Enterprise Account Executive

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Full Time US

23 days ago Requisition

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!

The Enterprise Account Executive (AE) is responsible for driving new business sales of Leap’s enterprise software solutions into top strategic accounts within the retail and home improvement contractor space. This role focuses on building multi-threaded relationships with C‑suite and VP‑level decision makers, developing tailored value propositions, customer proposals, and managing complex sales cycles to a successful close.

The Enterprise AE will own the full sales process - from strategic research and outreach through discovery, solution design, and contract negotiation - while partnering closely with the VPs of Sales, Channel Partnerships, and Revenue Operations to ensure alignment on go‑to‑market strategy. This position is highly visible and plays a critical role in Leap’s next phase of growth in the enterprise market.

• Develop and execute a targeted enterprise sales strategy focused on driving new business across Leap’s top priority accounts.
• Identify, qualify, and pursue growth opportunities through a consultative, value‑based approach tailored to each customer’s business challenges.
• Lead and manage complex, multi‑stakeholder sales cycles, engaging directly with executive sponsors, operational leaders, and technical stakeholders.
• Build and maintain strong relationships with C‑suite and VP‑level executives to position Leap as a trusted strategic partner.
• Collaborate cross‑functionally with Partnerships, Customer Success, Professional Services, and Marketing to deliver cohesive, industry‑specific solutions.
• Prepare and deliver compelling business cases, ROI analyses, and proposals aligned with enterprise needs and value outcomes.
• Utilize Leap’s sales tech stack (Salesforce, Gong, Service Cloud, etc.) to manage pipeline, forecast accurately, and document all sales activities.
• Maintain a deep understanding of CRM, ERP, and sales enablement systems, as well as key market and competitive trends.
• Represent Leap at industry trade shows, conferences, and virtual events to engage prospective enterprise clients.
• Maintain an active pipeline equivalent to 3× annual quota through a combination of inbound, outbound, and partner‑driven opportunities
• Provide regular updates, forecasts, and account insights to Sales leadership.
• Support cross‑team initiatives that refine Leap’s enterprise sales process, messaging, and playbook.
• Perform other related duties as assigned.

• 6+ years of B2B SaaS sales experience, ideally with at least 3 years in enterprise or strategic account sales with individual quota ownership.
• Proven track record exceeding $500K+ annual quotas with average deal sizes of $40K+ ARR.
• Demonstrated experience selling into retail home services verticals - or to customers who serve these industries.
• Experience selling into or partnering with contractor‑focused or field service businesses; familiarity with industry software such as CRM, ERP, or sales systems.
• Skilled in consultative and solution‑oriented selling, with the ability to uncover business challenges and align Leap’s value to client goals.
• Exceptional…