Senior Sales Enablement Specialist

Job not on LinkedIn

🔥 0 minutes ago

🇺🇸 United States – Remote

💵 $88k - $111k / year

⏰ Full Time

🟠 Senior

📊 Sales Operations

🦅 H1B Visa Sponsor

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Logo of insightsoftware

insightsoftware

1001 - 5000 employees

☁️ SaaS

💸 Finance

🏢 Enterprise

💰 $798.6M Private Equity Round - insightsoftware on 2021-07

SaaS • Finance • Enterprise

insightsoftware is a provider of financial and operational reporting software and data analytics solutions for the Office of the CFO. Its cloud-enabled platform and pre-built connectors integrate with major ERPs (Oracle, SAP, Microsoft and 140+ others) to deliver financial reporting, budgeting/planning, consolidation, tax and lease lifecycle management, embedded analytics, and automation tools. The company serves finance, accounting, and operations teams with AI-enabled features, data virtualization, and turnkey templates to accelerate reporting, planning, and compliance.

📋 Description

• Partner with the Sr. Manager on enablement strategy and execute field-facing initiatives • Design and deliver in-person workshops, Microsoft Teams bootcamps, coaching sessions, and ongoing field support • Build and maintain go-to-market collateral including discovery guides, battle cards, competitive positioning, playbooks, demo flows, use case narratives, ROI calculators, and value justification templates • Support sellers before, during, and after deals through training, collateral access, coaching, objection handling, complex scenario guidance, win/loss analysis, and continuous improvement • Measure ramp time, time-to-first-deal, average deal size, win rates, quota attainment, collateral usage, and enablement ROI • Serve as a subject matter expert on EPM platforms and equity services solutions and translate technical features into business impact • Diagnose capability gaps, coach underperforming representatives, and guide behavioral change • Lead new-hire onboarding, bootcamps, field ride-alongs, and progression frameworks • Lead or deliver Sales Kickoffs, product launch training, competitive response programs, and regional training events • Use Claude AI to automate collateral drafts, personalize coaching feedback, analyze win/loss data, and generate sales scenarios while maintaining quality control • Present enablement metrics and business-impact recommendations to the Sr. Manager and sales leadership • Collaborate on LMS, collateral management, Salesforce reporting, and Claude integration maintenance

🎯 Requirements

• 5+ years of progressive Sales Enablement, Sales Training, Sales Operations, or Sales Coaching experience in enterprise software or B2B SaaS • Experience supporting both enterprise and mid-market sales teams • Proven expertise in Enterprise Performance Management platforms, including planning, budgeting, analytics, and forecasting • Experience selling or supporting equity services, employee ownership solutions, or related financial services • Exceptional facilitation and training delivery skills for virtual and in-person audiences • Track record building GTM collateral from scratch, including playbooks, battle cards, discovery guides, competitive positioning documents, case studies, demo flows, and ROI/value calculators • Mastery of MEDDPICC and Value Selling frameworks, including teaching and coaching representatives • Comfort with analytics, SQL, dashboards, or Salesforce reporting; ability to establish KPIs and measure program ROI • Personal accountability for field-team productivity, quota attainment, and deal velocity • Practical experience with Claude AI or similar LLMs for content generation, win/loss analysis, scenario simulation, or workflow automation • Excellent written communication and ability to simplify complex topics into buyer-friendly narratives • Preferred: experience at an EPM software vendor; selling to CFO, VP Finance, or Controller personas; Salesforce reporting, Tableau, Looker, sales enablement platforms, LMS systems, Sales Kickoffs, coaching other enablement professionals, or published thought leadership

🏖️ Benefits

• Salary range of $88,000.00–$111,000.00 USD annually; for non-sales roles, base salary only and additional bonus eligibility may apply • Commission target included for sales roles • Equal employment opportunity • Confidential handling of applicant information according to EEO guidelines

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