Head of Sales

We're looking for our first Head of Sales to build, lead, and scale new logo revenue at Heron. Heron sells AI software that automates document-heavy underwriting and back-office workflows for specialty finance. Full-time, in-person role in our NYC office, and a hands-on, player-coach seat - you'll carry a quota yourself while scaling the team.

Responsibilities

Lead existing team of AEs and SDRs and hire, onboard, and coach the next wave; Develop and refine Heron's sales motion (ICP, messaging, pricing, deal structure, sales stages); Partner closely with founders, product, and engineering to translate customer pain into clear value propositions; Build and manage pipeline, forecasts, and revenue targets with a strong bias toward accuracy and accountability; Establish and refine sales processes, tooling, and metrics (CRM, reporting, enablement materials); Help shape broader go-to-market strategy across sales, partnerships, and potentially customer success; Carry a quota yourself while scaling the team

Requirements

Have done our stage before - member of or helped lead a sales org from under ~$12M to over $40M ARR; Love selling and building at the same time; Strong early-stage sales instincts; Scale-minded, but action-oriented; Clear, credible communicator; Carry a quota yourself while scaling the team; Full-time, in-person role in NYC office; Scrappy and creative; Persistent; Pilot, not passenger; Excited to work in a fast-paced, high-growth but kind team environment

Benefits

Competitive compensation, including equity and upside tied to the revenue you build; Your choice of top-of-the-line equipment; Competitive benefits package: health, dental, vision with partial coverage for dependents; 401K; uncapped PTO; parental leave; Free on-demand access to therapy via Spill; Weekly company lunches and breakfasts; Annual company offsites