Head of Sales Readiness

Job not on LinkedIn

🔥 0 minutes ago

🇨🇦 Canada – Remote

💵 $141.8k - $156k / year

⏰ Full Time

🔴 Lead

🤑 Sales

👻 Ghost score 0%

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Lone Wolf Technologies

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 1993

💼 Consulting

🏠 Real Estate

☁️ SaaS

Consulting • Real Estate • SaaS

Lone Wolf Technologies is a leading provider of software solutions for the real estate industry. Their platform, known as the Lone Wolf Foundation, is an end-to-end solution designed to help real estate professionals like agents, brokers, and MLSs manage various aspects of their business efficiently. The company's product offerings include digital advertising, analytics, back office tools, CRM, eSignature, intranet, and more, all aimed at optimizing transaction workflows, client interactions, and business management. Lone Wolf Technologies focuses on integrating digital tools to enhance the operational efficiency of real estate practitioners across North America.

📋 Description

• Build and lead the Sales Readiness function at Lone Wolf • Build, lead, and scale the sales readiness team • Partner with sales leadership and identify where pitches stall • Deliver prescriptive readiness recommendations • Build the foundational sales onboarding program • Certify and recertify sales representatives • Own and maintain the sales knowledge library • 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 with realistic data aligned to 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

• 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 • Prior employment at a real estate brokerage or franchise