Oswaldo

Oswaldo

Oswaldo

Oswaldo

Aquique

Aquique

Aquique

Aquique

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About

As a Product / Technical Program Manager, I lead complex system transformations. My expertise lies in driving simplification and efficiency improvements and successful outcomes for mission-critical projects.

I tackle challenges through methodical analysis and creative synthesis, drawing from diverse solution paths to craft optimal results.

"I love transforming complex challenges into elegant solutions through strategic analysis and innovative leadership."

00

About

As a Product / Technical Program Manager, I lead complex system transformations. My expertise lies in driving simplification and efficiency improvements and successful outcomes for mission-critical projects.

I tackle challenges through methodical analysis and creative synthesis, drawing from diverse solution paths to craft optimal results.

"I love transforming complex challenges into elegant solutions through strategic analysis and innovative leadership."

"I love transforming complex challenges into elegant solutions through strategic analysis and innovative leadership."

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Experience

BEST BUY • SEATTLE, WA • 2023—2024

Senior Product Manager and TPM

Spearheaded a comprehensive transformation of Best Buy's membership and retention platform, architecting a unified solution that delivered exceptional results: 30% boost in member engagement and retention, near-perfect refund accuracy at 99.8%, and a 60% improvement in program quality.

By consolidating disparate member information into a single data source and reimagining customer-facing experiences, I transformed complex legacy systems into a streamlined, high-performance platform.

Through cross-functional collaboration and a relentless focus on simplification, I executed the complete vision—from strategy to tactical implementation—elevating both operational efficiency and the company's value proposition for its members.

CHEWY • BELLEVUE, WA • 2022

Staff Technical Product Manager

Led a transformative overhault of Chewy's website platform that delivered remarkable results: 50% reduction in website delay and a 60% boost in operational efficiency through strategic decommissioning of outdated endpoints.

By developing and executing a comprehensive cross-functional roadmap, I aligned short and long-term improvement strategies into a cohesive vision that significantly enhanced the end-user experience.

This careful orchestration of technical improvements and strategic planning translated directly into measurable gains in customer satisfaction while streamlining essential operations across the platform.

AMAZON • Seattle, WA • 2020—2022

Senior Technical Program Manager

Revolutionized Alexa for PC development by implementing strategic architectural improvements and quality-first practices, achieving a remarkable 70% reduction in development cycles.

Led Microsoft App Store releases while establishing innovative beta programs that accelerated feature delivery.

Championed comprehensive accessibility initiatives across five disciplines, fostering inclusive product experiences throughout the organization.

AMAZON • Seattle, WA • 2017—2020

Senior Technical Program Manager

Directed a 30-strong global engineering team at Amazon Global IT, delivering transformative UX research and quality assurance initiatives.

Achieved exceptional results through strategic leadership: 98% reduction in peak-event failures, successful migration of 27,000 employees with 99.998% accuracy, and implementation of AI-powered self-service solutions.

Spearheaded a company-wide hardware upgrade initiative that generated $8.6M in first-year productivity gains while optimizing system performance and user experience across all platforms.

microsoft • redmond, WA • 2008—2017

Program Manager II

Led Microsoft's Windows 10 upgrade testing program, partnering with industry leaders and PC manufacturers to ensure seamless transitions.

Engineered a groundbreaking universal tool for internal OS custom build and deployment achieving 99.999% reliability across 60 diverse system configurations, while reducing upgrade-related issues by 95%.

Managed comprehensive hardware standards and testing protocols for 120+ configurations, consistently delivering 100% on-time while earning multiple awards for excellence, including the prestigious Gold Star Award.

02

Education

BACHELOR Degree • universidad tecnologica del centro (UNITEC), venezuela

Information Engineering

At UNITEC, I deepened my understanding of user experience and information flows within organizations, learning to create effective systems through a blend of information theory, knowledge management, and practical project implementation. My coursework enhanced my ability to make data-driven decisions while designing intuitive solutions that optimize organizational performance.

associate degree • universidad tecnologica del centro (UNITEC), venezuela

Information Technology

At UNITEC, I developed expertise in complex problem-solving, computer programming, and innovative software design, gaining the technical foundation and creative mindset necessary to contribute meaningfully to technological advancement in the digital landscape.

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Certificates

MIT xpRO

Designing and Building AI Products and Services

MIT CSAIL

Human Computer Interaction for User Experience Design Specialization

EXIN international

ITIL v2 Foundations in IT Management

microsoft corporation

Microsoft Certified Professional

04

Skills

Agile Program Management

Program Management

System Integration

Deployments / Migrations

Customer Experience

Product Management

Software Development

Quality Assurance

Project Management

Communications

Process Efficiency

Motivational Leadership

Data-Driven Innovator


Jira

Confluence

Figma

Snowflake

Adobe Creative Suite

Workfront

Windows • Linux • Mac

.NET Framework

C#

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Languages

English

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Spanish

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Awards

Red Dot • 2024

Red Dot Design Award

Framer • 2023

Website of the Year

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References

BEST BUY • SENIOR EXPERIENCE DESIGNER

Katie Calhoun

I had the pleasure of working closely with Oswaldo during our time at Best Buy. As a UX designer, I found Oswaldo to be an exceptional collaborator and a true advocate for user-centered design. His thoughtfulness, attention to detail, and commitment to putting users first steered our projects toward success. Moreover, Oswaldo’s collaborative spirit encouraged open dialogue and ensured that everyone felt valued.

I would love to partner with Oswaldo again, and I would recommend him as part of any product team!

Google Cloud • Technical Editor

Jay Hauser

Oswaldo asks the right questions at the right time to get the right results.

More importantly, he has long term vision. He sees what is, extrapolates what can be and then drives change to get there. I loved working with him because he was always direct. I never had to wonder where he was coming from. Would highly recommend him. He dives deep, takes ownership, and always puts the customer first.

STARBUCKS • SERVANT LEADER SOLUTIONS DELIVERY

Kelly Campbell Tiffany

I have rarely come across real talents who stand out like Oswaldo. I had the pleasure of partnering with Oswaldo in several different capacities at Microsoft, collaborating on various initiatives. Oswaldo has amazing thought leadership and a strong technical aptitude able to handle multiple complex projects. No matter how tense an issue or complex a project, Oswaldo made sure everyone left with a smile. As a team member or a leader, Oswaldo earns my highest recommendation.

Retired CTO • CIO • AI Director

Rafael Lara

Oswaldo's skills and experience make him a valuable asset to any technology team. I highly recommend him for any technical position.

These are some of the attributes I observed while he was in my team at Microsoft:

• Excellent problem solver with a strong analytical mindset
• Strong communication skills, both verbal and written
• Proven track record of successful project management and delivery
• Continuously seeks to learn and stay up-to-date with the latest technologies and trends
• Great personal interaction with Managers and Employees.

En DASH GROUP • Co-founder & CEO

Suzanne Leamer

I have had the pleasure of working with Oswaldo within Global IT Services at Amazon. I will always be grateful for his willingness to share his knowledge and the guidance he provided as I navigated the creation of my first narrative document (at Amazon, this is a valuable learning experience and critical skill to practice). Additionally, Oswaldo was a strong partner and ally in the delivery of two large-scale, complex programs. He's collaborative, fun, and I'd welcome the opportunity to work with him again.

NETAPP • SVP and GM, data services

Gagan Gulati

Oswaldo and I worked together on building efficient Windows 7 images for use inside Microsoft for a few months. Oswaldo has a great grasp on Windows setup internals including unattended installation. I found him to be understanding, flexible and easy to work with. He is passionate about this space and is willing to work hard to produce great results which showed when he built these images in record time and delivered on time.

MIcrosoft • Director, global partner solution incentives

Rene Garcia

As an internal customer of Oswaldo's services, I was greatly impressed with the quality and passion for excellence in his deliverables. He dealt with a great deal of complexity and greatly simplified the OS deployment process by focusing on the customer experience.

FORMER Tech program manager, emmy-winning writer, tv producer

Suzi Beerman

Oswaldo was tasked with managing the printer services for Microsoft employees worldwide. It was a job he performed incredibly well with limited resources and support. When the company was ready to move away from print and into digital, Oswaldo helped make the experience seamless, even for those who strongly resisted the concept. He was always professional, poised, and collaborative as he worked to dismantle a system he had helped build with an eye toward the greater good and the bottom line. He presented this new digital solution as a win-win and helped evangelize the opportunity across the company. I, and others, likely never felt so good about something so significant being taken away from us.


Oswaldo has always shown himself to be a dedicated employee, a creative thinker, a natural leader, and a compassionate human being. He would make an excellent addition to any team that needs calm focus and creative problem solving in a true team player.

SAP • senior program director

Juan Goni

Oswaldo is a passionate professional, extremely focused on customer satisfaction.
he has managed multiple projects in the company, touching thousands of users in multiple technologies. I enjoyed working with him.

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Relevant Projects

BEST BUY • 2024

Streamline membership experience through UX improvements, Data consolidation, and API development

CHEWY - 2022

Replacement of legacy monolithic web platform with modern component-based one

Amazon - 2017

Development of a data-driven model to allocate appropriate computing equipment based on job family.

microsoft • 2016

Creation of an app and process to synchronize child bugs with the master bug's resolution and build information.

microsoft • 2012-2013

Microsoft Hardware Certification Requirements management process re-engineering

microsoft • 2007-2011

Design and implementation of Microsoft internal OS imaging and simplified deployment process

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Ventures

Music Publishing • 2021