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Jason Main - CO-FOUNDER & HEAD OF PRODUCT in Austin, TX

Jason Main

Executive product leader specializing in AI, SaaS, and Healthcare IT

LifelyLouisiana State UniversityAustin, TX20 Years ExperienceExecutive Level

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About

Product leader with experience spanning AWS enterprise software commercialization, healthcare workforce platforms, and AI-enabled peer mentoring products. Notable wins include launching a healthcare internal resource pool product that offset declining revenue by 3x+ and helping commercialize Amazon call center software into a product that generated just under $25M in first-year revenue. Strong throughline is customer-led product strategy, cross-functional execution, and human-centered AI that augments rather than replaces people.

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Key Strengths

  • Led end-to-end product build from trend identification through launch
  • Strong customer discovery and continuous feedback loops
  • Built beta programs with demanding enterprise customers
  • Cross-functional GTM leadership across marketing, sales, training, support, legal, tax, and accounting
  • Healthcare workforce product expertise
  • Shipped internal resource pool product that offset lost revenue by over 3x
  • Handled complex platform integration challenges including identity, roles, and external APIs
  • Thoughtful human-centered AI product design
  • Practical AI/ML implementation using LLMs, RAG, agentic AI, and matching models
  • Data-driven product iteration using satisfaction, usability, adoption, frequency, and AI accuracy metrics
  • Good UX judgment; pivoted from AI-generated UI to Figma-based design after user feedback
  • Enterprise product commercialization experience at AWS
  • Launched enterprise product in under a year with just under $25M first-year revenue
  • Effective distributed team leadership and adaptive mentoring style

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Experience

CO-FOUNDER & HEAD OF PRODUCTLifely · Jan 2025 – Present
SENIOR VICE PRESIDENT OF PRODUCT & STRATEGYHallmark Healthcare Workforce Technology · Jul 2021 – Dec 2024
VICE PRESIDENT OF PRODUCT & STRATEGYSimplifyVMS · Jan 2020 – Jul 2021
VICE PRESIDENT OF PRODUCTAMN Healthcare · Feb 2017 – Jan 2020
PRINCIPAL PRODUCT MANAGERAmazon · Mar 2016 – Feb 2017
VICE PRESIDENT OF PRODUCTAsure Software · Oct 2013 – Mar 2016
DIRECTOR OF PRODUCT, ASURESPACE DIVISIONAsure Software · Aug 2011 – Oct 2013
SENIOR TECHNICAL PRODUCT MANAGERAsure Software · Jul 2009 – Aug 2011
QUALITY ASSURANCE MANAGERAsure Software · Jun 2007 – Jul 2009
SOFTWARE QUALITY ASSURANCE ENGINEERIBM · Oct 2005 – Jun 2007

Education

Louisiana State Universitybachelor, Mechanical Engineering

Languages

English

Certifications

AI for Product ManagementProduct StrategySix Sigma Black Belt

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Jason MainExecutive product leader specializing in AI, SaaS, and Healthcare IT