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Head of Sales Readiness

1 hour, 59 minutes ago
United States
Full-time
Executive
Sales Enablement
Sales and Business Development
Apply Now
Lone Wolf Technologies

Lone Wolf Technologies

Lone Wolf Technologies offers a complete real estate software suite for brokerages and agents, connecting real estate and technology to simplify transactions and operations.

Internet Software & Services
501-1000
Founded 1989
View All Jobs 17

Description

  • Build, lead, and scale the sales readiness team while maintaining a high quality bar for field-facing assets.
  • Partner with sales leadership and participate in pipeline reviews to identify stalled pitches and deliver prescriptive readiness recommendations.
  • Develop sales onboarding and certification programs that accelerate time to first closed deal and rigorously validate rep readiness.
  • Own and maintain the sales knowledge library, retiring outdated materials and improving access to current resources.
  • Translate product positioning into field training and StoryBrand-aligned call scripts.
  • Build and maintain call scripts and competitive trackers in Gong; review live calls and update content based on market feedback.
  • Audit live pitches, identify execution gaps, and create targeted tools to improve win rates.
  • Lead structured win-loss analysis and deliver deal intelligence to sales and product leadership.
  • Own the technical demo environment, ensuring realistic data and alignment with current product releases.
  • Ensure sellers can deliver foundational demos and engage solution consulting at the appropriate time.

Requirements

  • 8+ years of experience in sales readiness, enablement, or training, including building programs from scratch.
  • Proven experience leading and developing high-performing teams.
  • Deep knowledge of residential real estate, proptech, or a closely related industry.
  • Experience building or managing a technical demo environment for a B2B SaaS platform.
  • Expertise building scripts and competitive trackers in conversation-intelligence tools such as Gong.
  • Experience conducting structured win-loss analysis that influenced business decisions.
  • Demonstrated ability to connect readiness initiatives to revenue metrics.
  • Daily proficiency with AI tools for content creation and scalable training.
  • Exceptional, direct writing skills for quick field consumption.
  • Experience carrying a sales quota or working at a real estate brokerage or franchise is preferred.

Interested in this position?

Apply directly on the company website

Apply Now

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