Head of Revenue

This is a fully remote position, open to applicants in Texas.

📋 Description

• Take ownership of revenue generated from agents and teams across various stages including acquisition, activation, monetization, expansion, and retention.

• Develop a seamless, system-driven process that allows agents and teams to discover, register, gain value, and make payments without the need for personal interaction.

• Establish and guide the sales approach for opportunities that require human engagement.

• Recruit, onboard, empower, mentor, and lead the sales team, which includes managing quotas and compensation.

• Be responsible for the revenue targets, which encompass new revenue, revenue per customer, expansion revenue, attach rate, and gross retention.

• Formulate a revenue strategy that encompasses acquisition, conversion, monetization, and expansion, detailing channels, pricing, packaging, positioning, and partnerships.

• Collaborate with the product team to define the signup, activation, checkout, and upgrade processes.

• Develop sales enablement programs, including playbooks, training, certification, call libraries, objection handling, and onboarding initiatives.

• Manage pricing, packaging, launch, and attach rates for websites and AI marketing products.

• Promote upselling and cross-selling efforts within the existing agent base.

• Establish accurate forecasting, pipeline management, capacity planning, conversion rates, sales velocity, and overall sales efficiency.

• Partner with account management and customer success teams to set onboarding and retention standards.

• Define pipeline requirements and metrics in collaboration with demand generation.

• Actively participate in calls and pipeline management during the initial year.

⛳️ Requirements

• Significant experience in managing a revenue-driven business within a high-volume SMB, prosumer, or consumer-like segment.

• Proven track record in overseeing acquisition, conversion, sales, monetization, expansion, and retention processes.

• Experience in building and leading a high-velocity sales organization at scale.

• Demonstrated ability to hire, onboard, mentor, and manage sales personnel.

• Proficient in developing onboarding programs, certification processes, playbooks, and scorecards.

• Experience in implementing a coaching cadence, including weekly one-on-one sessions, recorded call reviews, live coaching, and performance management plans.

• Skilled in designing compensation structures, quota systems, territory management, or lead routing.

• Competence in creating a touchless or self-service model that encompasses signup, trial, activation, checkout, and upgrade processes.

• Comprehensive understanding of the complete customer journey from acquisition to activation, monetization, and retention.

• Experience in revenue growth within an existing customer base through upselling, cross-selling, and expansion strategies.

• Background in selling subscriptions typically valued in the low thousands of dollars per year on a two- to four-week cycle to individuals or small businesses.

• Experience in effectively utilizing AI within a sales organization.

• Ability to operate across marketing, product, account management, and customer success teams.

• Recent hands-on experience in sales and pipeline management.

• Strong understanding of funnel economics, encompassing conversion rates, sales velocity, efficiency, forecasting discipline, retention, and expansion metrics.

• Over 7 years of sales leadership experience, particularly in a high-velocity SMB or prosumer context.

• Experience in PropTech or real estate is preferred but not mandatory.

• Excellent written communication skills, clear and direct.

• Proficient with modern AI tools and their daily application.

• Comfortable using a CRM system; experience with HubSpot is preferred.

• Background and reference checks will be conducted.

🏝️ Benefits

• Competitive salary package.

• Fully remote position with flexibility for work/life balance.

• A diverse, inclusive, and highly collaborative work culture.

• Engaging work with a product utilized by professionals daily.

• Flexible Paid Time Off policy.