Principal Product Manager (AI)

TL;DR

Principal Product Manager (AI): Leading the development of an AI-native product experience for SMBs with an accent on agentic systems and trustworthy AI UX. Focus on defining core AI flows, establishing evaluation bars for agent behavior, and integrating LLM capabilities into the flagship customer experience.

Location: Remote (USA or Ontario, Canada)

Salary: $159,500 - $191,400 USD

Company

hirify.global provides tools and services to help small businesses, entrepreneurs, and non-profits grow and succeed online.

What you will do

• Own the end-to-end customer-facing AI experience, defining, shipping, and iterating core flows.
• Design trustworthy AI interactions that surface reasoning and graduate users from supervised to autonomous use.
• Define and defend leading indicators for success, including activation, time-to-value, and owner intervention rates.
• Collaborate with platform PMs and engineers to implement shared capabilities without creating technical debt.
• Establish the evaluation bar for agent behavior, focusing on accuracy, safety, brand tone, and customer-appropriateness.
• Conduct weekly customer research and analyze support tickets to integrate the voice of SMB owners into the roadmap.

Requirements

• 8+ years of product management experience, with a proven track record of taking a 0-to-1 product from concept to scale.
• Direct experience shipping LLM-powered features and agentic systems in production.
• Deep technical understanding of prompt engineering, RAG, and agent architectures.
• Strong point of view on AI UX, specifically the balance between visible/invisible AI and permission-based actions.
• Must be based in the USA or Ontario, Canada.
• SaaS experience required; expertise with SMB customers strongly preferred.

Nice to have

• Background in SMB SaaS or marketing technology.
• Familiarity with multi-channel customer engagement.
• Experience with PLG motions and self-serve onboarding.

Culture & Benefits

• Inclusive culture focusing on diversity, equity, and professional development.
• Opportunities for career growth through stretch assignments and coaching.
• Generous paid time off policy.
• Competitive health and welfare benefits package for employees and their families.
• Flexible hybrid work model combining remote work with occasional in-person collaboration.