lwolf - Head of Sales Readiness
Requirements
• 8 or more years in sales readiness, enablement, or training, including proven success building programs from scratch. • Track record of leading and developing high performing teams. • Deep knowledge of residential real estate, proptech, or closely adjacent verticals. • Hands on experience building or managing a technical demo environment for a B2B SaaS platform. • Proven expertise building scripts and trackers within conversation • intelligence tools like GongExperience running structured win and loss analysis that directly influenced business decisions. • Documented ability to tie readiness initiatives directly to revenue metrics. • Daily proficiency using AI tools to accelerate content creation and scale training. • Exceptional and highly direct writing skills designed for quick field consumption.Bonus Qualifications • Previous experience carrying a sales quota • Prior employment at a real estate brokerage or franchise.
Responsibilities
• Team Leadership & Sales Partnership: • Build, lead, and scale the sales readiness team, holding an exceptionally high quality bar for all field facing assets. • Partner directly with sales leadership, sitting in on pipeline reviews to identify exactly where pitches stall. • Deliver prescriptive readiness recommendations rather than a menu of options Onboarding, Certification & Knowledge • Build the foundational sales onboarding program to drastically accelerate time to first closed deal. • Vertify and certify reps to ensure readiness is rigorously measured, never assumed. • Own the sales knowledge library, retiring stale assets and ensuring reps easily find exactly what they need. Positioning, Scripting & Intelligence: • Translate product marketing positioning into immediate, actionable field training and StoryBrand aligned call scripts. • Build and maintain call scripting and competitive trackers directly within Gong. • Listen to live calls weekly and update the script when the market proves it wrong. • Audit live pitches to identify execution gaps and build targeted tools that increase win rates. • Own structured win and loss analysis, delivering unvarnished deal intelligence to sales and product leadership. Demo Environment & Technical Readiness: • Own the technical demo environment, ensuring realistic data and perfect alignment with current product releases. • Equip every seller to deliver a flawless foundational demo and know exactly when to bring in solution consulting. • Partner tightly with product marketing and solution consulting to ensure the pitch, script, and demo tell one seamless story.
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