Senior SalesPro Specialist

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🕒 February 23

🌽 Illinois, Maryland – Remote

🌽 Illinois – Remote 🦀 Maryland – Remote

⏰ Full Time

🟠 Senior

🤑 Sales

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Leap

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2016

☁️ SaaS

🤝 B2B

SaaS • B2B

Leap is a SaaS CRM and in-home sales platform built for roofing, remodeling, and other residential construction contractors. It streamlines estimating, proposals, dynamic contracts, payment processing, subcontractor and customer portals, and field sales workflows while integrating with partners like QuickBooks, GreenSky, EagleView, and Angi. Leap targets B2B customers (roofers, remodelers, windows & doors, HVAC, plumbing and general contractors) to help them win, manage, and scale more jobs.

📋 Description

• Drive Customer Adoption & Time-to-Value • Technical account builds and configuration • Lead structured, outcome-focused onboarding engagements • Deliver engaging, role-based training aligned to customer business goals • Reinforce best practices to drive behavioral change across sales teams • Ensure customers are prepared operationally and technically for go-live • Own Structured Project Execution • Build and maintain detailed onboarding project plans • Establish clear timelines, milestones, and customer deliverables • Drive accountability with customer stakeholders to prevent project delays • Maintain consistent communication cadence and documentation • Track time accurately and manage utilization effectively • Launch & Hypercare Management • Own customer readiness for go-live • Monitor adoption, system usage, and early health indicators post-launch • Identify and address gaps during the hypercare period • Proactively escalate risks with mitigation plans • Partner with Customer Success to ensure smooth transition post-hypercare • Stakeholder & Executive Communication • Identify and engage 2–5 key stakeholders per account • Lead milestone reviews and launch readiness conversations • Communicate risks, dependencies, and expectations clearly and professionally • Navigate stalled projects and re-engage decision-makers effectively • Scope & Services Alignment • Clearly distinguish onboarding services from Professional Services engagements • Identify out-of-scope requests and route appropriately • Protect company revenue while maintaining customer trust • Collaborate with Professional Services for expansion opportunities • Cross-Functional Collaboration • Partner with Sales, Customer Success, Product, and Support teams to ensure alignment • Provide structured feedback on common onboarding challenges • Contribute to continuous improvement of onboarding processes and playbooks

🎯 Requirements

• 4-5+ years of experience in SaaS onboarding, implementation, or customer-facing delivery • Experience managing multiple concurrent client projects • Experience driving customer adoption and behavioral change • Strong project management and organizational skills • Experience navigating difficult client conversations and managing expectations • Education: Associate or Bachelor’s degree in a relevant field or equivalent work experience • Preferred Qualifications: Experience in CRM or sales enablement platforms • Experience in startup or high-growth SaaS environments • Familiarity with structured project management methodologies

🏖️ Benefits

• Affordable Health & Wellness Coverage – comprehensive and competitive benefits package, starting the first of the month following your hire date. • Invest in Your Future – 401(k) company match to help you build financial security. • Time to Recharge – We believe time to rest and recharge matters. Leap offers a Flexible Time Off (FTO) policy, 10 paid sick days, and 8 paid company holidays. • Comprehensive Employee Assistance Program (EAP) – resources to support your mental health, financial well-being, and everyday challenges. • Exclusive Discounts with LifeMart (via ADP) – save on groceries, restaurants, entertainment, pet insurance, cell phones, child care, and more! • MoveSpring Wellness App – stay active and engaged with company step challenges, workout content, meditation tools, and wellness blogs for a healthier you! • Culture & Team-Building Activities – we love to connect, celebrate, and grow together through team events, fun challenges, and company traditions like our Annual Summit!