Head of Agent and Team Revenue

Rechat•Austin, TX
•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 professionals. Rechat partners with brokerages, teams, and agents across North America to modernize the industry. Our product has been rebuilt to be AI-native, and we are experiencing rapid growth. This role is focused on building and scaling revenue from individual agents and small teams, a market we haven't deliberately pursued until now. The position requires building a system for high-volume, short-cycle sales, where the product plays a significant role in acquisition and activation. Additionally, it involves increasing revenue from existing agents by selling premium products like websites, AI marketing, advertising, and social media services. This is a revenue leadership role, emphasizing the entire customer lifecycle from discovery to retention, and requires close collaboration with product, marketing, sales, and customer success teams.

Requirements

  • Owned a meaningful revenue business with a focus on high-volume SMB, prosumer, or consumer-like segments.
  • Carried a revenue number and owned levers such as acquisition, conversion, sales, monetization, expansion, and retention.
  • Built and led a high-velocity sales organization at scale.
  • Experience hiring, ramping, coaching, and managing salespeople.
  • Experience building sales systems, including onboarding programs, certification, playbooks, and scorecards.
  • Designed compensation plans and quota structures, and managed territory or lead routing.
  • Built a touchless or self-serve sales motion where the product handles selling (signup, trial, activation, checkout, upgrade).
  • Experience taking a business from fully rep-led to substantially self-serve.
  • Owned the full customer journey from acquisition through activation, monetization, and retention.
  • Understanding of customer churn and its drivers, particularly at the point of sale in a high-volume business.
  • Experience growing revenue within an existing customer base through upsell and cross-sell.
  • Experience selling a subscription in the low thousands of dollars per year, with a two to four-week sales cycle, to individuals or small businesses.
  • Experience using AI seriously within a sales organization to automate processes and reduce costs.
  • Experience operating across teams that do not report directly, such as marketing, product, account management, and customer success.
  • Strong command of funnel economics, including 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.
  • Comfortable using modern AI tools daily.
  • Comfortable operating within 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 and lead 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, training, coaching, and setting quotas.
  • Increase revenue from existing agents by selling premium products such as websites, AI marketing, advertising, and social media services.
  • Own the revenue number for agents and teams, including new revenue, revenue per customer, expansion revenue, attach rate, and gross retention.
  • Define the revenue strategy, covering acquisition, conversion, monetization, and expansion, 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, train, coach, and lead the sales team as it scales.
  • Develop sales enablement materials, including playbooks, training, certification, call libraries, objection handling, and onboarding processes.
  • Oversee pricing, packaging, launch, and attach rates for websites and AI marketing products.
  • Drive expansion revenue within the existing agent base through upsell and cross-sell strategies.
  • Manage forecasting and pipeline discipline, including capacity planning, conversion, velocity, and sales efficiency.
  • Set the standard for customer onboarding and retention in partnership with account management and customer success teams, carrying a retention number.
  • Define pipeline needs and collaborate with the demand generation team, holding both sides accountable to agreed-upon metrics.
  • Be hands-on in the early stages, participating in calls and managing the pipeline directly.

Benefits

  • Competitive compensation
  • Fully remote with flexible work/life balance
  • A diverse, inclusive, and highly collaborative culture
  • Meaningful work with a product used by real professionals every day
  • Flexible Paid Time Off
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