Jason Baker

An AI, first principles, technical product and technology thinker with 11+ years of experience guiding enterprise B2B, SaaS and AI-driven platforms from concept to adoption. Set the strategy and owned the trade-off framework the org ran against for data platforms, API ecosystems, and AI/ML solutions using DORA, F1 metrics. Proven track record driving strategic initiatives from discovery through customer adoption, aligning product vision with business outcomes in complex, regulated environments.

Founder & Chief Executive Officer - REKAB-COMPUTE, LLC - Coral Springs, FL

(2026-05 - 2026-08)

• Founded and lead a B2B SaaS startup delivering AI-native software and enterprise automation for healthcare, owning product strategy, GTM engineering and feature rollout as sole product and technical owner.
• Designed AI system architecture to manage PM, development, QA and testing workload - delivering faster, more precise, more stable results.
• Authored PRDs, BRDs, and technical requirements driving GTM initiatives; led investor outreach, business planning, and fundraising to support company growth.
• Led determination of build-vs-buy for multiple company systems and processes (Security, Computer Vision application, API infrastructure etc)
• Identified high value opportunities by investigating the data landscape, pain points, and business needs
• Delivered 0-1 outcomes by combining strong product judgment and the ability to operate across multiple business streams.
• Implemented AI-driven customer engagement workflows built on LLM fine-tuning (LoRA) and RAG development, retrieval strategy, reranking, chunking to optimize customer support costs by 40%.
• Defined and implemented PLG initiatives which targeted, onboarded, retained and commercialized interactions using freemium, subscription, paywall models.
• Identified, defined and maintained the product vision, strategy and roadmap for high-value enterprise AI and Generative AI platform capabilities.
• Developed agentic AI coding operations using CI/CD pipelines supporting TDD & SDD practices and integrated Linear, Greptile, Vercel, and GitHub and defined agent behavior, escalation logic, output quality standards, and evaluation frameworks.
• Designed and developed distributed agentic application code and APIs (REST, gRPC, GraphQL) contract including versioning strategy, deprecation, idempotency, pagination and error taxonomy.
• Implemented web and data transport security with frameworks including OAuth, RBAC/ABAC, TLS, OpenID.

Senior Technical Product Manager — Platform Integration - MASA GLOBAL - Sunrise, FL

(2025-06 - 2026-08)

• Led product strategy for enterprise-scale data platforms built on Dynamics 365 and Azure, managing a cross-functional team through application/infrastructure architecture determination, capacity planning, backlog prioritization, sprint planning, release management, dependency resolution and legacy feature deprecation.
• Used agentic AI to build proof-of-concepts, instrument experiments (A/B), generate demo environments, verify browser workflows, analyze integration requirements, and test customer-specific configurations
• Led technical tradeoff decisions and decomposed contradictory and ambiguous business problems to deliver satisfactory business outcomes.
• Owned the API versioning strategies and platform roadmap supporting REST, GraphQL, SOAP, and gRPC integrations, authoring technical specifications, API contracts, integration documentation, and platform standards.
• Drove platform architecture decisions for capacity planning, pricing and margin determination, spanning Snowflake, Kafka, RabbitMQ, Kubernetes, replay and enterprise data pipelines between SaaS and public clouds.
• Drove agentic AI initiatives for automation, standardization and self-service capabilities for product, development and operation team productivity.
• Researched, documented, owned and optimized API platform initiative using MCP to provide AI discovery, NLP, fraud risk detection using PyTorch/TensorFlow.
• Established data governance standards, quality controls, validation frameworks, and SLA monitoring, reducing platform risk through proactive monitoring and governance controls.
• Defined launch requirements for customer facing systems to handle 1000’s of concurrent users.

Technical Product Manager — Data Lifecycle, Reporting & Analytics - HEALTHY MD - Coconut Creek, FL

(2024-12 - 2025-06)

• Directed product strategy for enterprise data warehouse, analytics, reporting, and AI/ML initiatives, managing a team of 12 data engineers, analysts, report developers, and junior product managers.
• Set product strategy for EHR API integration (NCPDP, ASC X12), data, and reporting platforms, and managed live AI data pipelines between in-house systems and AWS public cloud.
• Defined vision, strategy, positioning and multi-year roadmap for HMD’s pharmaceutical business and benchmarking product.
• Fine-tuned local LLM against OpenAI model with documentation to include online chat and search sessions and evaluated LangChain for enterprise AI initiatives.
• Served as primary liaison between business stakeholders and AI platform delivery teams.
• Defined roadmaps aligned to organizational priorities, compliance requirements, and data quality objectives, leading stakeholder engagement across business and technical teams.
• Provided strategic updates, insights and recommendations to executive leaders, highlighting product progress, key achievements and future roadmaps.
• Drove enhanced enterprise data governance standards supporting HIPAA, GDPR, and CCPA compliance, developing metadata management practices including lineage, data dictionaries, and catalogs.
• Oversaw project budgets, timelines, risks, and delivery metrics using Agile methodologies, improving executive visibility through KPI/OKR, DORA metrics reporting and portfolio governance.

Technical Product Manager — Data Management & Integrations - UKG - Weston, FL

(2015-10 - 2024-07)

• Led cross-functional teams of up to 15 engineers, analysts, UX designers, and architects delivering enterprise data products, including SaaS-to-cloud pipelines and data transfer.
• Managed development and maintenance of Data Warehouse, Data Marts, and Data Lakes across SaaS and GCP environments.
• Managed end-to-end product lifecycles from ideation through production deployment, collaborating with executive stakeholders to prioritize initiatives and align delivery with business objectives.
• Directed development of scalable data products and analytics capabilities supporting enterprise customers, delivering multiple 0-to-1 product initiatives including rollout of kill switch and feature flag strategies.
• Owned and optimized Google Cloud AI Commerce Search providing ML and transformer models to allow personalized recommendations and SEO/ASEO through semantic search
• Improved product delivery effectiveness through Agile transformation and stakeholder alignment.
• Defined success metrics and measure product performance and adoption.

MBA - Florida Atlantic University

B.S. - Mechanical Engineering - Florida International University