Open to new opportunities

Trey
Dear.

Technical Project Manager & Technology Delivery Leader

I am a technical systems thinker who happens to be very good at managing projects. I lead software, infrastructure, cloud, web, and enterprise systems work by aligning teams, making risks visible, and turning unclear technical work into plans people can execute.

View Experience LinkedIn
15+
Years Leading Technology Work
$40M+
Systems, Budget & Inventory Scope
PSM I
Certified Scrum Master
Trey Dear Trey Dear & family
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What I Actually Do

Core Capabilities

I bridge technical teams, business stakeholders, and executive leadership. My value is in making complex systems, priorities, risks, and delivery work visible enough to act on.

🚀
Technical Systems Delivery
Software, infrastructure, cloud, web, ERP, API, and enterprise platform delivery across teams that need both technical fluency and project discipline.
SDLCInfrastructureCloudERPAPIsWeb Platforms
🎯
Project & Program Execution
Project plans, timelines, budgets, risks, dependencies, UAT, go-live planning, post-production support, and executive-ready reporting.
RAIDUATGo-LiveBudgetsReporting
📋
Agile & Scrum Leadership
PSM I certified Scrum Master with experience teaching Scrum, facilitating ceremonies, improving backlog health, and leading Agile change in IT and product organizations.
PSM IScrumSAFeKanbanPI Planning
👥
Cross-Functional Translation
I help engineering, product, QA, UX, operations, finance, compliance, vendors, and executives get onto the same plan without flattening the details that matter.
StakeholdersVendorsProductEngineeringExecs
What I Bring

Where I'm Most Useful

I am usually brought into work that has too many moving parts, unclear ownership, technical dependencies, or teams talking past each other.

Make Unclear Work Visible Technical & Business Translation UAT Coordination Go-Live Planning Post-Production Support Executive Status Reporting Risk & Dependency Mgmt Systems & Dependency Mapping Vendor & SOW Management Process Without Theater Budget Ownership $20M+ RAID / Risk Frameworks
Career

Experience

A career built across software, infrastructure, e-commerce, fintech compliance, digital agencies, transportation, enterprise systems, and game development.

Technical Project Manager
Elevate Digital · Remote
Feb 2026 - Present

Leading technical project management for digital transformation, website delivery, managed services, and customer experience initiatives across client accounts. Owns delivery rhythms, Jira and Confluence structures, timelines, risks, dependencies, stakeholder communication, and post-production support across technical and business teams.

Agile DeliverySprint PlanningRACI / RiskUAT
Project Manager CONTRACT
Brightline · Remote, Orlando FL
Aug 2025 - Feb 2026

Directed cross-functional technology and operations initiatives supporting Brightline's expansion across mobile, web, kiosks, stations, onboard systems, and customer experience touchpoints. Managed timelines, budgets, risks, dependencies, and executive stakeholder communication.

Cross-functionalMobile / Web / KioskKPI Tracking
Scrum Leader
BNY Mellon · Lake Mary, FL
Sep 2024 - Aug 2025

Led Scrum and Agile delivery for financial crimes, AML, and compliance-focused technology work. Facilitated PI planning, sprint ceremonies, backlog refinement, risk management, Jira reporting, and coordination across onshore and offshore teams.

AML / ComplianceOffshore CoachingPI Planning
Technology Manager / Web Product Owner
Bigeye Agency · Orlando, FL
Aug 2023 - Sep 2024

Led technology and website delivery for major US brands across discovery, SOW, design, development, QA, launch, and support. Worked across WordPress, Drupal, Laravel, Webflow, React, analytics, tracking, SEO, and client-service teams.

10+ Brand SitesDrupal / WordPressReact / WebflowVendor Mgmt
Software Engineering Project Manager
uBreakiFix · Orlando, FL
Nov 2016 - Aug 2023

Led SDLC delivery for a B2B e-commerce and operations platform supporting ordering, inventory, fulfillment, reporting, automation, and reverse logistics. Managed a $20M+ annual budget, led technical and operations teams, and delivered systems that saved over $1M annually.

$20M Annual Budget$1M Cost SavingsCross-FunctionalWeb Platform / AWS
Senior Business Systems Analyst
Anixter International · Orlando, FL
Sep 2014 - Nov 2016

Led 15+ SDLC projects supporting systems responsible for $2.4B in yearly sales. Implemented Jira with Agile Boards company-wide and transitioned teams to Scrum.

$2.4B Revenue SystemsJira AdminUAT / QA
Senior PM → Art Production Manager
Nspace / Bonnier / IDEAS · Orlando, FL
2008 - 2014

Progressive PM roles across gaming, publishing, and B2B SaaS. Shipped titles including GoldenEye DS and Call of Duty: Black Ops DS. Led 26-website lifecycle at Bonnier. Managed B2B platform serving 50,000 weekly users.

Game Production26 Website Launches50K Weekly Users
Background

Credentials

🏅
Professional Scrum Master I (PSM I)
Scrum.org
Scrum.org certified in Scrum methodology, Agile delivery, and team facilitation.
🏢
SOX / PCI / PII Compliance
Enterprise Experience
Delivery across financial services, healthcare, and e-commerce compliance environments.
📍
Orlando, Florida
Remote-first · Open to hybrid
Available for full-time roles. Remote or hybrid. Open to relocation for the right opportunity.
Toolbox

Tech & Tools

Tools and technologies I have managed, coordinated, implemented around, or used closely enough to lead technical delivery with the right questions.

JiraConfluence MS ProjectAsana Monday.comSmartsheet HubSpotFigma DrupalWordPress WebflowAWS (EC2 · S3 · RDS) CI/CD AwarenessVersion Control Workflows React / Next.jsHeadless CMS SQL / Databases APIs & Integrations Power BIPowerApps Visio / LucidchartChatGPT / LLMsClaude / Cowork / Code Adobe SuiteSOX / PCI / PII

Need someone who can
make technical work move?

I am open to Technical Project Manager, Technical Program Manager, Scrum Master, IT Modernization, Infrastructure, Cloud, Enterprise Systems, and Technology Delivery roles.

✉ trey.dear@gmail.com LinkedIn Profile 📞 (407) 383-1328