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Lone Wolf Technologies

Head of Sales Readiness

Lone Wolf Technologies

. Build, lead, and scale the sales readiness team .

Posted 9/29/2026full-timeRemote • United StatesLead💰 $100,000 - $105,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in building and leading sales readiness programs, with a strong focus on developing high-performing teams and aligning training initiatives with revenue metrics. Proficient in managing technical demo environments and utilizing conversation intelligence tools to enhance sales effectiveness.

Highest-signal resume keywords
Sales Readiness Program DevelopmentTechnical Demo ManagementConversation Intelligence Tools (Gong)Win and Loss AnalysisResidential Real Estate Knowledge

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Sales EnablementProgram BuildingScript DevelopmentContent CreationRevenue Metrics Alignment
Soft Skills
Direct Writing SkillsTeam Leadership
Tools & Technologies
GongAI Tools
Industry Keywords
Residential Real EstateProptechB2B SaaSSales Quota

About the role

Key responsibilities & impact
  • Build, lead, and scale the sales readiness team
  • Partner directly with sales leadership and participate in pipeline reviews to identify where pitches stall
  • Deliver prescriptive readiness recommendations
  • Build the foundational sales onboarding program to accelerate time to first closed deal
  • Certify and recertify representatives
  • Own and maintain the sales knowledge library, retiring stale assets
  • Translate product marketing positioning into field training and StoryBrand-aligned call scripts
  • Build and maintain call scripting and competitive trackers in Gong
  • Listen to live calls weekly and update scripts based on market feedback
  • Audit live pitches and build targeted tools to increase win rates
  • Own structured win and loss analysis and deliver deal intelligence to sales and product leadership
  • Own the technical demo environment and align it with current product releases
  • Equip sellers to deliver foundational demos and identify when to involve solution consulting
  • Partner with product marketing and solution consulting to align the pitch, script, and demo

Requirements

What you’ll need
  • 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 Gong
  • Experience 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
  • Previous experience carrying a sales quota (bonus qualification)
  • Prior employment at a real estate brokerage or franchise (bonus qualification)