Michael O'Boyle

Co-Founder, CTO

Mariproc Corporation

Feb 2026 – Present(3 mos)

Strategic Advisor | JavaScript/Typescript Developer

Intelligensi.ai

Oct 2025 – Present(7 mos)

Strategic advisor and hands-on JavaScript/TypeScript developer advising technical roadmap and architectural decisions to enhance product development. Implemented WordPress REST API integration following SPARC methodology (Specification, Pseudocode, Architecture, Refinement, Completion) for CMS bridge enabling automated content migration and bidirectional synchronization. Built IntelligensiBridgeWordPress module with Node.js/TypeScript handling RESTful and event-driven APIs, authentication (Application Passwords, JWT), media uploads, and content CRUD operations. Architected Firebase Functions backend with comprehensive TypeScript type definitions, Zod input validation, and error handling. Supporting product strategy and market positioning for AI Management and Authoring solution. Providing guidance on AI integration, platform architecture, and go-to-market strategy for enterprise AI collaboration tools. Skills: Roadmap · Technical Architecture · Software as a Service (SaaS) · Javascript/Typescript · Claude Flow

Strategic Advisor & Equity Holder | Java Developer | AWS DevOps

Messagepedia

Jul 2025 – Present(10 mos)

Strategic advisor focused on technical architecture, product development, and go-to-market strategy for secure p2p enterprise messaging platform. Contributing expertise in distributed systems, API development, and scalable infrastructure design. • Advising on technical roadmap and architectural decisions • Supporting product strategy and market positioning • Providing expertise in Java development and AWS deployment

Member

Agentics Foundation

Jun 2025 – Present(11 mos)

An open foundation for building scalable, intuitive, and human-centered agentic AI systems and infrastructures.

♾️ Agentic Engineer | Fractional CTO | Python, Javascript/Typescript, Rust Developer

O'Boyle & Associates

Apr 2024 – Present(2 yrs 1 mo)

As a Fractional CTO, I help companies scale their technology strategy, architecture, and operations—without the overhead of a full-time executive. With 30+ years of experience in SaaS, DevOps, cloud infrastructure, and automation, I provide hands-on leadership to drive innovation, optimize development workflows, and ensure systems are built for growth. What I Do • Technology Roadmaps – Aligning engineering with business goals for scalable growth. • Cloud & DevOps Strategy – Optimizing AWS, Kubernetes, CI/CD, and security practices. • SaaS & API Architecture – Designing resilient, API-driven platforms for modern applications. • Fractional Leadership – Guiding teams, mentoring engineers, and bridging the gap between tech and business. • Security & Compliance – Implementing best practices for secure and compliant architectures. Why Work With Me? I combine executive-level strategy with hands-on execution, ensuring companies not only define the right technology direction but also have the processes and infrastructure to support it. Whether it’s scaling a startup, modernizing legacy systems, or solving complex technical challenges, I provide pragmatic, results-driven leadership tailored to your needs. Let’s connect if you’re looking for CTO expertise to help your team scale faster and smarter.

Director Of Engineering

McGraw Hill

Nov 2021 – Mar 2024(2 yrs 5 mos)

Technical Leadership for multiple cross-functional teams. Responsible for Assessment Systems, Rostering Systems, Application Support, and Retool Development. Guided smooth operations and systems integrations following Achieve3000 acquisition.

Director Of Engineering

Achieve3000

Jan 2020 – Oct 2021(1 yr 10 mos)

Technical Leadership for multiple cross-functional teams. Responsible for Learning Management Systems, Assessment Systems, Rostering Systems, Application Support, and Retool Adoption. Guided smooth operations and led the incremental refactoring process with DDD by identifying bounded contexts within the legacy systems. These bounded contexts can then be individually "strangled" or replaced, following the Strangler Pattern, allowing for manageable, domain-focused redesigns of specific areas of the application. Stabilized and refactored roster processing to meet and exceed speeds needed to scale with pandemic-fueled demand and pending company acquisition.

Senior DevOps Engineer

Achieve3000

Aug 2019 – Jan 2020(6 mos)

Responsible for DevOps transformation. Led migration to GitHub and GitHub Actions from on-premise GitLab and Jenkins. Simplified processes. Expanded developer capabilities. Enabled Continuous Delivery.

SaaS Architect, Ruby on Rails Developer, Partner, Board Member

Prova Systems

Jul 2013 – Oct 2021(8 yrs 4 mos)

Designed a multi-tenant SaaS for fleet management. System successfully collected and presented trip and diagnostic data for millions of miles logged by proprietary OBDII IoT devices. System supported Maintenance and Driver Behavior Alerts as well as Maintenance Scheduling.

Learning Platform Engineering Manager, Ruby on Rails Developer

Penn Foster Education

May 2016 – Aug 2019(3 yrs 4 mos)

- Led cross-functional product engineering teams. DevOps & Continuous Delivery Evangelist. - Successfully integrated a proprietary monolith LMS (from acquisition) into company rostering and back office systems.

Tech Lead Ruby on Rails, Transportation Asset Management System, Signs and Regulations

New York City Department of Transportation · New York City Metropolitan Area

Aug 2014 – Apr 2016(1 yr 9 mos)

Lead Technology Consultant, NYC DOT SIMS, Transportation Asset Management System

Cofounder, CTO, Ruby on Rails Developer

ArtSpot · New York City Metropolitan Area

Sep 2013 – Jun 2015(1 yr 10 mos)

Developed an innovative e-commerce platform connecting artists, venues, and art buyers.

Freelance CTO

O'Boyle & Associates

Dec 1998 – Aug 2014(15 yrs 9 mos)

MVP design and development. Business Model Canvas analysis. Interim and Fractional CTO services.

Interim CTO

Birbl

Jun 2013 – Nov 2013(6 mos)

Provided interim CTO services for an online travel marketplace based in Dublin, Ireland. Migrated application hosting and assisted in sourcing and onboarding a new permanent CTO and development team.

Ruby on Rails Developer

Sweeten · New York City Metropolitan Area

Apr 2013 – Jul 2013(4 mos)

Converted successful "Wizard of Oz MVP" contractor onboarding system to SaaS version in Ruby on Rails in collaboration with CTO.

Partner, CTO

SRC Solutions, Inc. · Greater Scranton Area

Sep 2004 – Dec 2010(6 yrs 4 mos)

Established intellectual property portfolio for a previously services-only organization. Products complemented document management and eform systems and provided integration into third-party systems. Personally coded initial releases. Built dev team from scratch. Business analyst and senior-level project management for major accounts. Responsible for product roadmap, support and development. • Designed and developed system for processing and filing electronic documents with support for changing business rules. • Designed highly configurable system for user self-service form completion and data distribution. (Adobe Flex Front-end, Java/MySQL Backend) • Developed effective relationships with vendors and offshore teams. • Instituted Agile Development project/release management system. Clients Included: Convergys • Bethlehem SD • Central Susquehanna IU • West Orange Public Schools • Wilkes-Barre Area Schools • York City SD • City of Newark, NJ • PA IRRC • VA Employment Commission • AR DHS • PA DPW • Weill Medical College • Century Distribution Systems • Pacific Fruit, Inc.

Director of Software Development and Hosting

Applied Graphics Technologies (AGT)

1998 – 2003(5 yrs)

Directed the transformation of a desktop DAM system into a user-friendly, highly successful SaaS product. Led the overhaul of product roadmap, user interface, and infrastructure to enhance scalability and operational efficiency. - Optimized product development cycles and profitability through strategic improvements in scalability and turnaround times. - Managed a diverse team of professionals in graphic design, software development, web hosting, and support, fostering a creative and productive work environment. - Implemented robust systems for tracking development tasks and customer support inquiries, significantly improving service reliability and client satisfaction. - Revitalized client relationships, turning challenging accounts into reference customers and boosting market reputation.

Assistant Director, New Media Services

Applied Graphics Technologies (AGT)

May 1994 – Jan 1998(3 yrs 9 mos)

Pioneered the shift from CD-ROM to web-based platforms, leading diverse projects that set the stage for digital media evolution. Partnered with major publications such as US News and World Report, the Atlantic Monthly, and The New York Daily News to develop their first online presences. Collaborated with FujiFilm to create innovative online photo solutions for retail giants like Walmart and Ritz Camera. Acted as an early beta tester and developer for Microsoft's Windows 95 OS and the Blackbird project.

Instructor

RIT Industry Education Programs

Jan 1994 – Jan 1995(1 yr 1 mo)

Prepared and presented courses for video editing with Adobe Premiere.

Art Director

Reporter Magazine

Aug 1993 – Jun 1994(11 mos)

Produced RIT's weekly print magazine with a seven member design and production team. Trained new designers in production procedures and Quark XPress. Acted as a liaison between the art department and editorial Staff. Instrumental in improving communication among writers, photographers, and designers.