Jon Bogaty
Head of Information Technology and Security
Professional Summary
Senior IT, Security, and Platform leader with 15+ years of experience spanning DevOps, cloud infrastructure, site reliability engineering, and enterprise security. Proven track record of designing and operating globally distributed systems, building automation-first platforms, and leading security-conscious infrastructure strategy. Deep hands-on background in open-source software, cloud orchestration, and developer enablement.
Professional Experience
Head of Information Technology and Security
Flipside Crypto
June 2021 – Present (4+ years)
- Directed a globally distributed IT and security strategy with emphasis on compliance, resilience, and operational efficiency
- Architected Terraform-driven cloud orchestration, unified identity access, logging, and monitoring standards
- Partnered with engineering and data teams to deliver secure, resilient data pipelines and internal platforms
- Collaborated with data teams to design resilient data pipelines, enforce access control best practices, and integrate structured methodologies for efficient analytics
Senior Site Reliability Engineer
GoHealth
August 2020 – June 2021 (11 months)
- Led site reliability initiatives improving scalability, availability, and operational visibility
- Implemented cloud infrastructure optimizations and production monitoring systems
Senior Development Operations Engineer
Symbiont
November 2017 – August 2020 (2 years 10 months)
- Owned and scaled a large internal CI/CD platform supporting core product engineering teams
- Built automation and tooling using Python, Ansible, Terraform, and Packer across AWS, GCP, and Azure
Senior Systems Operations Engineer
ClassPass
April 2015 – April 2016 (1 year 1 month)
- Managed 200-300 Amazon AMI and Ubuntu machines in the cloud on Amazon AWS
- Implemented core changes to the architecture powering the ClassPass desktop and mobile experience
- Implemented Netflix OSS's Janitor Monkey service, reducing costs by $20K/month in automated resource termination policies
Additional experience includes Senior DevOps Engineer roles at Magnetic, Digital First Media, EachScape, and Totsy, plus 8+ years of freelance consulting (2005-2013). Full details available in PDF/DOCX downloads.
Open Source & Public Projects
Agentic-Control
Primary author of an AI agent fleet orchestration framework, providing token-aware GitHub integration, agent triage workflows, and coordinated execution across autonomous agents.
Agentic-Crew
Designed and implemented a generic CrewAI engine supporting agent discovery, runtime orchestration, and extensible execution patterns.
Vendor-Connectors
Created reusable connector libraries for integrating external vendor APIs into automation workflows.
Strata
Designed a foundational abstraction layer for structuring and composing infrastructure, data, and automation primitives.
Skills
Cloud Platforms
AWS, Google Cloud, Azure
Infrastructure & DevOps
Terraform, Packer, Ansible, Docker, Kubernetes, CI/CD, GitOps, ChatOps
Programming
Python, TypeScript, Go, Ruby, JavaScript
Security
IAM, Secrets Management, VPNs, Compliance & Logging
Education
Associate of Applied Science (AAS)
Computer Information Technology
Ivy Tech Community College (2007-2009)
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