Frameworks (SAFe/Scrum) Healthcare & Pharma Budgeting & Financial Reporting Jira & Confluence

Portfolio

Featured Case Studies

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Digital Transformation

$20M Enterprise SaaS POS Transformation

Led end-to-end delivery of a multi-business POS transformation. Oversaw API integrations with OTAs, ...

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Healthcare / Gov

$23M Statewide Care Management Program

Directed the implementation of a HIPAA-compliant system for Nevada DCFS. Managed 400+ page RFP requi...

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PMO Strategy

Global Innovation Portfolio Governance

Established governance and execution frameworks for a global portfolio spanning North America, LATAM...

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Endorsements

Client Success Stories

"Nikki directed the $23M statewide Care Management program, translating 400+ pages of regulatory requirements into compliant technical solutions while ensuring full HIPAA alignment."

Program Director

State of Nevada (DCFS)

"Nikki led our enterprise eCommerce and loyalty platform rollout, aligning UX, product, and engineering teams to enable end-to-end customer lifecycle management."

VP of Operations

Life Time

"Nikki successfully delivered critical infrastructure modernization and cloud transition initiatives, ensuring our platforms were secure, scalable, and operationally ready."

Director of IT

Apex Systems

"Nikki led our $20M enterprise POS transformation, coordinating cross-functional teams, complex API integrations, and executive stakeholders to deliver a stable, future-ready platform."

Executive Sponsor

Pursuit Collection

Let's Build Something Great

Executive program leadership for complex, enterprise-scale technology initiatives.

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