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ZestyAI

Technical Talent Partner – Insurtech & AI (Remote)

Posted 2 Hours Ago
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In-Office or Remote
Hiring Remotely in Toronto, ON
Senior level
In-Office or Remote
Hiring Remotely in Toronto, ON
Senior level
Lead full-cycle recruiting for Insurtech, AI, engineering, DSML, and Go-to-Market roles. Build proactive pipelines, partner with hiring leaders, leverage AI tools, provide market intelligence, and represent the company to senior candidates.
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Technical Talent Partner – Insurtech & AI
Location: Remote (US or Canada)
Reports to: Head of People & Culture

About ZestyAI
ZestyAI is the leading property and climate risk analytics platform for the P&C insurance industry. Our AI-powered models provide property-level insights into the risks that drive the majority of losses, including wildfire, hail, and water damage. Using proprietary data from aerial imagery, property characteristics, permits, and environmental signals, we help insurers price accurately, underwrite smarter, and reduce losses — creating a stronger and more resilient insurance market. As climate events grow more frequent and complex, legacy models can no longer keep pace. ZestyAI replaces outdated assumptions with dynamic, property-specific intelligence that expands access to coverage and supports smarter risk decisions. Our next wave of innovation leverages agentic and generative AI to accelerate decision-making and deliver speed, scale, and precision across the insurance value chain.

The Opportunity
We are seeking a Technical Talent Partner to help scale our teams across Insurtech, AI, Go-To-Market, Engineering, Data Science & Machine Learning (DSML), and Product. This is a high-impact, embedded role for a talent professional with proven Insurtech recruiting experience and strong exposure to technical and AI hiring. You will partner closely with hiring managers across both Commercial and R&D functions to build the teams that power our next phase of growth. This is not a generalist recruiting role. We are looking for someone who has successfully recruited within insurance technology environments and thrives in a fast-moving, performance-driven scale-up. You must be willing to roll up your sleeves and contribute across all aspects of Talent Acquisition.

What You’ll Do

  • Own full-cycle outbound recruiting across Go-to-Market roles (Sales, Customer Success, Risk Analytics, Marketing)
  • Recruit for Engineering, Data Science, Machine Learning, Technical Product Management, and AI and emerging agentic AI roles
  • Serve as a domain expert in Insurtech talent and build strong, proactive pipelines
  • Partner with hiring leaders to translate complex technical and business requirements into high-quality candidate slates
  • Support and enhance inbound screening processes across functions
  • Leverage AI tools and automation to improve recruiting efficiency and effectiveness
  • Build talent maps across the Insurtech ecosystem, including carriers, MGAs, startups, and adjacent AI and SaaS companies
  • Provide market intelligence on compensation trends and competitive talent landscapes
  • Represent ZestyAI professionally and credibly to senior technical, product, and commercial candidates

What We’re Looking For

  • 5+ years of recruiting experience, with at least 3 years in Insurtech or insurance technology
  • Proven experience hiring within insurance, reinsurance, or Insurtech environments (required)
  • Demonstrated success recruiting Go-To-Market roles, with established industry contacts
  • Experience hiring — or strong ability to ramp quickly on — technical and AI-driven roles including engineering, data science, machine learning, and technical product management
  • Strong understanding of insurance industry workflows and terminology
  • Stellar written and verbal communication skills, with the ability to engage highly technical candidates
  • Ability to operate as a trusted, consultative partner to hiring managers
  • Proven track record of delivering results in fast-paced, performance-oriented environments

Why Join ZestyAI
ZestyAI has been recognized by CB Insights (Insurtech 50), Deloitte Technology Fast 500, and Inc. 5000, and named by Forbes as one of America’s Best Startup Employers. We have also received industry recognition for innovation in AI, machine learning, and risk analytics.
If you’re excited by building in the AI era and want a front-row seat to scaling teams that matter, ZestyAI offers the opportunity to grow alongside a platform reshaping an industry in real time.

Prior Insurtech recruiting experience is required. Insurance domain fluency is not optional.

Top Skills

Ai,Agentic Ai,Generative Ai,Machine Learning,Data Science,Insurtech

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