Ken Judy

CEO

United States33 yrs 5 mos experience
Most Likely To SwitchHighly Stable

Key Highlights

  • Developed a structured AI code generation framework.
  • Led successful cloud-based system transformation.
  • Mentored technical leaders in AI adoption.
Stackforce AI infers this person is a SaaS and Media technology leader with extensive experience in AI and Agile methodologies.

Contact

Skills

Core Skills

Ai Code GenerationTechnology Change ManagementAgile MethodologiesSoftware Development

Other Skills

Cross-functional Team LeadershipCoachingPrompt EngineeringClaude SkillsAnthropic ClaudeE-commerceWeb ApplicationsSoftware Project ManagementWeb ServicesXMLSDLCWeb DevelopmentJavaScriptProduct ManagementMobile Applications

About

Senior Partner at Stride combining strategic leadership, executive leadership, and coaching with hands-on development to help organizations implement AI effectively and modernize legacy systems. I help organizations move beyond AI pilot programs. Through evaluation and systematic implementation, I work with teams adapt governance frameworks to support real business outcomes. To ensure code production actually speeds delivery, I apply traditional quality practices. I have developed a disciplined Plan-Do-Check-Act approach to AI code generation that applies proven quality practices to human-AI collaboration. I’ve made some of my work freely available: PDCA code generation: https://github.com/kenjudy/pdca-code-generation-process Code quality metrics: https://github.com/kenjudy/code-quality-metrics I also evaluate AI tools and approaches assessing agent implementations and measuring actual productivity impact. Helping organizations make evidence-based technology decisions. As a CTA certified coach, I mentor technical leaders and Principal-level consultants on practical AI adoption, helping teams avoid common implementation pitfalls while maintaining professional standards for software development. Active contributor to peer-reviewed publications on AI-assisted development methodologies and agile practices. Certified in software development, Scrum, and information privacy. If your AI initiatives are stuck, you need AI use to result in improved performance not just more output, or your systems are becoming maintenance burdens, let's discuss how structured approaches can unlock real value.

Experience

33 yrs 5 mos
Total Experience
5 yrs 1 mo
Average Tenure
8 yrs 2 mos
Current Experience

Stride

3 roles

Senior Partner

Promoted

May 2023Present · 3 yrs 1 mo

  • Design and implement responsible AI solutions while providing fractional executive leadership and guiding organizations through complex .NET modernization challenges. Lead enterprise modernization of complex legacy systems (1000+ assemblies), reducing analysis time 25% while maintaining verifiable accuracy.
  • Strategic Consulting & Executive Leadership:
  • Provide fractional CTO guidance on AI adoption strategy and organizational readiness. Conduct assessments to understand team capabilities and constraints before recommending approaches. Guide AI adoption through rigorous evaluation of tools and architectures—comparing reasoning models, assessing implementations, and measuring productivity impacts. Help leaders build practices that deliver ROI while maintaining engineering discipline.
  • Technical Leadership:
  • Build and mentor teams across .NET/Roslyn analysis, SQL parsing, GPT-4/Claude integration, business rule extraction, and AI governance. Coach Principal-level consultants while maintaining active technical contributions in strategic assessment and hands-on development.
  • Key Achievements:
  • Developed Plan-Do-Check-Act framework for structured AI code generation, bringing systematic practices to human-AI collaboration
  • Evaluated AI-powered expert system analyzing 1000+ execution traces to validate 90% success rate and production viability
  • Led organizational assessments combining technical evaluation with team capability analysis to identify adoption bottlenecks
  • Integrated Roslyn Compiler analysis with GPT-4 and Claude, prioritizing verifiable results for .NET modernization
  • Validated mid-market .NET modernization approach through paying clients, demonstrating commercial viability
  • Contributor to peer-reviewed publications on AI adoption and software ethics.
Agile MethodologiesTechnology Change ManagementCross-functional Team LeadershipCoachingSoftware DevelopmentAI Code Generation

Chief Executive Officer

Mar 2021Apr 2023 · 2 yrs 1 mo

  • During four years leading our Leadership Team (2 as CEO, 2 as COO) we:
  • Operations
  • Maintained profitability during the COVID 19 Pandemic
  • Hired experienced domain experts into our leadership team
  • Launched real time sales forecasting based on staffing and CRM data
  • Launched budget model based on planned spending, hiring plan, revenue forecast
  • Implemented a management structure for consultants
  • Defined non-manager leadership roles in our team engagement model
  • Business Strategy
  • Shifted our business strategy from staff augmentation to predominantly team-based projects
  • Transitioned from fully colocated to remote first
  • Shifted our account management from relationship based to strategic trusted advisor consulting
  • Refreshed our brand position, voice, style guidelines and web presence
  • Long-term Strategy
  • Reframed our core values with consent of the entire organization
  • Re-wrote our mission to make a net positive impact through the software we build and people we help
  • Identified the key sustainable impacts we want to make as a business and tied them to concrete action
  • Hired my successor
  • Culture
  • Increased transparency through a health dashboard of financial, sales, hiring, and leverage metrics
  • Increased equity through our pay bands, capability matrix and talent reviews
  • Fostered the well-being of our employees through our expense and leave policies
  • Raised morale and engagement of our employees as measured by NPS and engagement surveys
  • To be clear, I did not do these things. We did together as a community.
Agile MethodologiesTechnology Change ManagementCross-functional Team LeadershipCoaching

Chief Operating Officer

Mar 2018Mar 2021 · 3 yrs

  • Scale a mid-size consultancy so we can repeatably win and perform valuable work for clients and build a company that lives up to our values and commitments to learning, career development, and an inclusive, safe and sustaining workplace for our people.
  • This involves:
  • Refining our core customer value proposition
  • Build marketing capability that connects customer point of pain to our solutions
  • Align and focus our services to address customer needs using iterative product discovery
  • Build capabilities through professional development tied to a career ladder
  • Build a mature sales motion that empowers consultants to qualify, shape, close and lift off engagements
  • Align this to our 1-3 year strategy
  • Embrace, fund, and participate in culture initiatives of Stride leaders and our Striders
  • To do this I:
  • Embody our core values: do what you say and say what you mean, respect people, help others, practice humility, and learn.
  • Build transparency: share essential performance measures with the entire company weekly. Share people, policy or practice changes as soon as they are well-formed.
  • Foster accountability by empowering individuals, removing obstacles, recognizing domain expertise, and organizing into cross-functional, self-organizing teams.
  • Learn constantly and step well out of my comfort zone.
  • My three key outcomes are:
  • One year strategy
  • Organizational alignment
  • Revenue Dollars
  • Stride Consulting (https://www.stridenyc.com/) helps engineering and product teams at companies of all sizes increase throughput, remove legacy roadblocks and align on more realistic expectations with their stakeholders. Our coaches, software developers, architects and product managers embody Agile principles of humility and collaboration to work with your teams in their context, build upon what is working, and match efforts to your business goals. We have helped hundreds of teams at companies like Casper, The New York Times, Sony, and Major League Baseball and Spotify.
Agile MethodologiesTechnology Change ManagementCross-functional Team LeadershipCoaching

The daily beast

Chief Technology and Product Officer

Jun 2015Sep 2017 · 2 yrs 3 mos · New York City Metropolitan Area

  • Transform The Daily Beast's product and technology organization in five phases:
  • stabilized the publishing and hosting environment to eliminate daily faults and failures
  • rebuilt the tech organization to reduce release periods from six months to weekly.
  • fostered a collaborative, single team across design, product and tech to enable value based product iteration
  • replaced the legacy publishing system with lightweight, secure cloud based services. Eliminated $1M licensing costs, contributed to 30-50% increase in ad revenue and reduced time to publish from 1 hour to minutes.
  • rebranded The Daily Beast with a new logo and revised brand style guide
  • Site experienced daily brown outs due to poor cache strategy taxing the CMS. Introduced application performance monitoring. Removed real time elements from page cache. Offloaded resource intensive tasks from application servers.
  • Transitioned from an onshore team of six and offsite team of twelve dependent upon outsource to an onshore team of seven across devops, engineering and QA. Resulted in approximately 30% reduction in contractor fees and salaries.
  • Empowered a single design lead from within and authorized product owners to pursue their own initiatives, Instituted weekly iterations, better defined backlog, annual roadmap and clear monthly/quarterly goals.
  • We replaced a 5 year old Java-based CMS with a Node.js/React.js based site, services, and authoring tools using serverless feed adapters built upon open source frameworks and tools. Implemented tag management and optimized the ad call stack allowing introduction of header bidding contributing to a material increase (30-50%) in advertising revenue.
  • Facilitated adoption of a new brand style guide, and logos. Reduced time to publish content from draft to live from an hour to minutes. Moved to mobile first, responsive homepage. Adopted usability experiments and testing. Improved interaction in the bottom half of the homepage from 1% of clicks to ~10% of clicks.
Agile MethodologiesTechnology Change ManagementCross-functional Team LeadershipSoftware Development

Simon and schuster

Vice President Technology

Oct 2008May 2015 · 6 yrs 7 mos

  • Build strategic consumer digital intiatives for the Chief Digital Officer and lead an in house engineering team, vendors and outsource teams to develop and operate consumer websites for Simon & Schuster, a CBS Company.
  • Oversaw, coached and coded with a Scrum/XP team of developers who built and operate Ruby on Rails consumer and B2B websites hosted on a PaaS cloud provider.
  • Evangelized iterative software and product development practices to reduce waste and build tools that better address end user needs and business objectives. The Team collaborated daily with the Product Team and worked in weekly iterations with pair programming, extensive unit testing and continuous integration testing on commits.
  • Advised executive team on emerging technologies: digital rights management, data enrichment, and new content delivery formats and platforms. Prototyped e- embedded video and in e-book promotions for other books.
  • Championed, prototyped and built tools for validating and enriching book metadata fed to retailers to increase discoverability on retailer websites and to facilitate promotions based on trending topics and events.
  • Product Owner using customer interviews, user personas and story mapping to define the product backlog of a system to track and analyze effectiveness of marketing activities.
  • Oversaw the build, maintenance and technical operations for S&S's e-commerce platform, including fraud prevention, threat detection, privacy and security attestations, and feature development. Individual contribution for coding and operational issues. Platform enabled S&S to increase direct consumer annual revenue an order of magnitude over three years.
Agile MethodologiesTechnology Change ManagementCross-functional Team LeadershipCoachingSoftware Development

Nyse euronext advanced trading solutions

Agile coach and product owner

Jun 2008Oct 2008 · 4 mos

  • Product managed the Common Customer Gateway for Euronext Paris, through one milestone release. Applied Agile practices for visibility and goal setting. Provided onsite presence and release plan estimated by the Team, prioritized by the Product Owner and revisited weekly.
  • Built trust with customer by accommodating formal planning, reported weekly pacing, scope changes and risks. Raised Team morale by engaging them in decisions and clarifying goals.
  • Coached Scrum techniques for an XP Team: tools and techniques for planning and reporting on releases and iterations, role and responsibilities of agile Product Owners and agile values of trust and transparency between customers and the development Team.
Agile MethodologiesTechnology Change Management

Oxygen media

3 roles

Vice President - Software Development

Promoted

Mar 2006Feb 2008 · 1 yr 11 mos

  • Oversaw product and software development of internal and consumer software including software developers, user experience, graphic design and product owners.
  • Introduced Agile Software and Product development practices. Team practiced Scrum for 3 years. XP 4 years.
  • Collaborated in concept, business plan, and product development of Ript, a consumer windows application for collage-based visual planning. Product received high favorability ratings in focus groups and reached public Alpha. CEO presented Ript at the 2007 Microsoft Women's Conference.
  • Co-authored Babynamer.com business plan justifying a site re-build in Ruby on Rails. In the first four months the site achieved a 250% growth in unique visitors without paid promotion.
  • Participated in NBC-Universal/Oxygen integration process. Presented Agile adoption to the NBC-Universal Operations team for their unified traffic system project.
  • Internal solutions built by the team in .NET, SQL Server Data Analysis Services were adopted by NBC-Universal.
Agile MethodologiesTechnology Change ManagementCross-functional Team LeadershipSoftware Development

Director - Software Development

Promoted

Mar 2004Mar 2006 · 2 yrs

  • Re-organized App Support staff into Product Team. Trained business units to reduce support requests. Reduced head count 2/3 while allowing staff to transition into more productive roles in the business.
  • Managed Oxygen's Affiliate Site outsource. Project completed on time and on budget. Resulting site won design and trade awards.
  • Decentralized Oxygen's web content production by training marketing staff and using existing creative services allowing the software/product Team to shift from an agency model to a focused, product/project delivery Team.
Agile MethodologiesTechnology Change ManagementCross-functional Team LeadershipSoftware Development

Sr./Lead Software Developer

Oct 1999Mar 2004 · 4 yrs 5 mos

  • Successfully moved mission critical network operations software systems from NYC to Denver on an aggressive six-month, contractually fixed launch date. The project required extensive modification of legacy systems and new integration points and had high risk for overruns. Introduced risk-based project management. Built a cross-functional team of developers, systems administrators and third party consultants. Delivered on time and budget.
  • Lead and Individual contributor on project to rewrite web properties from Java EJB, ATG Dynamo, Weblogic and Oracle to C#.NET.
Software Development

Uswest creative services

Programmer

Jul 1997Oct 1999 · 2 yrs 3 mos

  • Developed the Java based client for MDS PushCaster, an integrated monitoring tool to allow managers to view alarms and health report data for WANs maintained by US West Managed Data Services. Application used Java RMI and asynchronous threading, native and SWING graphical libraries.
  • Wrote applications for Denver Nuggets/Pepsi Center luxury boxes including a real-time food ordering system and user/group administration service employing Java Servlets, Applets, RMI, JNDI and LDAP .
  • Tech lead for the ITraining intranet allowing employees to request class registration and to record and report their training history. Tools provided manager reports and admin of the training tracks and schedules. Implemented as DHTML templates and object-oriented PERL scripts using DBI/DBD to connect to an Informix database.

Annex theatre

Artistic Associate

Jan 1992Jan 2000 · 8 yrs · Seattle, Washington

  • Produced forty developmental workshops working with actors, writers, directors and designers including the “Hothouse” series which solicited playwright applicants from across the country, paired them with local directors and actors for a two week period to create a new piece of theater. Directed in collaboration with writers Erik Ehn, Peter Buchman and Carlos Murillo. Played the title role in Charles Mee’s, “Orestes”.

Education

Whitman College

BA

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