ZestyAI

• Serve as the central coordinator for complex enterprise opportunities from pricing through contract execution and customer handoff • Partner closely with Sales, Legal, Finance, and Customer Success to improve operational efficiency and execution quality across the customer lifecycle • Structure and review commercial terms for pricing integrity, scalability, and operational feasibility • Own and evolve key business workflows including approvals, contracting, pricing governance, exception management, and operational readiness • Identify bottlenecks, process gaps, and scaling risks across go-to-market operations and drive practical solutions • Support operational initiatives tied to customer onboarding, renewals, partner workflows, and cross-functional execution • Design and implement AI-first workflows and systems that reduce manual effort and compress cycle times • Build and deploy agentic solutions (AI agents, copilots, orchestration layers) to support operational decision-making and workflow execution • Use AI to augment business processes including pricing analysis, workflow routing, contract generation, knowledge retrieval, and operational monitoring • Continuously evolve processes toward adaptive, self-improving systems rather than static workflows • Partner cross-functionally to integrate automation into core business operations • Act as a force multiplier by increasing organizational leverage without linear process overhead • Support high-impact operational and strategic initiatives across the business as company needs evolve • Help drive cross-functional initiatives related to: • Pricing and monetization strategy • Customer contracting and commercial operations • Operational readiness for new products or workflows • Partner and vendor operational processes • Customer onboarding and lifecycle optimization • Internal knowledge management and workflow standardization • KPI definition and operational reporting • AI enablement across business functions • Help leadership identify opportunities to simplify operations, improve scalability, and increase organizational effectiveness • Contribute to special projects that sit at the intersection of strategy, operations, and execution

• Serve as the central coordinator for complex enterprise opportunities from pricing through contract execution and customer handoff • Partner closely with Sales, Legal, Finance, and Customer Success to improve operational efficiency and execution quality across the customer lifecycle • Structure and review commercial terms for pricing integrity, scalability, and operational feasibility • Own and evolve key business workflows including approvals, contracting, pricing governance, exception management, and operational readiness • Identify bottlenecks, process gaps, and scaling risks across go-to-market operations and drive practical solutions • Support operational initiatives tied to customer onboarding, renewals, partner workflows, and cross-functional execution • Design and implement AI-first workflows and systems that reduce manual effort and compress cycle times • Build and deploy agentic solutions (AI agents, copilots, orchestration layers) to support operational decision-making and workflow execution • Use AI to augment business processes including pricing analysis, workflow routing, contract generation, knowledge retrieval, and operational monitoring • Continuously evolve processes toward adaptive, self-improving systems rather than static workflows • Partner cross-functionally to integrate automation into core business operations • Act as a force multiplier by increasing organizational leverage without linear process overhead • Support high-impact operational and strategic initiatives across the business as company needs evolve • Help drive cross-functional initiatives related to: • Pricing and monetization strategy • Customer contracting and commercial operations • Operational readiness for new products or workflows • Partner and vendor operational processes • Customer onboarding and lifecycle optimization • Internal knowledge management and workflow standardization • KPI definition and operational reporting • AI enablement across business functions • Help leadership identify opportunities to simplify operations, improve scalability, and increase organizational effectiveness • Contribute to special projects that sit at the intersection of strategy, operations, and execution

• Own the product and feature development lifecycle from inception to launch in the field of machine learning, large language models, and computer vision • Build the analytics and model development roadmap of data and risk solutions by researching and analyzing various sources of information • Discover and translate data into tractable data science questions and engineering specifications to guide strategic decision making • Work closely with data scientists and software engineers as a key member of the product development team • Act as the model owner and subject matter expert when interfacing with Regulators and Customers • Iterate rapidly on everything; all of the above happens in a fast-paced business-driven environment that you must be comfortable with • Work with our customers to understand complex workflows and pain points and find solutions to the problems

• 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

• Lead the monthly, quarterly, and annual multi-entity close process; produce accurate consolidated GAAP financial statements (P&L, Balance Sheet, Cash Flow) • Managing outsourced bookkeeping • Develop accounting policies, SOPs, and internal controls • Manage/oversee AP, AR, payroll accounting, reconciliations • Maintain reconciliations, schedules, and documentation at audit-ready standards • Own revenue recognition policy and execution (including complex data licensing and multi-element contracts) • Partner with Go-To-Market and Legal to ensure contract structures align with accounting treatment • Maintain deferred revenue schedules and ensure billing, collections, and reporting are clean and reconciled • Design and implement scalable internal controls • Prepare the company for financial audits and future diligence • Partner cross-functionally to ensure control maturity aligns with growth • Build documentation and workflows that support compliance and enterprise customer requirements • Lead the accounting systems roadmap (ERP, close tools, bill pay, spend management) • Leverage automation to reduce manual journal entries and reconciliation work • Identify and implement AI agents or workflows to assist with: • Reconciliations • Contract review • Close checklists • Policy drafting • Variance analysis • Establish an 'automation-first' mindset across the finance function • Manage outsourced bookkeeping, tax, payroll, and other accounting support • Establish clear service standards and quality expectations • Ensure outsourced workflows integrate seamlessly with internal systems • Oversee AP/AR workflows and improve billing and collections rigor • Strengthen working capital management • Support cash forecasting accuracy through clean accounting data

• Partner with Account Executives, Sales Leadership, and other internal stakeholders to support and guide complex deal proposals, structuring, pricing, and commercial terms. • Act as the go-to expert for deal related queries. • Provide timely support to ensure the sales cycle progresses efficiently and effectively. • Identify and drive improvements in deal review workflows, approval processes, and sales tools to reduce friction and increase velocity. • Ensure deals adhere to internal pricing guidelines, legal standards, and financial policies. • Work closely with Legal and Finance to manage exceptions and escalate appropriately. • Accurate and timely quote/opportunity generation, order forms, and other documentation throughout the sales process. • Accurate and timeline NDA and master ordering agreement drafting, including support through the contract process. • Deliver actionable insights on deal performance, discounting trends, approval cycle times, and process bottlenecks to sales leadership. • Work with Product, Marketing, and Customer Success to ensure deal strategies align with customer needs, product capabilities, and company goals

• Lead execution of ABM programs across named accounts and broader segments — email sequences, personalized landing pages, account assets, presentations, and enablement content that helps Sales build credibility and win deals • Write and build segmented email programs — nurture sequences, webinar and content promotions, and re-engagement programs — across MailChimp, ActiveCampaign, or equivalent • Own the strategy and execution of our monthly executive-facing newsletters — coordinating stakeholders, drafting content, managing layout and distribution • Build and optimize campaign landing pages in Unbounce or equivalent, including personalized and dynamic pages • Manage LinkedIn Ads and other paid media day-to-day — performance pulls, optimization recommendations, and publisher coordination • Partner directly with BD and Sales on named account outreach cadence and pipeline-aligned program touches • Deliver clear, data-backed program reporting to Sales and Marketing leadership

• Own the full cycle for SMB/mid-market (and targeted enterprise "fast-track") opportunities. • Partner with other GTM stakeholders on targeted sequences and drive your own pipeline. • Deliver value-led demos and lightweight POCs/sandboxes. • Run discovery tailored to sophisticated insurance buyers to identify compelling use cases. • Be the voice of the customer to Product and Marketing. • Forecast accurately in Salesforce and maintain hygienic pipeline with clear next steps.

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