Sales Enablement Specialist

insightsoftware is a global provider of comprehensive solutions for the Office of the CFO. We believe an actionable business strategy begins and ends with accessible financial data. With solutions across financial planning and analysis (FP&A), accounting, and operations, we transform how teams operate, empowering leaders to make timely and informed decisions. With data at the heart of everything we do, insightsoftware enables automated processes, delivers trusted insights, boosts predictability, and increases productivity. Learn more at insightsoftware.com

Position Overview

We are seeking a motivated Sales Enablement Specialist with some knowledge of the tax, lease life cycle or equity management field to join our growing sales enablement team and support our global sales organization. Reporting to the Sr. Director of Global Sales Enablement, this role will focus on designing and delivering comprehensive sales playbooks, enablement materials, and scalable programs that drive productivity and results across our expanding sales teams. This is an excellent opportunity for someone early in their sales enablement career to make a meaningful impact while working cross-functionally with sales professionals, sales leaders, and enablement team members.

Key Responsibilities

Content Development & Sales Playbook Creation

• Design and develop comprehensive sales playbooks, battle cards, and enablement materials that support our growing sales organization
• Create scalable enablement programs and resources that can be deployed across multiple teams and regions
• AI focused and up to speed on how to leverage AI in the enablement environment. 
• Collaborate with Sales, Marketing, and Product teams to ensure content accuracy, relevance, and alignment with go-to-market strategies
• Maintain and update existing sales enablement materials based on market changes, product updates, and field feedback
• Utilize tools such as Excel, PowerPoint, and sales enablement platforms to create professional, impactful deliverables

Product & Market Expertise

• Become a subject matter expert on our products, services, and value propositions
• Stay current on competitive landscape, industry trends, and business developments to support effective product positioning
• Research and analyze market intelligence to inform enablement content and sales strategies
• Support the development of competitive positioning materials and objection handling resources
• Participate in product launches by creating supporting sales materials and training content

Field Collaboration & Stakeholder Management

• Regularly engage with sales team members across regions to understand their challenges, learning needs, and content requirements
• Build strong relationships with sales professionals and leaders to ensure enablement initiatives meet field needs
• Gather feedback on existing materials and programs to drive continuous improvement
• Act as a trusted advisor to sales teams by providing timely, relevant enablement support
• Participate actively in sales team meetings and enablement team initiatives as a valued contributor

Platform Management & Program Execution

• Assist in the ongoing development, organization, and maintenance of content within our sales enablement platform (HighSpot)
• Support the execution of enablement programs and initiatives across North America and other regional sales teams
• Help manage project timelines, deliverables, and stakeholder communications for various enablement initiatives
• Contribute to the measurement and analysis of enablement program effectiveness and adoption rates

Growth & Development Opportunities

• Mentorship from experienced sales enablement professionals and senior leadership
• Exposure to various aspects of sales operations, marketing, and product management
• Opportunity to work with global sales teams and understand different market dynamics
• Access to professional development resources and industry training programs
• Clear career progression path within the sales enablement organization
• Cross-functional project experience to build broad business knowledge

Experience & Background

• Bachelor's degree or equivalent work experience in Business, Marketing, Communications, or related field
• 2+ years of experience in a sales environment, sales role, or customer-facing position (direct sales enablement experience not required but preferred)
• Experience working directly with sales teams to understand learning needs, gather feedback, and support content development
• Proven track record of effective collaboration and cross-functional teamwork

Technical Skills & Tools

• Proficiency in Microsoft PowerPoint, Excel, and other Office Suite applications
• Experience with sales enablement platforms (Highspot preferred) and CRM systems (Salesforce)
• Familiarity with sales engagement tools such as SalesLoft, Outreach, or similar platforms
• Basic understanding of sales methodologies and frameworks (MEDDICC + Value Selling, BANT)
• Comfortable learning and adapting to new technologies and platforms

Core Competencies

• Strong written and verbal communication skills with excellent presentation abilities will be required
• Consultative approach with ability to influence and achieve stakeholder buy-in at various organizational levels
• Analytical mindset with ability to identify success metrics and measure program effectiveness
• Self-motivated and results-oriented with ability to work independently and manage multiple priorities
• Strong project management skills with experience coordinating cross-functional initiatives

Preferred Qualifications

• Previous experience in sales enablement, sales operations, or learning & development roles
• Background in B2B sales environment, preferably in SaaS or technology companies
• Experience with content management systems and digital asset management
• Knowledge of adult learning principles and instructional design concepts
• Familiarity with sales performance metrics and KPIs
• Experience working in fast-paced, high-growth environments

Personal Attributes

• Passionate about supporting sales teams and driving revenue growth
• Tenacious, confident, and self-motivated with strong orientation toward achieving results
• Highly analytical and data-driven approach to problem-solving
• Comfortable working under pressure with tight deadlines while maintaining quality standards
• Adaptable and resilient in managing ambiguity and evolving priorities
• Strong business and financial acumen with ability to understand complex business concepts
• Excitement for working in a fast-paced environment with a growing, dynamic team

What We Offer

• Collaborative work environment with supportive team culture
• Opportunity to make immediate impact on sales team effectiveness and company growth
• Exposure to senior leadership and cross-functional business operations
• Professional development budget and learning opportunities
• Flexible work arrangements supporting work-life balance
• Competitive compensation package with growth potential
• Comprehensive benefits package including health, dental, and retirement plans

This role is part of the High Performing Sales Effectiveness Team, reporting to the Sr. Director of Global Sales Enablement and works closely with regional sales teams, marketing, and product management. We encourage applications from candidates who are excited about this opportunity, even if they don't meet every qualification listed.

** At this time insightsoftware is not able to offer sponsorship to candidates who are not eligible to work in the country where the position is located. **

Learn more about our high-energy, high-performance global team. Work With Us »

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At insightsoftware, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.