Head of Agent and Team Revenue

Rechat Inc•Austin, TX

7d•$175,000 - $250,000•Remote

About The Position

Rechat is the operating system for real estate, offering a comprehensive product that integrates marketing, CRM, transactions, listings, and AI. We aim to replace the fragmented tools currently used by real estate agents. We work with brokerages, teams, and agents across North America, and our platform is utilized weekly by tens of thousands of agents. We have recently rebuilt our product to be AI-native and are experiencing rapid growth. This role is focused on building and scaling revenue from individual agents and small teams, a market Rechat has not deliberately pursued until now. The Head of Agent and Team Revenue will be responsible for the entire revenue lifecycle for this segment, including acquisition, activation, monetization, expansion, and retention. This involves creating a high-volume, short-cycle sales motion where the product plays a significant role in selling, supported by a scalable system rather than solely relying on increased headcount. Additionally, the role will focus on increasing the revenue generated from existing agents who currently use Rechat through their brokerage contracts, by selling them premium products like websites, AI marketing, advertising, and social media tools. This is a revenue leadership position, emphasizing the strategic ownership of the agent and team revenue engine, integrating product, marketing, sales, and customer success to drive growth.

Requirements

Owned a meaningful revenue business with a high-volume SMB, prosumer, or consumer-like segment, managing acquisition, conversion, sales, monetization, expansion, and retention.
Built and led a high-velocity sales organization, including hiring, ramping, coaching, and managing salespeople at scale.
Built a sales system, not just a team, including onboarding programs, certification, playbooks, and scorecards.
Run a real coaching cadence with weekly one-on-ones, recorded call reviews, live coaching, and performance plans.
Designed compensation plans and quota structures, along with territory or lead routing.
Built a touchless or self-serve motion where the product handles selling (signup, trial, activation, checkout, upgrade). Experience transitioning a business from fully rep-led to substantially self-serve is highly relevant.
Owned the full customer journey from acquisition through activation, monetization, and retention, with a strong understanding of churn drivers and their relation to the point of sale.
Grown revenue within an existing customer base through upsell, cross-sell, and expansion.
Sold a subscription in the low thousands of dollars per year, on a two to four-week cycle, to individuals or small businesses.
Used AI seriously within a sales organization to automate processes and reduce cost per meeting.
Operated effectively across teams that do not report to you (marketing, product, account management, customer success).
Been hands-on recently, willing to be in the calls and pipeline in the first year.
Strong command of funnel economics: conversion, velocity, sales efficiency, forecast discipline, retention, and expansion.
7+ years in sales leadership, with significant experience in a high-velocity SMB or prosumer motion.
Clear, direct written communication skills, comfortable using Slack and project tools for coordination.
Fluent with modern AI tools and using them daily.
Comfortable acting as an operator in a CRM, with HubSpot experience preferred.

Nice To Haves

PropTech or real estate experience.
Experience in website and hosting platforms, SMB vertical software, insurtech and marketplaces, or SMB payments and payroll.

Responsibilities

Build a touchless engine for selling to agents and teams at scale, where the product handles most of the selling process.
Develop and lead the sales motion for opportunities requiring human involvement, including hiring, ramping, enablement, coaching, quota, and compensation.
Raise the average revenue per agent by selling premium products (websites, AI marketing, advertising, social) to existing users.
Own the revenue number for new revenue from agents and teams, revenue per customer, expansion revenue, attach rate, and gross retention.
Define the revenue strategy for acquiring, converting, monetizing, and expanding agents and teams, including channels, pricing, packaging, positioning, and partnerships.
Collaborate with the product team to define the self-serve path, including signup, activation, checkout, and upgrade processes.
Hire, ramp, coach, and lead the sales team as it scales.
Develop sales enablement materials such as playbooks, training, certification, call libraries, objection handling, and onboarding processes to ensure rapid rep productivity.
Manage pricing, packaging, launch, and attach rates for high-value products like websites and AI marketing.
Drive expansion revenue through upsell and cross-sell to agents acquired through brokerages.
Maintain forecasting and pipeline discipline, including capacity planning, conversion, velocity, and sales efficiency.
Set the standard for successful customer onboarding and retention in partnership with account management and customer success teams, carrying a retention number.
Define pipeline needs and collaborate with demand generation to establish and meet agreed-upon metrics.
Operate across teams that do not report directly to this role, including marketing, product, account management, and customer success.
Be hands-on in sales calls and pipeline management, especially in the first year.