Head of Sales at AI agent platform automating PEO and payroll operations

This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.She will pick the best candidates from Jack's network.The next step is to speak to Jack.Job TitleHead of SalesSalaryNot DisclosedCompany DescriptionSOC-2 compliant AI agent platform automating complex HRIS and payroll operations for the PEO industryJob DescriptionAs the Head of Sales, you will spearhead the commercial growth of an AI platform that integrates with existing HR systems to automate end-to-end payroll and employee life-cycle transactions. You will define the go-to-market strategy, build relationships with top PEO leaders, and drive adoption for a solution already reducing response times by 20% for enterprise clients.LocationNYC or West Palm Beach, USAWhy this role is remarkableHigh-impact leadership role at a company backed by an advisory board of elite industry CEOs and former executives from Spirit HR and Tandem HR.Solve massive operational inefficiencies in the HR sector using proprietary AI that integrates bi-directionally with Salesforce and PrismHR without requiring employee change management.Join a SOC-2 Type II and GDPR compliant startup that is already trusted by leading organizations like Infiniti HR and Syndeo to handle sensitive HRIS data.What You Will DoDesign and execute a scalable sales playbook to target enterprise HR teams and Professional Employer Organizations (PEOs) globally.Manage the full sales cycle from prospecting to closing, leveraging case studies that demonstrate 40+ hours of time savings per client.Partner with the product team to translate client feedback into features for the AI agent, ensuring the platform continues to outperform legacy chatbot solutions.The ideal candidateProven track record in B2B SaaS sales, specifically selling complex software solutions to the HR, payroll, or PEO industries.Strong experience building and managing a sales pipeline from scratch within an early-stage startup environment or high-growth tech firm.Exceptional ability to communicate technical AI value propositions to C-suite executives while maintaining the 'human touch' essential to HR service delivery.**Who are Jack & Jill?Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.Next stepsStep 1. Visit the job listing.Step 2. Click 'Talk to Jack', or go straight there: https://www.jackandjill.ai/jobs/head-of-sales-at-ai-agent-platform-automating-peo-and-payroll-operations-1647de71-5a38-4a37-9952-9da3f0a972a0?utm_source=linkedin&utm_medium=job_post&utm_campaign=featured_role_1647de71-5a38-4a37-9952-9da3f0a972a0Step 3. Talk to Jack so he can understand your experience and ambitions.Step 4. Jack will make sure Jill (the AI agent working for the company) considers you for this role.Step 5. If Jill thinks you're a great fit and her client wants to meet you, they will make the introduction.Step 6. If not, Jack will find you excellent alternatives. All for free.We never post fake jobsThis isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.We appreciate this can make them look a bit suspect, but there isn't much we can do about it.Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.