ABOUT US

At Leap, we want YOU to be part of our journey as we transform the home improvement industry! We’ve been recognized as a Top Workplace and placed on Inc. 5000’s Fastest Growing Companies for 4+ consecutive years. Our complete platform paves the way for a new era in efficiency and professionalism for contractors. Share our passion for innovation and excellence and allow your creativity to meet craftsmanship.
When you join Leap, you’ll collaborate with curious minds, bold innovators and smart risk-takers. As a member of our team, you’ll be valued, supported, and included. With a transparent culture and approachable leadership, we offer career opportunities that match your ambitions and talents. To help maintain your work-life balance, we offer a range of resources for you and your family, including comprehensive benefits and wellness plans. Take the Leap today!

POSITION OVERVIEW

The Vice President of Sales will be a strategic leader responsible for driving revenue growth, building a high-performing sales organization, and establishing new sales motions to expand Leap’s market presence. This role requires a hands-on leader with a proven track record in B2B SaaS sales, exceptional coaching skills, and expertise in outbound, field, and enterprise sales strategies. The VP of Sales will foster a culture of accountability, collaboration, and continuous improvement while aligning sales initiatives with Leap’s mission to deliver exceptional value to contractors.

QUALIFICATIONS

• Bachelor’s degree in Business, Marketing, or a related field; MBA preferred.
• 10+ years of B2B sales experience, with at least 5 years in a senior sales leadership role (VP or Director level) in SaaS, CRM, or enterprise software.
• Proven success in building and scaling new sales motions (outbound, outside, and enterprise) in a competitive market.
• Exceptional coaching and mentoring skills, with a track record of developing high-performing sales teams through feedback and training.
• Deep understanding of sales processes, including pipeline management, forecasting, and consultative selling.
• Proficiency with CRM platforms (e.g., Salesforce, HubSpot) and sales enablement tools; experience with Leap SalesPro or similar a plus.
• Strong analytical skills, with the ability to leverage data to drive decisions and optimize performance.
• Excellent communication, negotiation, and interpersonal skills, with the ability to engage C-level stakeholders and close complex deals.
• Willingness to travel 30-50% for client meetings, team coaching, and industry events.
• Passion for technology and the home improvement industry, with a customer-centric mindset.

Sales Strategy & Leadership:

• Develop and execute a comprehensive sales strategy to achieve revenue targets and increase market share in the home improvement and contractor software market.
• Manage new sales motions, including outbound lead generation, outside field sales, and enterprise-level account acquisition, to diversify and scale revenue streams.
• Set clear sales goals, KPIs, and forecasting models to ensure consistent growth and predictability.

Team Coaching & Development:

• Lead, mentor, and coach a team of sales professionals, including direct and indirect reports (Sales Managers, Account Executives, and Business Development Representatives).
• Provide regular, actionable feedback through 1:1 coaching sessions, live deal reviews, and performance evaluations to drive individual and team success.
• Design and implement sales training programs focused on consultative selling, product knowledge, and leveraging Leap’s technology (e.g., SalesPro, CRM integrations) to close deals.

New Sales Motions:

• Optimize outbound sales processes, including cold calling, email campaigns, and lead qualification, to generate a robust pipeline of prospects.
• Oversee existing outside sales efforts, ensuring field reps are equipped to engage contractors in-person and demonstrate Leap’s value proposition effectively.
• Develop enterprise sales strategies to target large national franchises and multi-location contractors, including navigating complex sales cycles and stakeholder management.

Cross-Functional Collaboration:

• Partner with Marketing to align lead generation, content creation, and sales enablement initiatives to support pipeline growth.
• Collaborate with Product and Customer Success teams to ensure sales strategies reflect customer needs and product capabilities, enhancing customer satisfaction and retention.
• Work closely with the CEO and leadership team to align sales objectives with company-wide goals and strategic priorities.

Performance Management & Analytics:

• Monitor and analyze sales performance metrics (e.g., close rates, deal size, pipeline velocity) using CRM tools (e.g., Salesforce, Leap CRM) to identify areas for improvement.
• Provide regular reports and insights to executive leadership on sales activities, market trends, and competitive positioning.
• Implement incentive programs and performance bonuses to motivate the sales team and reward top performers.

Market & Customer Engagement:

• Build and maintain relationships with key clients, industry partners, and stakeholders to drive brand awareness and loyalty.
• Represent Leap at industry events, trade shows, and webinars to promote our solutions and establish thought leadership.
• Stay informed on home improvement industry trends, competitor activities, and customer pain points to inform sales strategies.