Jobs at Henry AI

Lead and scale the sales organization, owning revenue targets, forecasting, segmentation, hiring, coaching, quotas, compensation, sales processes, pipeline health, CRM data, and major deal execution. The role reports to the CEO and requires building a repeatable sales playbook while managing AEs and BDRs at a fast-growing AI SaaS startup.

Own the end-to-end growth engine for an AI-native commercial real estate SaaS company. Develop channel targets, define MQLs, manage paid acquisition, SEO, content, email sequences, conferences, webinars, gifting, case studies, and customer testimonials. Track pipeline performance, optimize demand-generation channels, understand the ICP and product, and personally support marketing execution and demos.

Own enterprise sales to major DUS lenders, from discovery through pilots, pricing, legal, security review, procurement, and signed contracts. Build senior relationships across production, credit, origination, and underwriting teams; translate lender workflows into product feedback; partner closely with the founder on strategic accounts; and develop the repeatable playbook for expanding across additional lenders. The role requires deep agency lending expertise, NYC-based in-office work five days per week, and a 60-plus-hour workweek.

Own Henry’s recruiting function end to end, including hiring plans, sourcing, interview design, candidate closing, hiring-manager calibration, and agency replacement. The role targets 20+ hires in year one across engineering, product, sales, and growth, while reducing agency spend by 75%. It reports directly to the CEO and requires hands-on recruiting, strong candidate-selling ability, sound judgment, and willingness to work in-office in NYC or relocate.

Own a high-volume portfolio of commercial real estate broker accounts from onboarding through renewal and expansion. Build trusted customer relationships, drive product adoption, identify risks and growth opportunities, lead renewal conversations, and provide consultative solutions. Translate customer insights into actionable feedback for Product and Engineering while managing commitments, usage signals, and numerous account details with urgency, organization, and strong follow-through.

Run targeted outbound prospecting into large CRE brokerages, investors, and lenders to book qualified meetings. Research accounts, map orgs, execute cold calls, email, LinkedIn outreach and events. Qualify pipeline for AEs, deliver strong first impressions, and as you ramp, own smaller deals end-to-end with a clear path to AE.