Motivated, Technical, Creative, Fluid, RESOURCEFUL

Jason Gayler

Jason GaylerJason GaylerJason Gayler

Jason Gayler

Jason GaylerJason GaylerJason Gayler
More

Sr. Technical Program/Release Manager

Sr. Technical Program/Release Manager Sr. Technical Program/Release Manager Sr. Technical Program/Release Manager

with a history of getting things done!

Let's Chat

425-516-8991

Screenshots from my work projects, each showcasing different aspects of my expertise

20 + years’ experience

Program/ Project/ Release Management

Website Management / Workflows & Automations  / Business Intelligence  

UX Design / SPO / ADO / Power Automate / Power BI / Power Apps /

Microsoft Copilot

Who is Jason Gayler?

"The Swiss Army Knife Employee"

 Known for always maintaining a positive enthusiastic attitude and calm demeanor regardless of the pressure. I'm a laser focused, Program Manager with a history of building strong effective teams, and engineering durable applications and solutions that provide maximum value and impact.

What do other people say about JG

"There’s no way our team would have been able to complete the quantity and quality of work we did without his oversight, guidance, conscientiousness, diligence, phenomenally positive attitude, and his willingness to run directly into the fire to figure it out and find a way through it." 


"Has an impressive blend of technical and business skills" 

 

"Consistently raised the bar" 

For more kind words, please see my 22 amazing recommendations on LinkedIn from former managers and colleagues.

Closed the deal - Finished early - Beyond Expectations

You can expect that from JG. Consistently. I'll give 110% to every project or program that I manage. I'll find hidden strengths in people, and coach them to bring out the best.  


I'll discover risks earlier because I did more due diligence, or encouraged others to dig deeper. I'll burn the midnight oil and work absurd hours to get the job done on time and keep my shiny reputation. 


When I'm off work, I'll be thinking about how to streamline fragmented process, improve our product or service, unify the team, improve moral, or anything else I can think of to elevate the company and myself. 


JG + AI = Auto-magic

Copilot Agent AI

  Using Microsoft 365 Copilot, I can boost productivity, efficiency, and business outcomes. Need help finding a product or solution? I can build a custom AI-powered assistant that will simplify business functions, automate once-tedious tasks, enforce regulatory compliance and provide data backup and security.

Dashboards & Power BI Analytics

Point me to the data and I can find the actionable intel that you need. I can build  stunning dashboards that aggregate and showcase critical data at-a-glance.


Don't have the data? Tell me what data you need, and I can build the system to collect, organize, and surface your key performance metrics.

Azure Dev Ops Administration

Another bread and butter application in JG's toolbox. Using ADO, I can streamline web and software development lifecycle, and reduce the implementation time of new features and/or services.


I can efficiently track code, versions, builds, or bugs, and provide end to end visibility for development and software deployment.

Power Automation & Workflows

I can create AI-Infused workflows and agents that run on a schedule or trigger, or chat bots that ask users simple questions and then programmatically transform data, or move data from one application to another, or automatically send alerts via SMS or email, or send thank you or follow-up emails, auto verify permissions, back-up a file, move a file location, or record file location

SharePoint Development

SharePoint is like a car I've owned for 10 years. Using SPO, I can administer instant, secured access for real time cross-globe collaboration and provide business intelligence and mission-critical documents to your team. 

Forms & Database Development

Using SPO and InfoPath I can design elegant, easy to use custom condition forms with criteria based display that simplify user experience, and capture only the important information for end to end tracking. 


I can create forms with dynamic views for specific audiences, or dynamic multi-phase process forms. There is no limit.

More about JG

Results-driven Program / Release Manager with a proven track record of successfully coordinating and managing major software launches, IT modernization, system integrations, and large-scale technical projects and programs. 


Skilled in managing stakeholder expectations, untangling complex problems, and developing full-stack solutions that lower operational costs and improve processes and team efficiency. 


Known for promoting a culture of innovation, accountability, ownership, and Lean/Agile process management.


Seeking to leverage my expertise in DevOps, Power Automation, Power BI, and cross-functional collaboration to optimize software delivery processes and drive quality improvements. 

Release Manager / Automations Engineer - Microsoft Cloud

2022-Current (V-Contract via Sonata Software) 

  • Orchestrated release planning and technical operations for Microsoft Industry Cloud SaaS across Manufacturing, Healthcare, Sustainability, Sovereignty, and Retail, delivering multiple products from private preview to general availability, achieving 100% on-time delivery. 
  • Authored Power Automation workflows, consolidating 56 work items into a single “Release Readiness” item, reducing processing time by 80% and improving cross-team visibility. 
  • Created a Co-Pilot agent automating feature and release plan creation with 16 criteria-based inputs, accelerating planning cycles and stakeholder alignment. 
  • Designed custom Azure DevOps (ADO) work item templates and real-time story point tracking, enhancing team insights and timelines by reducing sprint planning time by 25% 
  • Crafted Power BI dashboards integrated with ADO to monitor execution, bugs, defects, readiness, and change management, driving data-driven decisions and reducing defect rates.

Release Manager / Business Intelligence Developer - Dell Digital

2021-2022  

  • Delivered business performance metrics and insights to drive operational excellence and inform executive decisions for a 1,000+ member team.  
  • Implemented processes and programmatic solutions, optimizing knowledge management, reducing incident volume, and improving defect-to-story ratios while meeting all SLAs.  
  • Modernized data solutions to automate organization and normalization of thousands of Epics and Features for Program Increment (PI) planning, boosting accuracy and efficiency.  
  • Introduced Power BI dashboards with auto-scheduled refresh, enabling real-time KPI tracking and adoption across multiple business units.

Technical Program Manager – Microsoft Learning

2013-2020 (V-Contract via Denny Mountain, Allyis Inc.) 

  • Directed web development for Microsoft’s //Learning intranet, managing a 20+ member team to support 52 business groups and processing 5,000+ annual web requests. 
  • Oversaw migration of 500,000+ assets, documents, and sites from on-premises SharePoint to the cloud, achieving 99.9% uptime. 
  • Engineered an automated web request ticketing system using SharePoint, Azure DevOps, and Power Automate, cutting costs by 50% and response times by 60%. 
  • Developed bi-directional email integration for Azure DevOps, reducing external tool dependency and increasing customer satisfaction by 20%.

Website Manager – AWS.com (Amazon Web Services)

2012-2013  Website Manager AWS.Amazon.Com

  • Directed AWS website marketing strategy, enhancing homepage and navigation to improve usability and drive a 25% increase in sign-ups and conversions. 
  • Managed daily operations, prioritizing web update requests and ensuring 100% adherence to project deadlines. 
  • Authored functional specifications, conducted market analysis, and negotiated vendor contracts to optimize project outcomes. 
  • Led Responsive Templates project, designing adaptive page templates to enhance user experience across devices by 30%.

Website Manager - WindowsAzure.com

2008-2012 (V-Contract via Denny Mountain Media)  

  • Oversaw operations for Windows Azure website and 14 localized sites, coordinating with 10+ Microsoft teams for seamless project execution. 
  • Led migration of Windowsazure.com to an Umbraco-based platform, reducing hosting costs by 40% and improving performance by 50%. 
  • Implemented Global Traffic Management with DNS redirects and failover policies, ensuring 99.99% availability. 
  • Directed A-B testing and SEO initiatives, increasing user engagement by 15% and driving lead generation. 

Technical Project Manager - Impresys

2006 – 2008 (V-Contract via Denny Mountain Media) 

  • Led technical projects for Microsoft engagement, including Flash demos, Silverlight applications, and sales readiness materials, managing full project lifecycles. 
  • Coordinated cross-functional teams, delivering projects on time and within budget. 
  • Managed financial oversight, budgeting hours and expenses, and achieving profit margins above 20%.
  • Mastered High Definition video for release of Azure Services platform at Professional Developers Conference
  • Developed Business Intelligence Resource Kit, DVD with SQL Server and Performance Point Server 
  • Scripted 10 demos highlighting business process and management solutions. 
  • Designed visionary demo for executive keynote showing integration of Outlook and SAP. 
  • Crafted interactive demo showcasing configuration management, server compliance, end to end monitoring, and data back-up and recovery solutions. 

Flash Developer, Filter Talent

2005 – 2006

  • Composed 40 interactive Flash demonstrations for Microsoft’s IWAG, emulating Office 2007 to drive user adoption. 
  • Utilized Flash, Visual Studio, Photoshop, and VPC environments to deliver high-fidelity emulations ahead of schedule.  

Creative Services Manager, FastSigns.com

2000 – 2002

  • Specialized in concept development, graphic design, and final output for large format, printing/design firm. Duties included: 
  • Client management, design and layout consultation for tradeshow booths, vehicle/marine/aeronautical graphics, billboards, banners, and signs. 
  • Clients included: One Reel, Effective Design Studio, Real Networks, Phinney Bischoff, Seattle Mariners, Seattle Super Sonics, Tip Top Creative, Tesoro Petroleum, and Gordon Biersch.  

Project Manager, Pixel-Craft.com

2000 – 2005 

Through my own company/ brand Pixel-Craft, I managed several accounts including Better Bike Parts/ Ghost Brackets: e-commerce engine, with integrated WYSIWYG back end. Daniel Gordy and Associates Law firm: Logo and collateral print package. Endurance Yachts: Logo for yacht builder. Evil Tea: Logo for globally sold Tea Company. Wicked Stitch: Branding, logo, collateral. Discount-Screens: Web site. National Ski Patrol: 30-minute presentation. Cerro Torre USA: Web 

Site.

Jason@Pixel-Craft.com (425-516-8991)


Copyright © 2000 Jason Gayler - All Rights Reserved.


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