Jay Oldaker
Designer
Location
Canton, OH, United States
Toptal Member Since
September 2, 2016
Jay Oldaker is an experienced product designer and coach with a passion for helping others unlock their full potential. With more than 15 years of experience in the industry, Jay has developed a deep understanding of what it takes to create successful products that solve real-world problems. With a focus on collaboration, creativity, and innovation, Jay is committed to helping organizations achieve their full potential and create a meaningful impact in the world.
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Work Experience
2020 - 2021
Senior Scrum Master
Oddball.io
- Facilitated two scrum teams on the Lighthouse API program for VA.gov.
- Created Agile Playbook for Oddball Agile team, outlined practices, frameworks, and common goals for our department.
- Created Service Blueprint for VA.gov support channels to better inform leadership about processes, procedures, and pain points for the internal team.
Technologies: Jira, Confluence, Scrum, Agile, Product Design, User Flows, UX Prototyping, Web Applications, Product Planning, Complex Problem Solving, App UX, UX Strategy, Design Workshops, Rapid Prototyping, Feature Prioritization, User Journeys, User Personas, Research, Quantitative Research, Qualitative Research, Presentations, Training & Training Content Development, User Interviews, User Experience (UX), Observation, Design Sprints, Whiteboarding, Workshops, Enterprise, Journey Mapping, Figma, Design Strategy, Ideation Workshops, Customer Experience, Service Design, Design Thinking
2017 - 2020
Lead UX Designer
Westfield Insurance
- Organized a complete redesign of a corporate website using Sketch, Optimal Workshop, and InVision.
- Led the design team through conception and execution of a new customer portal.
- Held design thinking workshops with various departments at the company.
- Created early conceptual Axure prototypes for internal underwriting systems.
- Assisted the innovation team with user-centered principles and direction.
Technologies: Silk UI, Bootstrap, Sketch, InVision, Agile UX, Product Design, User Flows, UX Prototyping, Web Applications, Product Planning, Complex Problem Solving, App UX, UX Strategy, Design Workshops, Rapid Prototyping, User Journeys, User Personas, Research, Quantitative Research, Qualitative Research, Presentations, Training & Training Content Development, User Interviews, User Experience (UX), Mobile Design, Observation, Mobile UX, Design Sprints, OutSystems, Whiteboarding, Optimal Workshop, Workshops, Enterprise, Infographics, Journey Mapping, Figma, Design Strategy, Ideation Workshops, Customer Experience, Service Design, Design Thinking
2015 - 2016
Product Owner, UX Lead
Wastebits
- Designed a platform for waste industry professionals.
- Created and managed the product roadmap and the sprint-by-sprint delivery schedule.
- Designed and built new product prototypes for market viability testing.
- Designed and managed the build and release of a location-based service provider website for the waste industry.
- Developed a go-to-market strategy and timelines for upcoming feature releases and new products.
Technologies: HTML, Scrum, Sketch, Usability Testing, User Research, Product Management, Agile, Product Design, User Flows, UX Prototyping, Web Applications, Product Planning, Complex Problem Solving, App UX, UX Strategy, Design Workshops, Rapid Prototyping, Feature Prioritization, User Journeys, User Personas, Research, Quantitative Research, Presentations, User Interviews, User Experience (UX), Mobile Design, Observation, Mobile UX, Design Sprints, Whiteboarding, Optimal Workshop, Workshops, Infographics, Journey Mapping, Figma, Design Strategy, Ideation Workshops, Customer Experience, Service Design, Design Thinking
2013 - 2015
Experience Architect
New Innovations
- Designed web and mobile applications (iOS) for top medical education institutions in the world.
- Completed a redesign of the corporate identity and marketing website.
- Redesigned the navigation and information architecture across web and mobile applications.
- Designed and built mobile prototypes to support product launches and announcements.
- Established usability testing, user research guidelines, and best practices.
Technologies: Angular, Flinto, InVision, JavaScript, CSS, HTML, Sketch, Fireworks, User Research, Usability Testing, Design Sprints, Product Design, User Flows, UX Prototyping, Web Applications, Product Planning, Complex Problem Solving, App UX, UX Strategy, Design Workshops, Rapid Prototyping, Feature Prioritization, User Journeys, User Personas, Research, Quantitative Research, Presentations, User Interviews, User Experience (UX), Mobile Design, Observation, Mobile UX, Whiteboarding, Optimal Workshop, Workshops, Enterprise, Infographics, Journey Mapping, Design Strategy, Ideation Workshops, Customer Experience, Service Design, Design Thinking
2010 - 2013
Founder | Experience Designer
Uzify
- Completed a site-wide content audit and baseline usability testing for a large-scale enterprise product catalog app.
- Designed a series of landing pages and onboarding screens for a national insurance company.
- Conducted a heuristic evaluation and redesign of a high-traffic consumer-facing news site.
- Designed and implemented card sort and tree test exercises for a findability study on 200,000+ product consumer sites.
- Designed and tested an eCommerce website for a national furniture chain.
Technologies: User Research, Information Architecture (IA), Usability Testing, CSS, HTML, Adobe Photoshop, Fireworks, Product Design, User Flows, UX Prototyping, Web Applications, Product Planning, Complex Problem Solving, App UX, UX Strategy, Design Workshops, Rapid Prototyping, User Journeys, User Personas, Research, Quantitative Research, Presentations, User Interviews, User Experience (UX), Mobile Design, Observation, Mobile UX, Whiteboarding, Optimal Workshop, Journey Mapping, Design Strategy, Ideation Workshops, Customer Experience, Design Thinking
2011 - 2012
Senior Interaction Designer
Within3
- Designed and developed social community applications for 12 of the top 20 pharmaceutical companies worldwide.
- Collaborated on new product prototyping using Bootstrap and Jekyll.
- Designed and built an iOS application for sales support.
- Facilitated design and product feedback workshops.
- Completed an application audit to support redesign recommendations.
Technologies: Adobe Photoshop, Fireworks, Ruby on Rails (RoR), JavaScript, CSS, HTML, Product Design, User Flows, UX Prototyping, Web Applications, Product Planning, Complex Problem Solving, App UX, UX Strategy, Design Workshops, Rapid Prototyping, User Journeys, User Personas, Research, Quantitative Research, Presentations, User Interviews, User Experience (UX), Observation, Mobile UX, Whiteboarding, Design Strategy, Customer Experience, Design Thinking
2009 - 2010
Vice President, Product
Confer | 60MO
- Designed the iOS application and managed third-party vendor for development.
- Managed the feature list and product roadmap.
- Collaborated with the CEO in developing financial projections and investor pitch decks.
- Organized customer success efforts.
- Developed and tested product prototypes.
Technologies: JavaScript, CSS, HTML, Fireworks, Adobe Photoshop, Product Design, User Flows, UX Prototyping, Web Applications, Product Planning, Complex Problem Solving, App UX, UX Strategy, Design Workshops, Rapid Prototyping, Feature Prioritization, User Journeys, User Personas, Research, Quantitative Research, User Interviews, Observation, Mobile UX, Whiteboarding, Design Strategy, Ideation Workshops, Customer Experience, Design Thinking
2005 - 2009
Web Strategist
Shout It Louder
- Designed and implemented business development strategies for local businesses.
- Managed the migration of an enterprise account from a legacy CMS to our custom CMS.
- Completed a navigational audit, design, and implementation for an information architecture redesign project on a massive enterprise website.
- Created training plans and support materials for a new customer CMS onboarding experience.
- Managed multiple website redesign projects simultaneously while maintaining the budget and timelines.
Technologies: PHP, JavaScript, CSS, HTML, Fireworks, OmniGraffle, MindManager, Adobe Photoshop, Product Design, UX Prototyping, Web Applications, Product Planning, Complex Problem Solving, App UX, UX Strategy, Design Workshops, Rapid Prototyping, User Journeys, User Personas, Research, Quantitative Research, User Interviews, Observation, Mobile UX, Whiteboarding, Design Strategy, Customer Experience
Education
1996 - 2001
Bachelor's Degree in Communication Arts/Public Relations
Malone University - Canton, OH, USA
Certifications
APRIL 2021 - APRIL 2023
Certified Scrum Master
Scrum Alliance
MARCH 2019 - PRESENT
Design Sprint Facilitator
Design Sprint School